Bayside Homes with Buyer Approval Required Community Features

Welcome to Bayside, a hidden gem nestled in the heart of Osprey and Nokomis, Florida. This charming subdivision is a perfect blend of serene coastal living and modern conveniences, offering residents a unique lifestyle in one of Sarasota County's most desirable areas.

Bayside is renowned for its picturesque landscapes, with lush greenery and stunning waterfront views that evoke a sense of tranquility. The community is thoughtfully designed to create a harmonious living environment, where neighbors become friends and every day feels like a vacation. Homes in Bayside are crafted to perfection, showcasing a range of architectural styles that cater to diverse tastes, all while emphasizing comfort and elegance.

One of the standout features of Bayside is its Buyer Approval Required community, ensuring that every resident shares a commitment to maintaining the neighborhood's charm and integrity. This process fosters a sense of belonging and community spirit, making it an ideal place for families, retirees, and anyone looking to enjoy the best of Florida living.

Residents of Bayside have access to a variety of amenities that enhance the lifestyle of this vibrant community. Enjoy leisurely strolls along scenic pathways, engage in friendly gatherings at the clubhouse, or take a dip in the sparkling community pool. With nearby beaches, parks, and recreational opportunities, Bayside is a paradise for outdoor enthusiasts and those who appreciate the finer things in life.

Discover your dream home in Bayside, where a welcoming community and beautiful surroundings await you. Embrace the coastal lifestyle in this enchanting subdivision, and make every day a new adventure!

$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 Buyer Approval Required Community Features

Newest Bayside Homes with Buyer Approval Required Community Features