Bayside Homes with Bay Front Water Frontage

Welcome to Bayside, a hidden gem nestled in the heart of Osprey and Nokomis, Florida, where the serene beauty of waterfront living meets the charm of suburban life. This picturesque subdivision is located in Sarasota County, just a stone's throw away from the vibrant cultural scene of Sarasota and the breathtaking beaches of the Gulf Coast.

Bayside is renowned for its stunning homes with bayfront waterfrontage, allowing residents to wake up to spectacular views and the soothing sounds of nature. Imagine sipping your morning coffee on your private dock, watching dolphins play in the shimmering waters, or enjoying a sunset that paints the sky in hues of orange and pink. Each property in Bayside is thoughtfully designed to maximize these incredible views, offering spacious layouts and luxurious finishes that cater to both relaxation and entertainment.

In addition to the natural beauty, Bayside boasts a friendly community atmosphere, where neighbors become friends and outdoor activities abound. Whether you enjoy kayaking, fishing, or simply taking leisurely strolls along the waterfront, this subdivision offers a lifestyle that embraces the best of Florida living.

With its prime location, Bayside residents have easy access to top-rated schools, shopping, dining, and the pristine beaches that make this area so desirable. Experience the perfect blend of tranquility and adventure in Bayside, where every day feels like a vacation. Discover your dream home in this enchanting 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