Lightsonrealtyinc.com Search Results

$1,700,000

Pre-Construction. To be built. This is a pre-construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two-story custom RCB home can be customized! All finish selections can be made by the buyer; even change/customize the floor plan! This two story floor plan offers 5 bedrooms, 3.5 baths, an office and 3-car garage. This home can be yours - YOUR WAY! The Oakland Park subdivision is a short walk on the West Orange Trail to downtown Winter Garden. Enjoy easy access to the community pool & clubhouse, dining, shopping & entertainment. This is luxury living at its best. Call us to discuss your options!

5 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. This is a pre-construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two-story custom RCB home can be customized! All finish selections can be made by the buyer; even change/customize the floor plan! This two story floor plan offers 5 bedrooms, 3.5 baths, an office and 3-car garage. This home can be yours - YOUR WAY! The Oakland Park subdivision is a short walk on the West Orange Trail to downtown Winter Garden. Enjoy easy access to the community pool & clubhouse, dining, shopping & entertainment. This is luxury living at its best. Call us to discuss your options!

1207 Ridge Lake Way, Oakland

$1,695,000

This former J & J Building model home has never been lived in and has been carefully cared for. With 3,453 sq. ft. in the main house, it offers 4 bedrooms, 3.5 baths, and an oversized 2.5-car garage with extra space for a golf cart. A detached 538 sq. ft. pool house adds valuable flexibility, offering a fifth bedroom, full bath, wet bar, office, and walk-in closet—an ideal setup for extended family, a private workspace, or guest quarters. The first-floor owner’s suite is a true retreat, with hardwood floors, two generous walk-in closets, and a spa-inspired bath. Engineered hardwood flows through the main living areas, while the kitchen is designed for both gathering and everyday living—featuring a large island with seating, quartz countertops, ceiling-height wood cabinetry, and Bosch appliances, including a built-in refrigerator and gas cooktop. Ten-foot ceilings, custom wood beams, crown moulding, and an open stairwell give the home a bright, inviting feel. Upstairs, a loft connects three additional bedrooms and two full baths, providing plenty of space for family and guests. Outdoors, the private saltwater pool with waterfall is perfect for relaxing weekends. The covered patio with summer kitchen makes entertaining effortless. HOA dues include access to two community pools, clubhouse, parks, playgrounds, and a community activities director.Located along the West Orange Fitness Trail and just a golf cart ride to downtown Winter Garden, this home also provides quick access to the Turnpike.

5 Beds ⋅ 5 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

This former J & J Building model home has never been lived in and has been carefully cared for. With 3,453 sq. ft. in the main house, it offers 4 bedrooms, 3.5 baths, and an oversized 2.5-car garage with extra space for a golf cart. A detached 538 sq. ft. pool house adds valuable flexibility, offering a fifth bedroom, full bath, wet bar, office, and walk-in closet—an ideal setup for extended family, a private workspace, or guest quarters. The first-floor owner’s suite is a true retreat, with hardwood floors, two generous walk-in closets, and a spa-inspired bath. Engineered hardwood flows through the main living areas, while the kitchen is designed for both gathering and everyday living—featuring a large island with seating, quartz countertops, ceiling-height wood cabinetry, and Bosch appliances, including a built-in refrigerator and gas cooktop. Ten-foot ceilings, custom wood beams, crown moulding, and an open stairwell give the home a bright, inviting feel. Upstairs, a loft connects three additional bedrooms and two full baths, providing plenty of space for family and guests. Outdoors, the private saltwater pool with waterfall is perfect for relaxing weekends. The covered patio with summer kitchen makes entertaining effortless. HOA dues include access to two community pools, clubhouse, parks, playgrounds, and a community activities director.Located along the West Orange Fitness Trail and just a golf cart ride to downtown Winter Garden, this home also provides quick access to the Turnpike.

854 Tilden Oaks Trail, Winter Garden

$1,665,000

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5 Beds ⋅ 6 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

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1224 Union Club Drive, Winter Garden

$1,590,000

PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

720 Lake Brim Drive, Winter Garden

$1,500,000

Welcome to this exceptional RCB custom home with a pool located in the highly desirable Oakland Park community. Ideally positioned directly across from a green area and surrounded by walking trails on both sides, this home offers park and lake views from the front porch and an upstairs bedroom, creating a peaceful and picturesque setting. The residence features 6 bedrooms and 5 full bathrooms, with two bedrooms located on the first floor. One is a full guest suite with walk-in closet, while the second first-floor bedroom—currently used as a home office with elegant glass French doors excellent flexibility work-from-home needs. Designed for both everyday living and entertaining, the home showcases an outstanding kitchen overlooking the main living area, complemented by a large walk-in pantry, enhanced by a hidden oversized pantry/bar area with microwave and mini beverage refrigerator. Outdoor living is a highlight, featuring a resort-style pool and spa, covered patio, and retractable screen, ideal for year-round enjoyment. The home also offers a rare three-and-a-half car oversized garage, including a dedicated roll-up garage door with direct access to the pool area, plus a large built-out storage attic with staircase access. Additional features and upgrades include LVP flooring, wood beams, electric fireplace, crown molding, metal roof over the front porch, CAT 6 wiring throughout, whole-house water softener, whole-house surge protector, and a home that has been consistently maintained under an air-conditioning service plan. Located just three blocks from the West Orange Trail and within a golf-cart-approved community, the property is within walking distance to Tildenville Elementary School (9/10 rating) with magnet and global language programs, as well as Oakland Charter School and the local middle school. Just minutes from downtown Winter Garden, this home offers exceptional access to dining, shopping, and outdoor recreation. This thoughtfully designed residence combines quality craftsmanship, flexibility, and an outstanding location—offering refined Florida living in one of Oakland’s most desirable communities.

6 Beds ⋅ 5 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to this exceptional RCB custom home with a pool located in the highly desirable Oakland Park community. Ideally positioned directly across from a green area and surrounded by walking trails on both sides, this home offers park and lake views from the front porch and an upstairs bedroom, creating a peaceful and picturesque setting. The residence features 6 bedrooms and 5 full bathrooms, with two bedrooms located on the first floor. One is a full guest suite with walk-in closet, while the second first-floor bedroom—currently used as a home office with elegant glass French doors excellent flexibility work-from-home needs. Designed for both everyday living and entertaining, the home showcases an outstanding kitchen overlooking the main living area, complemented by a large walk-in pantry, enhanced by a hidden oversized pantry/bar area with microwave and mini beverage refrigerator. Outdoor living is a highlight, featuring a resort-style pool and spa, covered patio, and retractable screen, ideal for year-round enjoyment. The home also offers a rare three-and-a-half car oversized garage, including a dedicated roll-up garage door with direct access to the pool area, plus a large built-out storage attic with staircase access. Additional features and upgrades include LVP flooring, wood beams, electric fireplace, crown molding, metal roof over the front porch, CAT 6 wiring throughout, whole-house water softener, whole-house surge protector, and a home that has been consistently maintained under an air-conditioning service plan. Located just three blocks from the West Orange Trail and within a golf-cart-approved community, the property is within walking distance to Tildenville Elementary School (9/10 rating) with magnet and global language programs, as well as Oakland Charter School and the local middle school. Just minutes from downtown Winter Garden, this home offers exceptional access to dining, shopping, and outdoor recreation. This thoughtfully designed residence combines quality craftsmanship, flexibility, and an outstanding location—offering refined Florida living in one of Oakland’s most desirable communities.

1008 Tilden Oaks Trail, Oakland

$1,320,000

Welcome to 1006 Lake Brim Drive, a beautifully crafted custom home by J&J Builders, ideally positioned in one of Winter Garden’s most scenic settings. This exceptional residence offers the perfect blend of thoughtful design, outdoor living, and an unbeatable location. At the heart of the home is a gorgeous, oversized screened lanai, ideal for relaxing or entertaining year-round. Complete with a private hot tub, this inviting space overlooks the West Orange Trail, creating a peaceful, private backdrop with no rear neighbors and direct access to miles of walking and biking paths. Out front, the home enjoys expansive green space and tranquil lake views, providing a rare sense of openness and natural beauty both coming and going. The custom craftsmanship throughout reflects the quality and attention to detail J&J Builders is known for, making this home as functional as it is beautiful. Located just minutes from downtown Winter Garden, shopping, dining, and top-rated schools, this home offers a truly special lifestyle — where nature, comfort, and convenience come together seamlessly.

