Bayside Homes for Sale

Bayside Homes for Sale

Welcome to Bayside, a hidden gem nestled in the heart of Osprey and Nokomis, Florida. This charming subdivision offers a unique blend of serene living and vibrant community spirit, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise.

Bayside is perfectly situated in Sarasota County, just minutes from the stunning Gulf Coast beaches. Residents enjoy easy access to a plethora of outdoor activities, including boating, fishing, and sunbathing on the pristine shores of Nokomis Beach. The area is also home to lush parks and nature preserves, providing ample opportunities for hiking, biking, and wildlife watching.

The homes for sale in Bayside are truly a sight to behold. With a variety of architectural styles, from modern to traditional, there’s something to suit every taste. Many properties boast spacious layouts, gourmet kitchens, and beautifully landscaped yards, perfect for entertaining or simply relaxing in the Florida sunshine. Whether you’re looking for a cozy single-family home or a luxurious waterfront estate, Bayside has options to fit your needs.

In addition to its stunning homes, Bayside fosters a strong sense of community. Residents often gather for neighborhood events, creating lasting friendships and a welcoming atmosphere. With top-rated schools, shopping, and dining just a stone's throw away, Bayside offers the perfect balance of tranquility and convenience.

Explore the available homes for sale in Bayside and discover the lifestyle you’ve been dreaming of in this picturesque Florida subdivision. Your new home awaits!

Newest Bayside Homes for Sale

$2,850,000
3 Beds ⋅ 4 Baths ⋅ Bayside SubDv.
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/Nokomis
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