Bayside Homes with Bay Front Water Frontage

Welcome to Bayside, an enchanting subdivision nestled in the picturesque heart of Osprey and Nokomis, Florida. This serene community is perfectly situated within Sarasota County, where the sun-drenched beaches and vibrant coastal lifestyle beckon you to experience the best of Florida living.

Bayside is renowned for its stunning homes boasting breathtaking bay front waterfrontage, allowing residents to soak in the tranquil views of the sparkling waters right from their backyards. Imagine waking up to the gentle sounds of lapping waves, enjoying your morning coffee while watching dolphins play in the bay, or hosting unforgettable sunset gatherings with friends and family.

The homes in Bayside are thoughtfully designed to embrace the natural beauty of the surroundings, featuring expansive windows that flood the interiors with natural light and offer panoramic views of the bay. Many properties come with private docks, making it easy for boating enthusiasts to access the Gulf of Mexico and explore the nearby islands.

In addition to the incredible waterfront lifestyle, Bayside offers a close-knit community atmosphere that fosters friendships and connections. Residents enjoy easy access to local parks, charming shops, and exquisite dining options, all while being just a stone's throw away from the pristine beaches of Nokomis and the cultural attractions of Sarasota.

Whether you’re seeking a permanent residence or a vacation retreat, Bayside presents the perfect opportunity to embrace a life of luxury, relaxation, and adventure. Come and discover the magic of waterfront living in this idyllic Florida paradise!

$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