4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to 1006 Lake Brim Drive, a beautifully crafted custom home by J&J Builders, ideally positioned in one of Winter Garden’s most scenic settings. This exceptional residence offers the perfect blend of thoughtful design, outdoor living, and an unbeatable location. At the heart of the home is a gorgeous, oversized screened lanai, ideal for relaxing or entertaining year-round. Complete with a private hot tub, this inviting space overlooks the West Orange Trail, creating a peaceful, private backdrop with no rear neighbors and direct access to miles of walking and biking paths. Out front, the home enjoys expansive green space and tranquil lake views, providing a rare sense of openness and natural beauty both coming and going. The custom craftsmanship throughout reflects the quality and attention to detail J&J Builders is known for, making this home as functional as it is beautiful. Located just minutes from downtown Winter Garden, shopping, dining, and top-rated schools, this home offers a truly special lifestyle — where nature, comfort, and convenience come together seamlessly.

1006 Lake Brim Drive, Winter Garden

$1,295,000

Welcome to your new dream home! Built by J&J Building and located in one of Central Florida’s most sought-after communities, this stunning 4-bedroom, 3-bath custom home in Oakland Park offers elevated design, thoughtful upgrades, and a lifestyle that blends luxury with everyday convenience. From the manicured front lawn to the spacious covered front porch, every detail creates an unforgettable first impression. Step inside to a breathtaking foyer and staircase landing where custom trim-accented walls, crown molding and designer light fixtures immediately set the tone for the craftsmanship found throughout the home. The open-concept design seamlessly connects the living, dining, and kitchen spaces, creating an effortless flow perfect for entertaining and everyday living. The kitchen is truly a chef’s dream, featuring a large center island, stunning range with a custom-crafted hood, Casablanca white tile backsplash, Fisher & Paykel panel-ready refrigerator, built-in wine bar, abundant storage, and a spacious walk-in pantry. Natural gas service powers both the cook top and tank-less water heater, adding both efficiency and elevated functionality. The dining area makes a bold statement with its designer wallpaper accent wall and striking light fixture, creating a memorable setting for intimate dinners and lively gatherings alike. Just beyond, the living room offers a warm and inviting atmosphere with abundant natural light and a beautiful fireplace with mantle detail. A first-floor bedroom and full bath provide ideal privacy for guests or multi-generational living. Upstairs, additional bedrooms are generously sized with abundant natural light and storage, while the primary suite offers a luxurious private retreat. Crown molding enhances the space, while the oversized custom walk-in closet provides exceptional organization. The spa-inspired en-suite bath features two separate vanities, a stunning freestanding soaking tub, and a spacious walk-in shower designed for ultimate relaxation. Outdoor living is just as impressive. The screened and covered lanai creates the perfect setting for al fresco dining or enjoying Florida’s beautiful weather year-round. Pre-wiring for outdoor speakers extends the entertainment potential, while the fenced backyard offers peace of mind for four legged friends and play. Additional thoughtful upgrades include keyless patio entry, an expanded pavered driveway leading to a detached two-car garage, a Tonal Home Gym in the garage, plus dedicated outlets for both golf cart and EV charging. Life in Oakland Park offers an unmatched lifestyle, with the West Orange Fitness Trail running through the center of the community and downtown Winter Garden’s renowned Plant Street just a short golf cart ride away. Residents enjoy access to two resort-style pools, a clubhouse, parks, walking trails, a dog park, and a full calendar of community events, all with quick access to the Florida Turnpike for effortless commuting. This home puts you in the heart of a thriving community, with everything you could need close by. Don't miss out on this amazing home, schedule your private showing TODAY!!

4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to your new dream home! Built by J&J Building and located in one of Central Florida’s most sought-after communities, this stunning 4-bedroom, 3-bath custom home in Oakland Park offers elevated design, thoughtful upgrades, and a lifestyle that blends luxury with everyday convenience. From the manicured front lawn to the spacious covered front porch, every detail creates an unforgettable first impression. Step inside to a breathtaking foyer and staircase landing where custom trim-accented walls, crown molding and designer light fixtures immediately set the tone for the craftsmanship found throughout the home. The open-concept design seamlessly connects the living, dining, and kitchen spaces, creating an effortless flow perfect for entertaining and everyday living. The kitchen is truly a chef’s dream, featuring a large center island, stunning range with a custom-crafted hood, Casablanca white tile backsplash, Fisher & Paykel panel-ready refrigerator, built-in wine bar, abundant storage, and a spacious walk-in pantry. Natural gas service powers both the cook top and tank-less water heater, adding both efficiency and elevated functionality. The dining area makes a bold statement with its designer wallpaper accent wall and striking light fixture, creating a memorable setting for intimate dinners and lively gatherings alike. Just beyond, the living room offers a warm and inviting atmosphere with abundant natural light and a beautiful fireplace with mantle detail. A first-floor bedroom and full bath provide ideal privacy for guests or multi-generational living. Upstairs, additional bedrooms are generously sized with abundant natural light and storage, while the primary suite offers a luxurious private retreat. Crown molding enhances the space, while the oversized custom walk-in closet provides exceptional organization. The spa-inspired en-suite bath features two separate vanities, a stunning freestanding soaking tub, and a spacious walk-in shower designed for ultimate relaxation. Outdoor living is just as impressive. The screened and covered lanai creates the perfect setting for al fresco dining or enjoying Florida’s beautiful weather year-round. Pre-wiring for outdoor speakers extends the entertainment potential, while the fenced backyard offers peace of mind for four legged friends and play. Additional thoughtful upgrades include keyless patio entry, an expanded pavered driveway leading to a detached two-car garage, a Tonal Home Gym in the garage, plus dedicated outlets for both golf cart and EV charging. Life in Oakland Park offers an unmatched lifestyle, with the West Orange Fitness Trail running through the center of the community and downtown Winter Garden’s renowned Plant Street just a short golf cart ride away. Residents enjoy access to two resort-style pools, a clubhouse, parks, walking trails, a dog park, and a full calendar of community events, all with quick access to the Florida Turnpike for effortless commuting. This home puts you in the heart of a thriving community, with everything you could need close by. Don't miss out on this amazing home, schedule your private showing TODAY!!

912 Landrum Drive, Winter Garden

$1,200,000

Nestled on a corner lot in the heart of Oakland Park and thoughtfully custom designed and built by J&J Builders, this fully turnkey home is impeccably finished and flooded with natural light, thanks to an abundance of large sun-filled windows that create an airy, welcoming atmosphere throughout. A flexible floor plan offers 4 true bedrooms PLUS an additional flex room. At the heart of the home is a DeVol-inspired kitchen featuring Thermador appliances, Cesarstone Quartz countertops, and a sun-drenched dining area. The spa-like primary suite is a true retreat, featuring an oversized walk-in shower, soaking tub, and double vanities. Step outside to your own citrus garden, situated on a fully fenced corner lot, the expansive yard offers plenty of room to add a pool, while the screened-in back lanai provides the perfect spot to relax year-round. A detached garage and large driveway allow for ample parking. Live the outdoor life in Oakland Park with two community pools, jogging trails, green spaces, and walkability to the West Orange Trail - all within the Winter Garden golf cart district and less than a five minute drive to the turnpike.

4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Nestled on a corner lot in the heart of Oakland Park and thoughtfully custom designed and built by J&J Builders, this fully turnkey home is impeccably finished and flooded with natural light, thanks to an abundance of large sun-filled windows that create an airy, welcoming atmosphere throughout. A flexible floor plan offers 4 true bedrooms PLUS an additional flex room. At the heart of the home is a DeVol-inspired kitchen featuring Thermador appliances, Cesarstone Quartz countertops, and a sun-drenched dining area. The spa-like primary suite is a true retreat, featuring an oversized walk-in shower, soaking tub, and double vanities. Step outside to your own citrus garden, situated on a fully fenced corner lot, the expansive yard offers plenty of room to add a pool, while the screened-in back lanai provides the perfect spot to relax year-round. A detached garage and large driveway allow for ample parking. Live the outdoor life in Oakland Park with two community pools, jogging trails, green spaces, and walkability to the West Orange Trail - all within the Winter Garden golf cart district and less than a five minute drive to the turnpike.

