Bayside Homes with Bay Front Water Frontage

Welcome to Bayside, a hidden gem nestled in the heart of Osprey and Nokomis, Florida. This idyllic subdivision offers an unparalleled lifestyle, where the beauty of nature meets the elegance of waterfront living. Imagine waking up each day to the gentle sound of waves lapping against the shore and breathtaking views of the bay right from your window.

Bayside is renowned for its stunning homes with bay front waterfrontage, providing residents with direct access to the serene waters of the Gulf Coast. Whether you’re a boating enthusiast, a fishing aficionado, or simply someone who enjoys the tranquility of waterfront living, Bayside has it all. Each home is thoughtfully designed to blend seamlessly with the natural surroundings, featuring spacious layouts, modern amenities, and expansive outdoor spaces perfect for entertaining or simply soaking in the sunset.

The community is not just about the homes; it’s about the lifestyle. Residents enjoy a warm, friendly atmosphere and a close-knit community that hosts various events throughout the year. With nearby parks, nature trails, and pristine beaches, outdoor adventures are just around the corner.

Bayside’s prime location in Sarasota County means you’re just a short drive away from the vibrant culture of downtown Sarasota, with its art galleries, fine dining, and shopping. Here, every day feels like a vacation, and every moment is an opportunity to embrace the beauty of coastal living. Experience the charm of Bayside and discover your dream home in this picturesque waterfront community today!

$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