Bayside Homes with Bay Front Water Frontage

Welcome to Bayside, a stunning waterfront subdivision nestled in the heart of Sarasota County, Florida, where the serene beauty of nature meets the luxury of modern living. Located in the charming communities of Osprey and Nokomis, Bayside offers an idyllic lifestyle for those seeking a peaceful retreat just moments away from the vibrant culture of the Gulf Coast.

Imagine waking up to the gentle sound of waves lapping at your doorstep, with breathtaking bayfront water frontage that provides a front-row seat to spectacular sunrises and sunsets. Homes in Bayside are designed with elegance and comfort in mind, featuring spacious layouts, modern amenities, and panoramic views of the sparkling waters. Whether you’re looking for a cozy retreat or a grand estate, the diverse selection of homes caters to every taste and lifestyle.

The community itself is a paradise for nature lovers and outdoor enthusiasts. With easy access to pristine beaches, scenic parks, and nature trails, residents can enjoy kayaking, paddleboarding, and leisurely strolls along the shoreline. Bayside also boasts a welcoming neighborhood atmosphere, where friendly faces and community events foster a sense of belonging.

Conveniently located near shopping, dining, and top-rated schools, Bayside is the perfect blend of tranquility and accessibility. Experience the charm of coastal living in this picturesque subdivision, where every day feels like a vacation. Discover your dream home in Bayside, where the bay is your backyard and the possibilities are endless!

$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 Bay Front Water Frontage

Newest Bayside Homes with Bay Front Water Frontage