1120 Civitas Way, Oakland

$1,075,000

Nestled in the heart of Winter Garden’s beloved Golf Cart District, this oversized Seaside model by David Weekley invites you to embrace a lifestyle where luxury meets charm. Tucked within the picturesque Oakland Park Subdivision, this home offers not just a place to live but a way to experience the very best of this vibrant community. Step inside, and you’re greeted by the golden warmth of light wood laminate floors and streams of natural light pouring through every window. The gourmet kitchen, truly the soul of the home, is a chef’s haven with a gas stovetop, sleek finishes, and plenty of room to gather, cook, and connect. Just steps away, the main-floor master retreat becomes your personal sanctuary—offering peace, privacy, and every comfort you could wish for. The second floor is a haven in its own right, with three spacious bedrooms circling a versatile loft space. Whether it becomes a playroom, a cozy reading nook, or your dream work-from-home setup, the possibilities are endless. Outside, the rare 3-car garage, discreetly accessed via a quiet alley, adds both convenience and a touch of exclusivity. But the magic doesn’t stop at your doorstep. Imagine mornings strolling leafy trails, afternoons exploring Winter Garden's historic downtown, and evenings savoring craft beer or artisan treats at the nearby Plant Street Market—a true local gem just moments away. From farmers markets to boutique shops, this is a neighborhood where every day feels like a celebration. This isn’t just a home; it’s a gateway to the lifestyle you’ve been dreaming of. Don’t wait—schedule your private tour today and let this storybook setting become your reality.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Nestled in the heart of Winter Garden’s beloved Golf Cart District, this oversized Seaside model by David Weekley invites you to embrace a lifestyle where luxury meets charm. Tucked within the picturesque Oakland Park Subdivision, this home offers not just a place to live but a way to experience the very best of this vibrant community. Step inside, and you’re greeted by the golden warmth of light wood laminate floors and streams of natural light pouring through every window. The gourmet kitchen, truly the soul of the home, is a chef’s haven with a gas stovetop, sleek finishes, and plenty of room to gather, cook, and connect. Just steps away, the main-floor master retreat becomes your personal sanctuary—offering peace, privacy, and every comfort you could wish for. The second floor is a haven in its own right, with three spacious bedrooms circling a versatile loft space. Whether it becomes a playroom, a cozy reading nook, or your dream work-from-home setup, the possibilities are endless. Outside, the rare 3-car garage, discreetly accessed via a quiet alley, adds both convenience and a touch of exclusivity. But the magic doesn’t stop at your doorstep. Imagine mornings strolling leafy trails, afternoons exploring Winter Garden's historic downtown, and evenings savoring craft beer or artisan treats at the nearby Plant Street Market—a true local gem just moments away. From farmers markets to boutique shops, this is a neighborhood where every day feels like a celebration. This isn’t just a home; it’s a gateway to the lifestyle you’ve been dreaming of. Don’t wait—schedule your private tour today and let this storybook setting become your reality.

883 Tilden Oaks Trail, Winter Garden

$1,025,000

OAKLAND PARK—-a Parade of Homes Winning Community! This beautifully designed home (built in 2024) offers the perfect blend of comfort, style, and functionality. Featuring 4 bedrooms, 3 full baths, a LOFT, and an additional flex room with elegant glass FRENCH DOORS — ideal for a home OFFICE or study — this property is thoughtfully laid out for both everyday living and entertaining. Situated on nearly a quarter-acre lot (.21), there is plenty of room to create your dream backyard oasis, including space for a future POOL. Enjoy the outdoor living area featuring a covered patio with retractable screens for added privacy. The gourmet kitchen is equipped with quartz countertops, a cooktop, built-in oven and microwave, and walk-in pantry, making it both stylish and functional for the chef at heart. The open-concept layout creates a seamless connection between the kitchen, dining, and living spaces, offering an ideal setting for social gatherings and family time. Expansive sightlines and abundant natural light draw your eye through the heart of the home and out to the backyard retreat, creating a beautiful indoor-outdoor flow. Large windows and rear patio access effortlessly blend the living spaces, allowing the backyard to serve as a natural extension of the home’s elegant design and entertaining experience. The generously sized DOWNSTAIRS primary suite faces the backyard and offers a spa-like bath complete with a large vanity with dual sinks, a walk-in closet, oversized shower, and private water closet. An additional bedroom, optional 5th bedroom/OFFICE, full bath, spacious laundry room, and storage closets are located on the first level. Upstairs, you’ll find two additional bedrooms, a full bath, and a loft perfect for relaxing, gaming, or entertaining guests. The long driveway provides ample parking, and the home is surrounded by stunning custom-built residences, adding to the appeal and prestige of the neighborhood. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

5 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

OAKLAND PARK—-a Parade of Homes Winning Community! This beautifully designed home (built in 2024) offers the perfect blend of comfort, style, and functionality. Featuring 4 bedrooms, 3 full baths, a LOFT, and an additional flex room with elegant glass FRENCH DOORS — ideal for a home OFFICE or study — this property is thoughtfully laid out for both everyday living and entertaining. Situated on nearly a quarter-acre lot (.21), there is plenty of room to create your dream backyard oasis, including space for a future POOL. Enjoy the outdoor living area featuring a covered patio with retractable screens for added privacy. The gourmet kitchen is equipped with quartz countertops, a cooktop, built-in oven and microwave, and walk-in pantry, making it both stylish and functional for the chef at heart. The open-concept layout creates a seamless connection between the kitchen, dining, and living spaces, offering an ideal setting for social gatherings and family time. Expansive sightlines and abundant natural light draw your eye through the heart of the home and out to the backyard retreat, creating a beautiful indoor-outdoor flow. Large windows and rear patio access effortlessly blend the living spaces, allowing the backyard to serve as a natural extension of the home’s elegant design and entertaining experience. The generously sized DOWNSTAIRS primary suite faces the backyard and offers a spa-like bath complete with a large vanity with dual sinks, a walk-in closet, oversized shower, and private water closet. An additional bedroom, optional 5th bedroom/OFFICE, full bath, spacious laundry room, and storage closets are located on the first level. Upstairs, you’ll find two additional bedrooms, a full bath, and a loft perfect for relaxing, gaming, or entertaining guests. The long driveway provides ample parking, and the home is surrounded by stunning custom-built residences, adding to the appeal and prestige of the neighborhood. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

1108 Riverway Drive, Oakland

$1,000,000

Experience timeless elegance and modern luxury in this impeccably maintained David Weekley home, perfectly positioned on a premium lot in the coveted Oakland Park community. With its charming Colonial-style architecture and inviting covered front porch overlooking serene park views and partial lake vistas, this residence effortlessly combines sophistication with comfort. Step inside to discover a sun-drenched open floor plan, where the gourmet kitchen, dining area, and family room create an ideal space for entertaining and making memories. The kitchen is a chef’s dream, boasting 42” cabinets with crown molding, GE Profile stainless steel appliances, stone countertops, an oversized island, and a convenient eating bar. Every detail has been thoughtfully curated, from the rich wood floors underfoot to the elegant plantation shutters. Retreat to the master suite, a true sanctuary featuring a spacious walk-in closet and a luxurious en-suite bath complete with dual sinks, a spa-like walk-in shower with a rain showerhead, and an inset stone floor. French doors lead to a private downstairs office, while upstairs offers a versatile bonus room with surround sound, three generously sized bedrooms, and two additional full baths. Outdoor living shines with screened front and rear porches, perfect for relaxing or entertaining. The newly updated outdoor space is a showstopper, featuring stunning brick pavers that elevate the backyard’s charm. Storage is abundant throughout the home, and the Culligan whole-home water softener system adds an extra touch of convenience. Nestled in the heart of Winter Garden, Oakland Park is a certified green community offering two resort-style pools, multiple parks, and direct access to the West Orange Trail. Take a leisurely bike ride or stroll to vibrant downtown Winter Garden, home to award-winning restaurants, boutique shops, a brewery, and the nation’s finest farmers market. And yes, bring your golf cart—this community was made for it! Don’t miss this rare opportunity to own a model-home-quality residence in one of Winter Garden’s most desirable neighborhoods. Make it yours today!

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Experience timeless elegance and modern luxury in this impeccably maintained David Weekley home, perfectly positioned on a premium lot in the coveted Oakland Park community. With its charming Colonial-style architecture and inviting covered front porch overlooking serene park views and partial lake vistas, this residence effortlessly combines sophistication with comfort. Step inside to discover a sun-drenched open floor plan, where the gourmet kitchen, dining area, and family room create an ideal space for entertaining and making memories. The kitchen is a chef’s dream, boasting 42” cabinets with crown molding, GE Profile stainless steel appliances, stone countertops, an oversized island, and a convenient eating bar. Every detail has been thoughtfully curated, from the rich wood floors underfoot to the elegant plantation shutters. Retreat to the master suite, a true sanctuary featuring a spacious walk-in closet and a luxurious en-suite bath complete with dual sinks, a spa-like walk-in shower with a rain showerhead, and an inset stone floor. French doors lead to a private downstairs office, while upstairs offers a versatile bonus room with surround sound, three generously sized bedrooms, and two additional full baths. Outdoor living shines with screened front and rear porches, perfect for relaxing or entertaining. The newly updated outdoor space is a showstopper, featuring stunning brick pavers that elevate the backyard’s charm. Storage is abundant throughout the home, and the Culligan whole-home water softener system adds an extra touch of convenience. Nestled in the heart of Winter Garden, Oakland Park is a certified green community offering two resort-style pools, multiple parks, and direct access to the West Orange Trail. Take a leisurely bike ride or stroll to vibrant downtown Winter Garden, home to award-winning restaurants, boutique shops, a brewery, and the nation’s finest farmers market. And yes, bring your golf cart—this community was made for it! Don’t miss this rare opportunity to own a model-home-quality residence in one of Winter Garden’s most desirable neighborhoods. Make it yours today!

