Bayside Homes with Deed Restrictions Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey, Florida, just a stone's throw away from the serene shores of Nokomis. This charming community is a hidden gem within Sarasota County, offering residents a tranquil lifestyle while being conveniently close to vibrant local attractions.

Bayside is characterized by its beautiful homes, each designed with an eye for elegance and comfort. The community features deed restrictions that ensure a well-maintained and aesthetically pleasing environment, making it an ideal choice for families and retirees alike. These guidelines promote a sense of pride among homeowners, fostering a welcoming atmosphere that enhances the overall appeal of the neighborhood.

As you stroll through Bayside, you’ll be captivated by the lush landscaping and thoughtfully designed common areas. The community boasts a variety of amenities that cater to an active lifestyle, including walking trails, parks, and recreational spaces perfect for family gatherings or leisurely afternoons. Residents enjoy the peace of mind that comes with living in a community that prioritizes safety and quality of life.

Bayside's prime location offers easy access to nearby beaches, shopping, dining, and cultural experiences that Sarasota County is famous for. Whether you're enjoying a day at the beach or exploring the local art scene, Bayside serves as your perfect home base.

Discover the charm of Bayside, where community spirit meets the beauty of Florida living. Your dream home awaits in this delightful subdivision, where every day feels like a vacation!

$2,850,000

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 Features

Newest Bayside Homes with Deed Restrictions Community Features