Bayside Homes with Gated Amenities

Welcome to Bayside, a beautiful and serene subdivision nestled in the heart of Osprey/Nokomis, Florida. This charming community is perfectly positioned in Sarasota County, offering residents a tranquil lifestyle while being just moments away from the vibrant culture and stunning beaches of the Gulf Coast.

Bayside is renowned for its picturesque landscapes, lush greenery, and meticulously maintained properties. The homes in this gated community are designed with both elegance and comfort in mind, featuring a variety of architectural styles that cater to diverse tastes. Each residence is crafted with high-quality materials and modern amenities, ensuring a luxurious living experience for all homeowners.

One of the standout features of Bayside is its exclusive gated amenities, providing residents with peace of mind and a sense of security. The gated entrance not only enhances privacy but also fosters a close-knit community atmosphere where neighbors become friends. Residents can enjoy leisurely strolls through the beautifully landscaped grounds, take advantage of the community clubhouse, or relax by the sparkling pool.

Bayside is conveniently located near top-rated schools, shopping centers, and recreational facilities, making it an ideal choice for families and individuals alike. With its proximity to the stunning beaches of Nokomis and the charming shops and restaurants of Osprey, homeowners can enjoy the best of both worlds: a peaceful retreat and easy access to the vibrant lifestyle that Florida offers.

Discover the allure of Bayside, where your dream home awaits in a community that truly feels like paradise. Experience the perfect blend of luxury, comfort, and security in this exceptional subdivision!

$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