Bayside Homes with Deed Restrictions Community Extras

Welcome to Bayside, an enchanting subdivision nestled in the heart of Osprey, Florida, just a stone's throw away from the pristine beaches of Nokomis. This vibrant community is a hidden gem within Sarasota County, offering a perfect blend of tranquility and convenience.

Bayside is renowned for its picturesque landscapes and well-maintained properties, making it an ideal choice for families and retirees alike. The homes here showcase a variety of architectural styles, each thoughtfully designed to harmonize with the natural surroundings. With deed restrictions in place, residents can enjoy the peace of mind that comes from living in a well-regulated environment, ensuring that the community retains its charm and appeal.

The community boasts a range of amenities that enhance the Bayside lifestyle. Residents can take advantage of beautifully landscaped parks, walking trails, and picnic areas, perfect for leisurely afternoons with family and friends. Additionally, the close-knit community spirit fosters a welcoming atmosphere, where neighbors become friends and enjoy various social events throughout the year.

Living in Bayside means you are never far from the stunning Gulf Coast beaches, world-class dining, and shopping experiences that Sarasota is famous for. Whether you’re looking to relax by the beach, explore local art galleries, or indulge in culinary delights, Bayside places you at the center of it all.

Discover the charm of Bayside, where community and coastal living come together to create a truly idyllic lifestyle. Come home to Bayside, where your dream home 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 Deed Restrictions Community Extras

Newest Bayside Homes with Deed Restrictions Community Extras