Bayside Homes for Sale

Welcome to Bayside, a hidden gem nestled in the picturesque landscapes of Osprey and Nokomis, Florida. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal haven for families, retirees, and anyone seeking a serene coastal lifestyle.

Bayside is beautifully situated in Sarasota County, just a stone's throw away from the stunning Gulf Coast beaches. Residents enjoy easy access to the vibrant cultural scene of Sarasota, with its art galleries, theaters, and fine dining options, all while being surrounded by the natural beauty of lush parks and waterways.

The homes for sale in Bayside are a testament to modern living, featuring a range of architectural styles that cater to diverse tastes. From cozy single-family homes to spacious waterfront properties, each residence is designed with comfort and functionality in mind. Many homes boast open floor plans, gourmet kitchens, and expansive outdoor spaces perfect for entertaining or simply enjoying the Florida sunshine.

Living in Bayside means embracing an active lifestyle, with nearby recreational opportunities including boating, fishing, and hiking. The community is also known for its friendly atmosphere, where neighbors become friends and create lasting memories together.

If you’re looking for a place where you can unwind and enjoy the best that Florida has to offer, Bayside is the perfect choice. Explore the homes for sale today and discover your dream home in this idyllic community!

$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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