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 charming subdivision offers a serene lifestyle surrounded by the natural beauty of Sarasota County, where coastal breezes and lush greenery create an idyllic setting for your dream home.

Bayside is perfect for those seeking a tranquil yet vibrant community. The homes here reflect a blend of modern design and classic Florida charm, featuring spacious layouts, stunning waterfront views, and lush landscaping. Each residence is thoughtfully designed to provide comfort and style, ensuring that you feel right at home from the moment you step inside.

One of the unique features of Bayside is its Buyer Approval Required community. This ensures that all residents share a commitment to maintaining the neighborhood’s beauty and harmony. The community fosters a friendly atmosphere, where neighbors become friends and everyone takes pride in their surroundings. This is more than just a place to live; it’s a community where you can truly belong.

Residents of Bayside enjoy access to a variety of amenities, including nearby parks, walking trails, and pristine beaches just a short drive away. Whether you’re looking to relax by the water, enjoy outdoor activities, or explore the vibrant local culture, Bayside offers it all.

With its ideal location, beautiful homes, and a welcoming community spirit, Bayside is the perfect place to create lasting memories. Discover your slice of paradise in Osprey/Nokomis today!

$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