1045 Colleton Alley, Winter Garden

$999,000

BETTER THAN BRAND NEW! Welcome home to 1185 Wilder Oaks Way, ideally located in the coveted and quaint neighborhood of Oakland Park. This barely lived-in highly desirable Seaside floor plan presents an exclusive opportunity to own a fully turn-key home showcasing an extensive collection of top-tier builder upgrades complemented by thoughtful owner enhancements (see attached list). Opportunities like this are rare, as there are no remaining options to build new construction by David Weekley within Oakland Park. Designed for both elegance and livability, the home offers a first-floor primary suite with a walk-in closet, three additional bedrooms and a spacious loft upstairs. Premium builder upgrades include an enclosed office with glass French doors, a designer kitchen with cabinetry extended to the ceiling, luxury white quartz slab countertops, a 36” gas GE cooktop, architectural details such as crown molding and 5” baseboards and more! Luxury Mohawk flooring flows seamlessly throughout the entire first floor and stairway, creating a cohesive and elevated aesthetic. Every detail has been carefully considered, from custom Hunter Douglas Duette top-down blinds on every window, offering both privacy and light control, to custom closet shelving in every closet for exceptional organization. Kichler ceiling fans in every room provide comfort and efficiency, while the three-bay garage connects to a rare 20-foot driveway and is enhanced with epoxied floors and overhead storage. Experience the signature Oakland Park lifestyle, defined by front porch living, walkability, lush green spaces, two resort-style community pools, and direct access to the West Orange Trail. Located within the golf-cart district, historic downtown Winter Garden is just moments away, offering dining, boutique shopping, the weekly farmers market, and year-round community events. Less than a 5 minute drive to the Florida Turnpike. This is the perfect home, in the perfect neighborhood.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

BETTER THAN BRAND NEW! Welcome home to 1185 Wilder Oaks Way, ideally located in the coveted and quaint neighborhood of Oakland Park. This barely lived-in highly desirable Seaside floor plan presents an exclusive opportunity to own a fully turn-key home showcasing an extensive collection of top-tier builder upgrades complemented by thoughtful owner enhancements (see attached list). Opportunities like this are rare, as there are no remaining options to build new construction by David Weekley within Oakland Park. Designed for both elegance and livability, the home offers a first-floor primary suite with a walk-in closet, three additional bedrooms and a spacious loft upstairs. Premium builder upgrades include an enclosed office with glass French doors, a designer kitchen with cabinetry extended to the ceiling, luxury white quartz slab countertops, a 36” gas GE cooktop, architectural details such as crown molding and 5” baseboards and more! Luxury Mohawk flooring flows seamlessly throughout the entire first floor and stairway, creating a cohesive and elevated aesthetic. Every detail has been carefully considered, from custom Hunter Douglas Duette top-down blinds on every window, offering both privacy and light control, to custom closet shelving in every closet for exceptional organization. Kichler ceiling fans in every room provide comfort and efficiency, while the three-bay garage connects to a rare 20-foot driveway and is enhanced with epoxied floors and overhead storage. Experience the signature Oakland Park lifestyle, defined by front porch living, walkability, lush green spaces, two resort-style community pools, and direct access to the West Orange Trail. Located within the golf-cart district, historic downtown Winter Garden is just moments away, offering dining, boutique shopping, the weekly farmers market, and year-round community events. Less than a 5 minute drive to the Florida Turnpike. This is the perfect home, in the perfect neighborhood.

1185 Wilder Oaks Way, Oakland

$935,000

Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

744 Lake Brim Drive, Winter Garden

$925,700

Welcome to Oakland Park, where nature and architectural charm collide creating a colorful canvas that looks like majestic live oak trees, shady front porches, grassy open spaces and breathtaking golden hours. This Florida Vernacular two story home is nestled in the heart of 258 acres and overlooks a Conservation Green Space. This Shoreline "B" was constructed by David Weekley and is occupied by the original owners. The floor plan delivers 4 Bedrooms with the Primary Bedroom location on level one, Private Office, Dining Room with Custom Built-In Features, Gourmet Kitchen with Stainless Steel Appliances, Backsplash, Farmhouse Sink, Designer Upgrades and Quartz Counters, Living Room with Custom Shiplap accent wall, Laundry Room with Built In Cabinets and a Spacious Bonus Room. All additional Bedrooms and Bonus Room are located on level two. Bedroom Two and Three have optimal privacy with En-Suite Bathrooms. Bedroom Four is currently being used as a home exercise platform, it has a closet. The Primary Bedroom was thoughtfully designed with Coffer Ceilings, Custom Walk-In Closet and an En-Suite Bathroom with Dual Sinks, Quartz Counters, A bathtub worthy of a Lush Bathbomb and Large seperate shower. Throughout the home you will find Plantation Shutters, Upgraded Interior Lighting, Designer Mirrors and Fans, Built-In and thoughtful Features such as Coat Closet, Drop Spot with Benches and organization System. A full exterior painting and sealing was performed in 2025. Enjoy a cozy screened porch that overlooks a fenced yard with fresh sod, Einstien Lighting and BBQ grill. The alleyway detached garage includes a 40 amp circuit and receptacle for a Tesla charger, Garage shelving, Cabinets and Refrigerator. The Hoa covers all the main areas of Oakland Park, Green Spaces, Parks, Clubhouse, Trails, Fields, Pathways, Playgrounds 2 Pool and Amenities. Each homeowner is responsible for maintaining their property. All mechanicals are 2019. On the shore of Lake Brim, the West Orange Trail entices residents to explore the outdoors—walk, jog, bike, skate or take a drive in a golf cart. There are 22 miles of walkways, trails and preserved wetlands that connect residents to nature, local shopping (including the nationally heralded Farmers Market), dining, culture and entertainment in charming Winter Garden. I invite you to take a moment on our front porch and believe that a dream can turn into reality.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to Oakland Park, where nature and architectural charm collide creating a colorful canvas that looks like majestic live oak trees, shady front porches, grassy open spaces and breathtaking golden hours. This Florida Vernacular two story home is nestled in the heart of 258 acres and overlooks a Conservation Green Space. This Shoreline "B" was constructed by David Weekley and is occupied by the original owners. The floor plan delivers 4 Bedrooms with the Primary Bedroom location on level one, Private Office, Dining Room with Custom Built-In Features, Gourmet Kitchen with Stainless Steel Appliances, Backsplash, Farmhouse Sink, Designer Upgrades and Quartz Counters, Living Room with Custom Shiplap accent wall, Laundry Room with Built In Cabinets and a Spacious Bonus Room. All additional Bedrooms and Bonus Room are located on level two. Bedroom Two and Three have optimal privacy with En-Suite Bathrooms. Bedroom Four is currently being used as a home exercise platform, it has a closet. The Primary Bedroom was thoughtfully designed with Coffer Ceilings, Custom Walk-In Closet and an En-Suite Bathroom with Dual Sinks, Quartz Counters, A bathtub worthy of a Lush Bathbomb and Large seperate shower. Throughout the home you will find Plantation Shutters, Upgraded Interior Lighting, Designer Mirrors and Fans, Built-In and thoughtful Features such as Coat Closet, Drop Spot with Benches and organization System. A full exterior painting and sealing was performed in 2025. Enjoy a cozy screened porch that overlooks a fenced yard with fresh sod, Einstien Lighting and BBQ grill. The alleyway detached garage includes a 40 amp circuit and receptacle for a Tesla charger, Garage shelving, Cabinets and Refrigerator. The Hoa covers all the main areas of Oakland Park, Green Spaces, Parks, Clubhouse, Trails, Fields, Pathways, Playgrounds 2 Pool and Amenities. Each homeowner is responsible for maintaining their property. All mechanicals are 2019. On the shore of Lake Brim, the West Orange Trail entices residents to explore the outdoors—walk, jog, bike, skate or take a drive in a golf cart. There are 22 miles of walkways, trails and preserved wetlands that connect residents to nature, local shopping (including the nationally heralded Farmers Market), dining, culture and entertainment in charming Winter Garden. I invite you to take a moment on our front porch and believe that a dream can turn into reality.

