Bayside Homes with Gated Amenities

Welcome to Bayside, a hidden gem nestled in the picturesque surroundings of Osprey and Nokomis, Florida. This charming subdivision offers an idyllic blend of serene living and modern conveniences, making it the perfect place to call home. With its prime location in Sarasota County, Bayside boasts easy access to stunning Gulf Coast beaches, vibrant local culture, and an array of outdoor activities that cater to every lifestyle.

The homes in Bayside are designed with both elegance and comfort in mind, featuring spacious layouts, modern finishes, and lush landscaping that enhances the beauty of the community. Each residence is thoughtfully crafted to provide an inviting atmosphere, perfect for family gatherings or quiet evenings spent relaxing on your patio. The gated amenities add an extra layer of security and exclusivity, ensuring peace of mind for all residents.

In addition to the luxurious homes, Bayside offers a range of amenities that elevate the living experience. Residents can enjoy beautifully landscaped common areas, walking trails, and recreational facilities, all while being surrounded by the natural beauty that Florida is known for. Whether you’re looking to unwind by the pool, take a leisurely stroll under the swaying palms, or host a weekend barbecue with friends, Bayside provides the perfect backdrop for your lifestyle.

With its combination of tranquility, community spirit, and proximity to the best of Sarasota County, Bayside is more than just a place to live; it’s a place to thrive. Discover your dream home in this enchanting subdivision and experience the best of Florida living!

$2,995,000

3 Beds ⋅ 4 Baths ⋅ Bayside SubDv. ⋅ 34229 Zip Code

Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. An extraordinary waterfront residence where luxury, comfort, and coastal beauty come together, offering the lifestyle you’ve always imagined.

14401 Masthead Drive, Osprey

Bayside Homes with Gated Amenities

Newest Bayside Homes with Gated Amenities