Bayside Homes with Gated Amenities

Welcome to Bayside, a serene and picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community is a hidden gem within Sarasota County, where the beauty of nature meets the comforts of modern living. Bayside offers a unique blend of tranquility and convenience, making it the perfect place to call home.

As you enter this exclusive neighborhood, you’ll immediately notice the lush landscapes and meticulously maintained grounds that create a welcoming atmosphere. The gated amenities provide an added layer of security and privacy, ensuring residents can enjoy their surroundings with peace of mind. The community is designed for those who appreciate a relaxed lifestyle while still being close to the vibrant culture and activities that the Florida Gulf Coast has to offer.

Homes in Bayside are thoughtfully designed with a variety of architectural styles, catering to diverse tastes and preferences. Each residence features spacious layouts, modern finishes, and ample outdoor space, perfect for entertaining or simply enjoying the beautiful Florida weather. Many homes also boast stunning views of the nearby waterways, making every day feel like a vacation.

In addition to the beautiful homes, Bayside residents have access to a range of community amenities that enhance the living experience. From well-appointed recreational areas to walking trails that wind through the lush surroundings, there’s always something to enjoy right at your doorstep.

Discover the charm of Bayside, where a vibrant community spirit meets the beauty of Florida living. Your dream home awaits in this delightful subdivision, offering a lifestyle that truly embodies the best of coastal living.

$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 Gated Amenities

Newest Bayside Homes with Gated Amenities