1024 Kershaw Drive, Winter Garden

$905,000

Your new dream home awaits! This stunning corner-lot property in sought-after Oakland Park, showcases thoughtful design, modern upgrades, and everyday comfort on over a quarter acre of beautifully maintained land, making it one of the largest lots in the community! A spacious, wraparound covered front porch sets a warm and inviting tone, perfect for morning coffee, evening conversations, and welcoming guests. Just inside the entry, a private home office offers the ideal setup for working from home or hosting business meetings, complete with a built-in bookcase, rolling ladder, and a hidden door leading to additional storage. The first floor opens into an airy, light-filled living space with soaring ceilings, recessed lighting, and an open layout connecting the living room, dining area, and kitchen, perfect for both every day life and entertaining. The chef’s kitchen is a true showpiece, featuring a large island with breakfast bar, abundant cabinetry and counter space, elegant glass-front cabinets, crown molding, chic design selections, and GE stainless steel appliances. Making meals of any size will feel like a breeze in this stunning kitchen! The primary suite, conveniently located on the first floor, feels like a private retreat with an oversized walk-in closet, and a spa-inspired en suite bathroom offering a soaking tub, walk-in shower, and dual vanities. Upstairs, a dedicated home theater creates an unforgettable entertainment experience, complete with a 4K projector, large screen, and surround sound system that convey with the home. Additional bedrooms are bright, spacious, and thoughtfully designed with ample storage so everyone feels right at home. Recent updates within the past 5 years include new second-floor carpet, replaced A/C and water heater, fresh exterior paint, and a 2025 Generac whole-house standby generator, providing you with peace of mind that this home has truly been cared for. The backyard is perfect for relaxing in the warm Florida weather, featuring a custom pergola with Sunbrella cable shades, a grill station with integrated power and lighting, garden beds, and a play fort. The fully fenced yard offers a safe, private space for four legged friends and little ones to roam freely without worry. The garage has been fully insulated and equipped with its own dedicated air conditioning system, keeping the space climate-controlled year-round, making it perfect for a workshop, home gym, hobby space, or extra storage.The fun continues close to home, with community amenities that include parks, a playground, a sparkling pool and so much more! Situated in the golf cart district, you’re just a short ride from downtown Winter Garden, where brick-lined streets come alive with weekly farmers markets, seasonal community events, charming boutiques, and a variety of locally loved restaurants and cafés. Outdoor enthusiasts will love the nearby West Orange Trail for biking, running, or scenic walks, while top-rated schools, shopping, and dining are all close by. With easy access to major highways, commuting throughout Central Florida is simple, and you’re only 20 minutes from Walt Disney World, putting world-class entertainment right within reach. This home offers the perfect blend of luxury, lifestyle, and location. Don't miss out on this stunning home, schedule your private showing TODAY!!!

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Your new dream home awaits! This stunning corner-lot property in sought-after Oakland Park, showcases thoughtful design, modern upgrades, and everyday comfort on over a quarter acre of beautifully maintained land, making it one of the largest lots in the community! A spacious, wraparound covered front porch sets a warm and inviting tone, perfect for morning coffee, evening conversations, and welcoming guests. Just inside the entry, a private home office offers the ideal setup for working from home or hosting business meetings, complete with a built-in bookcase, rolling ladder, and a hidden door leading to additional storage. The first floor opens into an airy, light-filled living space with soaring ceilings, recessed lighting, and an open layout connecting the living room, dining area, and kitchen, perfect for both every day life and entertaining. The chef’s kitchen is a true showpiece, featuring a large island with breakfast bar, abundant cabinetry and counter space, elegant glass-front cabinets, crown molding, chic design selections, and GE stainless steel appliances. Making meals of any size will feel like a breeze in this stunning kitchen! The primary suite, conveniently located on the first floor, feels like a private retreat with an oversized walk-in closet, and a spa-inspired en suite bathroom offering a soaking tub, walk-in shower, and dual vanities. Upstairs, a dedicated home theater creates an unforgettable entertainment experience, complete with a 4K projector, large screen, and surround sound system that convey with the home. Additional bedrooms are bright, spacious, and thoughtfully designed with ample storage so everyone feels right at home. Recent updates within the past 5 years include new second-floor carpet, replaced A/C and water heater, fresh exterior paint, and a 2025 Generac whole-house standby generator, providing you with peace of mind that this home has truly been cared for. The backyard is perfect for relaxing in the warm Florida weather, featuring a custom pergola with Sunbrella cable shades, a grill station with integrated power and lighting, garden beds, and a play fort. The fully fenced yard offers a safe, private space for four legged friends and little ones to roam freely without worry. The garage has been fully insulated and equipped with its own dedicated air conditioning system, keeping the space climate-controlled year-round, making it perfect for a workshop, home gym, hobby space, or extra storage.The fun continues close to home, with community amenities that include parks, a playground, a sparkling pool and so much more! Situated in the golf cart district, you’re just a short ride from downtown Winter Garden, where brick-lined streets come alive with weekly farmers markets, seasonal community events, charming boutiques, and a variety of locally loved restaurants and cafés. Outdoor enthusiasts will love the nearby West Orange Trail for biking, running, or scenic walks, while top-rated schools, shopping, and dining are all close by. With easy access to major highways, commuting throughout Central Florida is simple, and you’re only 20 minutes from Walt Disney World, putting world-class entertainment right within reach. This home offers the perfect blend of luxury, lifestyle, and location. Don't miss out on this stunning home, schedule your private showing TODAY!!!

873 Gayle Mill Drive, Winter Garden

$895,000

Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

897 Landrum Drive, Winter Garden

$875,000

Lot 256

Oakland Park SubDv. ⋅ 34760 Zip Code

Lot 256

1269 Ridge Lake Way, Oakland

$849,000

**NEW ROOF 2025**3/2.5 FOLK VICTORIAN HOME WITH OFFICE AND LOFT, AVAILABLE IN OAKLAND PARK. Located in the golf-cart district and only minutes from downtown Winter Garden and the Turnpike. Access to the West Orange Trail right within this waterfront, certified green community. This home sits on a over-sized lot with NO rear neighbors. You can sit on the front porch or balcony and enjoy the view of the park right across the street. Upper and lower front porch redone with TREX DECKING in 2024. As you enter this home you will notice the open and airy floor plan it offers with many oversized windows, providing ample natural light. The large OFFICE/ DEN is immediately to the right of the front door, featuring glass French doors.The kitchen is open to the Great Room and Dining area, featuring 42”cabinets with crown molding, stainless steel appliances, a gas stove, granite countertops, glass and tile backsplash, a closet pantry and an island with breakfast bar seating. Ceramic wood-look tile throughout the downstairs. Crown molding and window accents add a elegance to this home. At the back of the home you will find a mud room with built in cabinets and a half bath. All bedrooms are upstairs with BONUS ROOM leading to the balcony. The detached 2 garage is located in the back of the home with added privacy. The back screened porched and paver fire pit area make the backyard a wonderful place to relax. The Oakland Park community features a clubhouse, two resort style pools, multiple parks, walking trails, playgrounds and greenery area perfect for meeting new neighbors. ONE YEAR HOME WARRANTY INCLUDED.

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

**NEW ROOF 2025**3/2.5 FOLK VICTORIAN HOME WITH OFFICE AND LOFT, AVAILABLE IN OAKLAND PARK. Located in the golf-cart district and only minutes from downtown Winter Garden and the Turnpike. Access to the West Orange Trail right within this waterfront, certified green community. This home sits on a over-sized lot with NO rear neighbors. You can sit on the front porch or balcony and enjoy the view of the park right across the street. Upper and lower front porch redone with TREX DECKING in 2024. As you enter this home you will notice the open and airy floor plan it offers with many oversized windows, providing ample natural light. The large OFFICE/ DEN is immediately to the right of the front door, featuring glass French doors.The kitchen is open to the Great Room and Dining area, featuring 42”cabinets with crown molding, stainless steel appliances, a gas stove, granite countertops, glass and tile backsplash, a closet pantry and an island with breakfast bar seating. Ceramic wood-look tile throughout the downstairs. Crown molding and window accents add a elegance to this home. At the back of the home you will find a mud room with built in cabinets and a half bath. All bedrooms are upstairs with BONUS ROOM leading to the balcony. The detached 2 garage is located in the back of the home with added privacy. The back screened porched and paver fire pit area make the backyard a wonderful place to relax. The Oakland Park community features a clubhouse, two resort style pools, multiple parks, walking trails, playgrounds and greenery area perfect for meeting new neighbors. ONE YEAR HOME WARRANTY INCLUDED.

1368 Union Club Drive, Winter Garden

$845,000

Welcome to Oakland Park, Winter Garden’s premier Golf Cart District — where timeless architecture, front-porch living, and modern design come together just steps from the West Orange Trail and charming downtown Winter Garden. This home exudes curb appeal with its classic front porch that invites you to relax and take in the neighborhood’s vibrant, walkable atmosphere. Inside, the open-concept main level showcases ceramic tile flooring throughout, granite countertops, and high ceilings that create a bright, spacious feel perfect for entertaining or everyday living. Upstairs, you’ll find all bedrooms thoughtfully designed for comfort and functionality, each featuring walk-in closets. The wood staircase adds a touch of elegance, while a convenient upstairs laundry room enhances daily ease. Retreat to the owner's suite, complete with custom built-ins in the owner's suite closet. Step outside to a private fenced backyard designed for outdoor enjoyment — complete with a fire pit, patio, and extended detached garage. The home also includes gutters and thoughtful details that make maintenance a breeze. Nestled in the heart of Winter Garden’s golf cart-friendly community, this home offers the best of both worlds — the peaceful charm of Oakland Park and the convenience of cruising Downtown Winter Garden to Plant Street Market, Winter Garden's Farmers Market, restaurants, shops, and local events, along with the West Orange Trail. Don't miss your opportunity to own a piece of Winter Garden!

