Bayside Homes with Buyer Approval Required Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Sarasota County, Florida, where the charm of coastal living meets the tranquility of suburban life. Located in the vibrant Osprey/Nokomis area, Bayside is an ideal community for those seeking a serene environment while still being close to the cultural and recreational offerings of the Sunshine State.

Bayside boasts a collection of beautifully designed homes, each reflecting the unique character and style of Florida living. With a variety of architectural options, prospective homeowners can find the perfect space to call their own. The community features a Buyer Approval Required policy, ensuring that residents share a commitment to maintaining the neighborhood's aesthetic and values. This thoughtful approach fosters a close-knit atmosphere where neighbors become friends and community spirit thrives.

Residents of Bayside enjoy a wealth of amenities that enhance their lifestyle. The community is surrounded by lush landscapes and offers access to scenic walking trails, perfect for morning strolls or evening jogs. The nearby beaches, just a short drive away, provide endless opportunities for sunbathing, swimming, and water sports. Additionally, the area is rich in local dining, shopping, and entertainment options, ensuring that you’re never far from what you need.

Whether you’re looking to settle down, retire, or invest, Bayside offers a unique blend of comfort, community, and convenience. Experience the best of Florida living in this charming subdivision, where every day feels like a vacation. Come and discover your dream home in Bayside 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