Bayside Homes with Buyer Approval Required Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community is a hidden gem in Sarasota County, perfectly situated between the stunning Gulf Coast beaches and the vibrant cultural offerings of the nearby city. With its serene atmosphere and lush landscapes, Bayside is the ideal place to call home for those seeking a tranquil yet engaging lifestyle.

Bayside features an array of beautifully designed homes, each exuding a unique character that caters to various tastes and preferences. From modern architectural styles to classic Floridian designs, there’s something for everyone in this delightful neighborhood. While the homes boast contemporary amenities, they are also surrounded by the natural beauty of Florida's flora and fauna, creating an inviting retreat for residents.

One of the standout features of Bayside is its Buyer Approval requirement, fostering a close-knit community where neighbors quickly become friends. This thoughtful process ensures that new homeowners align with the community's values, enhancing the overall experience for everyone.

Residents of Bayside enjoy access to a variety of community features, including well-maintained walking trails, recreational parks, and social gathering spots that encourage interaction and camaraderie. The proximity to local beaches, shopping, and dining options adds to the allure, making it easy to enjoy the best of what Florida has to offer.

If you’re looking for a vibrant community that values connection and quality living, Bayside in Osprey/Nokomis is the perfect place to start your next chapter. Come explore the possibilities that await you in this enchanting neighborhood!

$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