Bayside Homes with Bay/Harbor Frontage

Welcome to Bayside, a stunning subdivision nestled in the picturesque Osprey and Nokomis area of Sarasota County, Florida. This charming community is a haven for those seeking the perfect blend of coastal living and suburban tranquility. With its idyllic location near the sparkling waters of the Gulf of Mexico, Bayside offers residents a unique opportunity to enjoy breathtaking bay and harbor frontage right from their own backyards.

The homes in Bayside are a true reflection of the Florida lifestyle, featuring spacious layouts and modern designs that cater to both comfort and elegance. Many properties boast panoramic views of the bay, allowing you to soak in the beauty of vibrant sunsets and the gentle lapping of waves. Imagine waking up each day to the serene sights and sounds of nature, with the option to spend your afternoons kayaking or paddleboarding right outside your door.

Bayside is not only about stunning homes; it’s also about community. Residents enjoy a friendly atmosphere and a variety of local amenities, including parks, walking trails, and nearby shops and restaurants that celebrate the rich culture of the region. The close-knit community organizes events throughout the year, fostering connections and creating lasting friendships.

Whether you’re looking for a permanent residence or a vacation getaway, Bayside in Osprey and Nokomis is the perfect destination for those who appreciate the beauty of waterfront living. Come explore the charm of this exceptional subdivision and discover your dream home 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/Harbor Frontage

Newest Bayside Homes with Bay/Harbor Frontage