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to Oakland Park, Winter Garden’s premier Golf Cart District — where timeless architecture, front-porch living, and modern design come together just steps from the West Orange Trail and charming downtown Winter Garden. This home exudes curb appeal with its classic front porch that invites you to relax and take in the neighborhood’s vibrant, walkable atmosphere. Inside, the open-concept main level showcases ceramic tile flooring throughout, granite countertops, and high ceilings that create a bright, spacious feel perfect for entertaining or everyday living. Upstairs, you’ll find all bedrooms thoughtfully designed for comfort and functionality, each featuring walk-in closets. The wood staircase adds a touch of elegance, while a convenient upstairs laundry room enhances daily ease. Retreat to the owner's suite, complete with custom built-ins in the owner's suite closet. Step outside to a private fenced backyard designed for outdoor enjoyment — complete with a fire pit, patio, and extended detached garage. The home also includes gutters and thoughtful details that make maintenance a breeze. Nestled in the heart of Winter Garden’s golf cart-friendly community, this home offers the best of both worlds — the peaceful charm of Oakland Park and the convenience of cruising Downtown Winter Garden to Plant Street Market, Winter Garden's Farmers Market, restaurants, shops, and local events, along with the West Orange Trail. Don't miss your opportunity to own a piece of Winter Garden!

1428 Union Club Drive, Winter Garden

$800,000

Welcome to 1087 Huntspoint Street, a beautifully upgraded home located in the highly coveted Oakland Park community of Winter Garden. Thoughtfully refreshed with today’s buyer in mind, this residence features a stunning new kitchen, updated laundry area, new flooring throughout, and tasteful finishes that create a clean, modern feel while still feeling like home. The light-filled living spaces flow effortlessly, making everyday living and entertaining a breeze. The kitchen truly shines with its fresh design and functionality, while the recent upgrades throughout the home add both comfort and peace of mind. Nestled in Oakland Park, one of Winter Garden’s most sought-after neighborhoods, residents enjoy tree-lined streets, community parks, playgrounds, and walking trails, all just minutes from historic downtown Winter Garden, shopping, dining, and top-rated schools. This move-in-ready home offers the perfect blend of style, location, and lifestyle — a rare opportunity in a neighborhood that’s always in demand.

3 Beds ⋅ 2 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to 1087 Huntspoint Street, a beautifully upgraded home located in the highly coveted Oakland Park community of Winter Garden. Thoughtfully refreshed with today’s buyer in mind, this residence features a stunning new kitchen, updated laundry area, new flooring throughout, and tasteful finishes that create a clean, modern feel while still feeling like home. The light-filled living spaces flow effortlessly, making everyday living and entertaining a breeze. The kitchen truly shines with its fresh design and functionality, while the recent upgrades throughout the home add both comfort and peace of mind. Nestled in Oakland Park, one of Winter Garden’s most sought-after neighborhoods, residents enjoy tree-lined streets, community parks, playgrounds, and walking trails, all just minutes from historic downtown Winter Garden, shopping, dining, and top-rated schools. This move-in-ready home offers the perfect blend of style, location, and lifestyle — a rare opportunity in a neighborhood that’s always in demand.

1087 Huntspoint Street, Winter Garden

$795,500

Welcome to the highly sought-after McKinnon Square in Oakland Park – a pristine, better-than-new Mannington floor plan that’s truly turn-key. This light-filled 3-bedroom + office, 2.5-bath corner-lot home (2,529 sq ft) is loaded with premium upgrades and ready for immediate move-in. Enjoy 8-foot doors, 3-inch plantation shutters throughout, full California Closet systems in every closet and pantry, neutral laminate wood flooring (carpet only in guest rooms), and an oversized 2-car garage with epoxy floors. The chef’s kitchen shines with a 10-foot island and upgraded GE Profile appliances. Smart-home features include Honeywell thermostats, Resideo alarm, LiftMaster garage opener with camera, and Kwikset keyless locks. Additional upgrades: Culligan whole-house water softener, built-out laundry with folding station, and spacious upstairs loft. Outdoor living is a dream with expanded brick-paver side yard, fully fenced backyard, and both front and rear porches overlooking lush green space. The HOA handles all lawn care, irrigation, mulch, and plant replacement – zero yard work required. Perfectly positioned in the golf-cart district, just steps from the West Orange Trail and downtown Winter Garden’s charm. Rarely does a home this upgraded and meticulously maintained become available in Oakland Park. Schedule your private showing today – this one won’t last!

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to the highly sought-after McKinnon Square in Oakland Park – a pristine, better-than-new Mannington floor plan that’s truly turn-key. This light-filled 3-bedroom + office, 2.5-bath corner-lot home (2,529 sq ft) is loaded with premium upgrades and ready for immediate move-in. Enjoy 8-foot doors, 3-inch plantation shutters throughout, full California Closet systems in every closet and pantry, neutral laminate wood flooring (carpet only in guest rooms), and an oversized 2-car garage with epoxy floors. The chef’s kitchen shines with a 10-foot island and upgraded GE Profile appliances. Smart-home features include Honeywell thermostats, Resideo alarm, LiftMaster garage opener with camera, and Kwikset keyless locks. Additional upgrades: Culligan whole-house water softener, built-out laundry with folding station, and spacious upstairs loft. Outdoor living is a dream with expanded brick-paver side yard, fully fenced backyard, and both front and rear porches overlooking lush green space. The HOA handles all lawn care, irrigation, mulch, and plant replacement – zero yard work required. Perfectly positioned in the golf-cart district, just steps from the West Orange Trail and downtown Winter Garden’s charm. Rarely does a home this upgraded and meticulously maintained become available in Oakland Park. Schedule your private showing today – this one won’t last!

