Bayside Homes with Buyer Approval Required Community Features

Welcome to Bayside, a hidden gem nestled in the picturesque landscapes of Osprey and Nokomis, Florida. This enchanting subdivision offers a serene lifestyle while being just a stone's throw away from the stunning Gulf Coast beaches. With its lush greenery and tranquil waterways, Bayside is the perfect retreat for those seeking a peaceful community that embraces the beauty of nature.

Bayside is characterized by its charming homes that reflect the quintessential Floridian architecture, featuring spacious layouts, modern amenities, and inviting outdoor spaces. Each residence is designed with comfort in mind, providing ample room for families to grow and thrive. As a community that values quality living, buyer approval is required, ensuring that residents share a commitment to maintaining the neighborhood’s charm and integrity.

In addition to its beautiful homes, Bayside boasts a variety of community features that enhance the living experience. Residents can enjoy access to serene walking trails, scenic parks, and community gatherings that foster a strong sense of belonging. Whether you’re taking a leisurely stroll along the waterfront or participating in local events, there’s always something to engage with in this vibrant neighborhood.

Located conveniently near shopping, dining, and recreational activities, Bayside offers the perfect blend of tranquility and accessibility. With its idyllic setting and welcoming atmosphere, this subdivision is an ideal choice for those looking to establish roots in a community that feels like home. Come discover the charm of Bayside—your perfect slice of paradise awaits!

$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