Bayside Homes with Boatable Water Water Frontage

Welcome to Bayside, a serene and picturesque subdivision nestled in the heart of Osprey, Florida, within the vibrant Sarasota County. This charming community is a hidden gem that offers residents the perfect blend of coastal living and suburban tranquility. With its prime location just moments from the stunning Gulf Coast beaches, Bayside is ideal for those who crave a laid-back lifestyle enriched by the beauty of nature.

One of the standout features of Bayside is its access to boatable waterfront properties. Imagine waking up to the gentle sound of water lapping at your dock, with your boat ready for adventure just steps from your door. Homes in this community boast exquisite water frontage, allowing for direct access to the serene waters of the surrounding bays and canals. Whether you enjoy fishing, kayaking, or simply cruising along the coast, living in Bayside means endless opportunities for aquatic exploration right at your fingertips.

The neighborhood itself is characterized by lush landscaping, friendly neighbors, and a strong sense of community. Families and retirees alike find their sanctuary here, enjoying the blend of modern amenities and the natural beauty that surrounds them. With nearby parks, shopping, and dining options, Bayside offers a lifestyle that is both convenient and fulfilling.

If you’re searching for a place where waterfront living meets community charm, Bayside in Osprey is the perfect destination to call home. Discover the joys of life on the water and embrace the coastal lifestyle you've always dreamed of!

$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 Boatable Water Water Frontage

Newest Bayside Homes with Boatable Water Water Frontage