934 Mckinnon Square, Winter Garden

$779,900

Welcome to this exceptional 4-bedroom, 4-bath residence with a private office, expansive loft, and 2,831 square feet of beautifully designed living space in the highly sought-after McKinnon Square at Oakland Park, nestled within Winter Garden's coveted golf cart district. Perfectly positioned on a private corner end lot, this stunning home is complemented by a welcoming front porch and showcases timeless architecture, upscale designer finishes, and exceptional attention to detail. Step inside to discover soaring ceilings, abundant natural light, and beautiful white oak luxury vinyl plank flooring throughout the main living areas. A private office just off the foyer provides the ideal work-from-home space or flex room, while custom window treatments, plantation shutters, designer wallpaper, elegant accent walls, and custom built-ins create a warm yet sophisticated atmosphere. At the heart of the home, the gourmet chef's kitchen features custom cabinetry with upgraded hardware, quartz countertops, an oversized island with designer pendant lighting, a gas cooktop, custom vent hood, built-in wall oven, decorative tile backsplash, and abundant storage. The open-concept design flows effortlessly into the spacious family room, where custom built-ins create the perfect gathering space for entertaining or relaxing. The thoughtfully designed floor plan includes a private first-floor guest suite with a full bath, ideal for guests or multigenerational living. Upstairs, an expansive loft offers flexible living space perfect for a media room, game room, or second family room. The luxurious primary suite is privately situated away from the secondary bedrooms and offers tray ceilings, designer accent walls, a spacious walk-in closet, and a spa-inspired en-suite bath featuring dual quartz vanities, a soaking garden tub, and a separate walk-in shower. Two additional upstairs bedrooms each feature walk-in closets, with one offering its own private en-suite bath, while another full bath serves the remaining bedroom and loft. Even the laundry room has been elevated with designer wallpaper, quartz folding countertops, and an included washer and dryer. Outside, the private corner homesite enhances both curb appeal and privacy, offering additional green space and a peaceful setting to enjoy the Florida lifestyle. Living in Oakland Park means embracing one of Winter Garden's most desirable lifestyles. This award-winning, master-planned community of Oakland Park features tree-lined streets, scenic parks, resort-style pools, playgrounds, and miles of walking and biking trails, including direct access to the renowned West Orange Trail. Residents enjoy a true neighborhood atmosphere just a golf cart ride from Historic Downtown Winter Garden, where you'll find award-winning restaurants, boutique shopping, breweries, coffee shops, live entertainment, and the nationally recognized Winter Garden Farmers Market. With convenient access to Florida's Turnpike, SR-429, downtown Orlando, and Central Florida's world-famous attractions, this exceptional residence offers the perfect blend of luxury, convenience, community, and lifestyle.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to this exceptional 4-bedroom, 4-bath residence with a private office, expansive loft, and 2,831 square feet of beautifully designed living space in the highly sought-after McKinnon Square at Oakland Park, nestled within Winter Garden's coveted golf cart district. Perfectly positioned on a private corner end lot, this stunning home is complemented by a welcoming front porch and showcases timeless architecture, upscale designer finishes, and exceptional attention to detail. Step inside to discover soaring ceilings, abundant natural light, and beautiful white oak luxury vinyl plank flooring throughout the main living areas. A private office just off the foyer provides the ideal work-from-home space or flex room, while custom window treatments, plantation shutters, designer wallpaper, elegant accent walls, and custom built-ins create a warm yet sophisticated atmosphere. At the heart of the home, the gourmet chef's kitchen features custom cabinetry with upgraded hardware, quartz countertops, an oversized island with designer pendant lighting, a gas cooktop, custom vent hood, built-in wall oven, decorative tile backsplash, and abundant storage. The open-concept design flows effortlessly into the spacious family room, where custom built-ins create the perfect gathering space for entertaining or relaxing. The thoughtfully designed floor plan includes a private first-floor guest suite with a full bath, ideal for guests or multigenerational living. Upstairs, an expansive loft offers flexible living space perfect for a media room, game room, or second family room. The luxurious primary suite is privately situated away from the secondary bedrooms and offers tray ceilings, designer accent walls, a spacious walk-in closet, and a spa-inspired en-suite bath featuring dual quartz vanities, a soaking garden tub, and a separate walk-in shower. Two additional upstairs bedrooms each feature walk-in closets, with one offering its own private en-suite bath, while another full bath serves the remaining bedroom and loft. Even the laundry room has been elevated with designer wallpaper, quartz folding countertops, and an included washer and dryer. Outside, the private corner homesite enhances both curb appeal and privacy, offering additional green space and a peaceful setting to enjoy the Florida lifestyle. Living in Oakland Park means embracing one of Winter Garden's most desirable lifestyles. This award-winning, master-planned community of Oakland Park features tree-lined streets, scenic parks, resort-style pools, playgrounds, and miles of walking and biking trails, including direct access to the renowned West Orange Trail. Residents enjoy a true neighborhood atmosphere just a golf cart ride from Historic Downtown Winter Garden, where you'll find award-winning restaurants, boutique shopping, breweries, coffee shops, live entertainment, and the nationally recognized Winter Garden Farmers Market. With convenient access to Florida's Turnpike, SR-429, downtown Orlando, and Central Florida's world-famous attractions, this exceptional residence offers the perfect blend of luxury, convenience, community, and lifestyle.

944 Kylee Aly, Winter Garden

$775,000

Welcome to this exquisite David Weekley ONE STORY residence—an elegantly appointed 4-bedroom, 2-bath FENCED home offering 2,106 square feet of refined living space, a spacious oversized two-car garage with room for your golf cart, a PARKING PAD for a third car, and the rare advantage of direct frontage to lush GREEN SPACE within the highly coveted Oakland Park community. The home sits on one of the most sought after parks in the community and is just footsteps from Lake Brim, sunset views over Lake Apopka, trails, and the community pool. From the moment you approach the expansive front porch, you’ll be captivated by the home’s impeccable curb appeal with a white picket fence, porch swing, and inviting architectural charm. Step inside to discover a bright, open foyer that sets the tone for the tasteful interiors beyond. Just off the entryway, a generous den with a closet offers the perfect space for a private home office, serene library, or exercise room. Adjacent to the foyer is a bonus space, which can be used as a formal dining room, sitting area, or a game room. Continuing through the home, the layout opens seamlessly into an expansive living room, dining area, and a stunning gourmet kitchen—an entertainer’s dream. The main living area is bathed in natural light from oversized windows, creating a sense of openness and warmth. The chef-inspired kitchen is thoughtfully designed, featuring an oversized center island, stone countertops, stainless steel appliances (including a gas range), elegant cabinetry, under cabinet lighting, tile backsplash, and a pantry. Throughout the main living areas, you’ll appreciate higher-end finishes such as engineered hardwood flooring, tray ceilings, and detailed crown molding. A private hallway leads to two generously sized secondary bedrooms, a full bathroom with a tub/shower, and a well-appointed laundry room. One bedroom faces the park while the other bedroom has a walk-in closet. Tucked away at the rear of the home, the spacious primary suite serves as a true retreat, showcasing a tray ceiling, expansive windows, and a substantial walk-in closet. The spa-like en-suite bath features dual vanities with granite countertops and a beautifully tiled walk-in shower, offering comfort and sophistication. The backyard has been enhanced with stone walkways and landscaping, and features a covered patio and walkway to the attached garage. Enjoy the benefit of having parking available at the front of your home on the one way street. This home offers the ideal blend of comfort & convenience, perfect for enjoying the vibrant lifestyle of Winter Garden. From charming boutiques & rooftop dining to the lively Farmers Market & Splash Park, downtown Winter Garden is a vibrant destination easily accessed by bicycle or on your golf cart. Outdoor enthusiasts will love the 22 mile long West Orange Trail. This golf-cart-approved community offers year-round events, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The waterfront community features parks, playgrounds, two pools (including a resort style pool), a clubhouse, dog park, & spectacular sunset views. Don’t miss this rare opportunity to live in one of the area’s most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. One stories are rare to market in Oakland Park. Don’t miss your chance on this PARK-FRONT Winter Garden home!

4 Beds ⋅ 2 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to this exquisite David Weekley ONE STORY residence—an elegantly appointed 4-bedroom, 2-bath FENCED home offering 2,106 square feet of refined living space, a spacious oversized two-car garage with room for your golf cart, a PARKING PAD for a third car, and the rare advantage of direct frontage to lush GREEN SPACE within the highly coveted Oakland Park community. The home sits on one of the most sought after parks in the community and is just footsteps from Lake Brim, sunset views over Lake Apopka, trails, and the community pool. From the moment you approach the expansive front porch, you’ll be captivated by the home’s impeccable curb appeal with a white picket fence, porch swing, and inviting architectural charm. Step inside to discover a bright, open foyer that sets the tone for the tasteful interiors beyond. Just off the entryway, a generous den with a closet offers the perfect space for a private home office, serene library, or exercise room. Adjacent to the foyer is a bonus space, which can be used as a formal dining room, sitting area, or a game room. Continuing through the home, the layout opens seamlessly into an expansive living room, dining area, and a stunning gourmet kitchen—an entertainer’s dream. The main living area is bathed in natural light from oversized windows, creating a sense of openness and warmth. The chef-inspired kitchen is thoughtfully designed, featuring an oversized center island, stone countertops, stainless steel appliances (including a gas range), elegant cabinetry, under cabinet lighting, tile backsplash, and a pantry. Throughout the main living areas, you’ll appreciate higher-end finishes such as engineered hardwood flooring, tray ceilings, and detailed crown molding. A private hallway leads to two generously sized secondary bedrooms, a full bathroom with a tub/shower, and a well-appointed laundry room. One bedroom faces the park while the other bedroom has a walk-in closet. Tucked away at the rear of the home, the spacious primary suite serves as a true retreat, showcasing a tray ceiling, expansive windows, and a substantial walk-in closet. The spa-like en-suite bath features dual vanities with granite countertops and a beautifully tiled walk-in shower, offering comfort and sophistication. The backyard has been enhanced with stone walkways and landscaping, and features a covered patio and walkway to the attached garage. Enjoy the benefit of having parking available at the front of your home on the one way street. This home offers the ideal blend of comfort & convenience, perfect for enjoying the vibrant lifestyle of Winter Garden. From charming boutiques & rooftop dining to the lively Farmers Market & Splash Park, downtown Winter Garden is a vibrant destination easily accessed by bicycle or on your golf cart. Outdoor enthusiasts will love the 22 mile long West Orange Trail. This golf-cart-approved community offers year-round events, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The waterfront community features parks, playgrounds, two pools (including a resort style pool), a clubhouse, dog park, & spectacular sunset views. Don’t miss this rare opportunity to live in one of the area’s most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. One stories are rare to market in Oakland Park. Don’t miss your chance on this PARK-FRONT Winter Garden home!

