Bayside Homes for Sale

Welcome to Bayside, a hidden gem nestled in the serene landscapes of Osprey and Nokomis, Florida. This charming subdivision is a perfect blend of coastal living and suburban tranquility, offering residents a unique lifestyle that is both relaxed and vibrant. With its prime location in Sarasota County, Bayside is just a stone’s throw away from the stunning Gulf Coast beaches, picturesque parks, and a variety of recreational activities.

The homes for sale in Bayside are a true reflection of the area's allure. Featuring a range of architectural styles, from modern single-family homes to cozy villas, each property is designed with comfort and elegance in mind. Many of these homes boast spacious layouts, updated kitchens, and inviting outdoor spaces perfect for entertaining or simply enjoying the beautiful Florida weather. With lush landscaping and tree-lined streets, Bayside creates an inviting atmosphere that feels like home.

Residents of Bayside enjoy access to top-rated schools, excellent dining options, and vibrant shopping districts, making it an ideal choice for families and retirees alike. The community is also known for its friendly neighbors and active lifestyle, with plenty of opportunities for outdoor adventures, from kayaking in the nearby waters to hiking in the scenic parks.

If you're looking for a place that combines the charm of suburban living with the excitement of coastal life, Bayside in Osprey/Nokomis is the perfect destination. Explore the homes for sale today and discover the lifestyle you've always dreamed of!

$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 for Sale

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