Bayside Homes with Bay Front Water Frontage

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey/Nokomis, Florida. This stunning community offers an idyllic lifestyle characterized by its breathtaking bay front waterfront properties, where the tranquil waters of the Gulf Coast meet the enchanting landscapes of Sarasota County. Imagine waking up to the gentle sound of waves lapping against the shore and savoring the stunning sunsets from your own private oasis.

Bayside is not just a place to live; it’s a lifestyle choice that embodies the essence of coastal living. The homes in this charming subdivision boast exquisite bay front waterfrontage, allowing residents to enjoy direct access to the shimmering waters. Whether you’re a boating enthusiast looking to explore the nearby islands or simply someone who appreciates the serene beauty of waterfront views, Bayside has something for everyone.

The architecture of these homes reflects a perfect blend of modern elegance and coastal charm, featuring spacious layouts, expansive decks, and large windows that invite the natural light in. Each property is designed to maximize the stunning views of the bay, creating a seamless connection between indoor and outdoor living.

Beyond the beautiful homes, Bayside is conveniently located near fine dining, boutique shopping, and recreational parks, making it an ideal spot for families and retirees alike. With its warm climate, friendly community, and endless outdoor activities, Bayside offers a unique opportunity to experience the best of Florida living. Come discover your dream home in this enchanting waterfront haven!

$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