971 Pawley Way, Winter Garden

$770,000

Welcome to 1034 Huntspoint Street, a charming and elegant 4-bedroom, 3.5-bathroom home nestled in the heart of Winter Garden, FL. Boasting 2219 square feet of living space nicely situated on a tree-lined street, with a Florida hill, this residence offers a perfect blend of modern comfort and timeless allure. As you step inside, the downstairs welcomes you with exquisite laminate flooring in the living space, complemented by a custom shiplap wall in the living room. The kitchen is a culinary delight, featuring quartz countertops, a gas stove, stainless steel appliances, and a seamless flow into the inviting living room. Crown molding adds a touch of sophistication, while the back porch screened lanai offers a tranquil retreat. The primary suite beckons with plush carpeting in the room and wood tile in the bathroom, where a walk-in shower, soaking tub, and double sinks await. To complete the downstairs, the formal office greets you with french doors and a ample natural light for your workday. Upstairs, three bedrooms, two full baths, and crown molding complete the upper level. Oakland Park, where family-friendly living meets luxury and convenience. Nestled in the heart of Winter Garden, this community is celebrated for its top-rated schools and prime location. Residents enjoy an array of neighborhood amenities, including lush parks, scenic walking trails, and state-of-the-art recreational facilities. Ideally situated within the downtown Winter Garden golf cart district. The surrounding Winter Garden area is a vibrant hub, offering an abundance of dining, shopping, and entertainment options, ensuring there is always something exciting to explore. Don’t miss the opportunity to own this stunning home in the highly sought-after Oakland Park community.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to 1034 Huntspoint Street, a charming and elegant 4-bedroom, 3.5-bathroom home nestled in the heart of Winter Garden, FL. Boasting 2219 square feet of living space nicely situated on a tree-lined street, with a Florida hill, this residence offers a perfect blend of modern comfort and timeless allure. As you step inside, the downstairs welcomes you with exquisite laminate flooring in the living space, complemented by a custom shiplap wall in the living room. The kitchen is a culinary delight, featuring quartz countertops, a gas stove, stainless steel appliances, and a seamless flow into the inviting living room. Crown molding adds a touch of sophistication, while the back porch screened lanai offers a tranquil retreat. The primary suite beckons with plush carpeting in the room and wood tile in the bathroom, where a walk-in shower, soaking tub, and double sinks await. To complete the downstairs, the formal office greets you with french doors and a ample natural light for your workday. Upstairs, three bedrooms, two full baths, and crown molding complete the upper level. Oakland Park, where family-friendly living meets luxury and convenience. Nestled in the heart of Winter Garden, this community is celebrated for its top-rated schools and prime location. Residents enjoy an array of neighborhood amenities, including lush parks, scenic walking trails, and state-of-the-art recreational facilities. Ideally situated within the downtown Winter Garden golf cart district. The surrounding Winter Garden area is a vibrant hub, offering an abundance of dining, shopping, and entertainment options, ensuring there is always something exciting to explore. Don’t miss the opportunity to own this stunning home in the highly sought-after Oakland Park community.

1034 Huntspoint Street, Winter Garden

$745,000

***Seller to offer up to $17,000 toward buyer's closing cost & or rate buy down.*** There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

***Seller to offer up to $17,000 toward buyer's closing cost & or rate buy down.*** There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.

931 Kylee Alley, Winter Garden

$695,000

LOT 258 final opportunity to build your dream custom home in Oakland Park!!!! Such a charming golf cart community along Lake Apopka and the West Orange Trail. This is the last lake lot on well known Lake Apopka of the final phase. Don't miss your chance to build your dream lake front home that is only 2 miles from adorable Downtown Winter Garden, and 20 minutes to world famous theme parks or 30 minutes to our international airport. The community also has walking trails 2 community pools, playgrounds and dog park with a stunning clubhouse. Buyers MUST contract with one of the approved Oakland Park custom home builders: J&J Builders or RCB Homes.

Oakland Park SubDv. ⋅ 34787 Zip Code

LOT 258 final opportunity to build your dream custom home in Oakland Park!!!! Such a charming golf cart community along Lake Apopka and the West Orange Trail. This is the last lake lot on well known Lake Apopka of the final phase. Don't miss your chance to build your dream lake front home that is only 2 miles from adorable Downtown Winter Garden, and 20 minutes to world famous theme parks or 30 minutes to our international airport. The community also has walking trails 2 community pools, playgrounds and dog park with a stunning clubhouse. Buyers MUST contract with one of the approved Oakland Park custom home builders: J&J Builders or RCB Homes.

1281 Ridge Lake Way, Oakland

$675,000

Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.

936 Kylee Aly, Winter Garden

$587,000

Welcome to this beautifully maintained, move-in ready 3-bedroom, 3-bathroom home in Oakland Park, one of Winter Garden’s most desirable communities. Offering a blend of classic architecture, modern updates, and an exceptional location, this turnkey Winter Garden home is designed for comfortable Florida living. Step inside to a bright and spacious open-concept floor plan featuring abundant natural light, soaring ceilings, and generously sized living and dining areas. The flexible layout is ideal for entertaining, working from home, or accommodating guests. At the center of the home is the chef-inspired kitchen, featuring natural gas appliances, ample cabinetry, generous counter space, and an open connection to the main living areas. Whether you're preparing a weeknight dinner or entertaining friends and family, this kitchen is both functional and inviting. The spacious primary suite provides a private retreat with a luxurious ensuite bathroom and generous walk-in closet. Two additional bedrooms and bathrooms offer plenty of flexibility for family, guests, a home office, or additional living space. Throughout the home, you'll find plantation shutters, designer finishes, and quality upgrades that create a polished yet comfortable atmosphere. With thoughtful improvements already in place, you can move in and start enjoying the lifestyle this home and community have to offer. And then there's Oakland Park. Residents have access to an impressive collection of resort-style community amenities, including TWO community pools, beautiful green spaces, parks, playgrounds, walking paths, gathering areas, and the neighborhood’s iconic tree-lined streets and welcoming front porches. Oakland Park is designed to create a true neighborhood feel while offering the amenities buyers want from a premier Winter Garden community. Location is hard to beat. You're just minutes from Historic Downtown Winter Garden, the popular Winter Garden Farmers Market, the West Orange Trail, local restaurants, boutique shopping, parks, and year-round community events. Convenient access to SR 429 and the Florida Turnpike makes commuting throughout Central Florida easy, while Disney, downtown Orlando, and Orlando International Airport are all within a manageable drive. If you're searching for a move-in ready home in Winter Garden, a community with resort-style amenities and pools, or a home close to Downtown Winter Garden and the West Orange Trail, this Oakland Park property checks the boxes. Experience the charm, convenience, and lifestyle that make Oakland Park one of Winter Garden's most sought-after communities.

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained, move-in ready 3-bedroom, 3-bathroom home in Oakland Park, one of Winter Garden’s most desirable communities. Offering a blend of classic architecture, modern updates, and an exceptional location, this turnkey Winter Garden home is designed for comfortable Florida living. Step inside to a bright and spacious open-concept floor plan featuring abundant natural light, soaring ceilings, and generously sized living and dining areas. The flexible layout is ideal for entertaining, working from home, or accommodating guests. At the center of the home is the chef-inspired kitchen, featuring natural gas appliances, ample cabinetry, generous counter space, and an open connection to the main living areas. Whether you're preparing a weeknight dinner or entertaining friends and family, this kitchen is both functional and inviting. The spacious primary suite provides a private retreat with a luxurious ensuite bathroom and generous walk-in closet. Two additional bedrooms and bathrooms offer plenty of flexibility for family, guests, a home office, or additional living space. Throughout the home, you'll find plantation shutters, designer finishes, and quality upgrades that create a polished yet comfortable atmosphere. With thoughtful improvements already in place, you can move in and start enjoying the lifestyle this home and community have to offer. And then there's Oakland Park. Residents have access to an impressive collection of resort-style community amenities, including TWO community pools, beautiful green spaces, parks, playgrounds, walking paths, gathering areas, and the neighborhood’s iconic tree-lined streets and welcoming front porches. Oakland Park is designed to create a true neighborhood feel while offering the amenities buyers want from a premier Winter Garden community. Location is hard to beat. You're just minutes from Historic Downtown Winter Garden, the popular Winter Garden Farmers Market, the West Orange Trail, local restaurants, boutique shopping, parks, and year-round community events. Convenient access to SR 429 and the Florida Turnpike makes commuting throughout Central Florida easy, while Disney, downtown Orlando, and Orlando International Airport are all within a manageable drive. If you're searching for a move-in ready home in Winter Garden, a community with resort-style amenities and pools, or a home close to Downtown Winter Garden and the West Orange Trail, this Oakland Park property checks the boxes. Experience the charm, convenience, and lifestyle that make Oakland Park one of Winter Garden's most sought-after communities.

914 Trowman Alley, Winter Garden

$500,000

Lot 262

Oakland Park SubDv. ⋅ 34760 Zip Code

Lot 262

1264 Ridge Lake Way, Oakland

$425,000

LOT 244: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden, and 20 minutes to world famous theme parks or 30 minutes to our international airport.

Oakland Park SubDv. ⋅ 34787 Zip Code

LOT 244: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden, and 20 minutes to world famous theme parks or 30 minutes to our international airport.

1203 Ridge Lake Way, Oakland