Bayside Homes for Sale

Welcome to Bayside, a hidden gem nestled in the picturesque region of Osprey/Nokomis, Florida. This charming subdivision offers a perfect blend of serene coastal living and vibrant community spirit, making it an ideal choice for families, retirees, and anyone seeking a tranquil lifestyle amidst nature's beauty.

Bayside is renowned for its stunning landscapes and proximity to the sparkling waters of the Gulf of Mexico. Here, residents can enjoy a plethora of outdoor activities, from kayaking and fishing to sunbathing on pristine beaches. With lush greenery and scenic parks nearby, Bayside is perfect for nature lovers and those who appreciate an active lifestyle.

The homes for sale in Bayside reflect the area's unique charm, featuring a variety of architectural styles that cater to diverse tastes. Whether you’re looking for a cozy single-family home or an elegant waterfront property, Bayside has something for everyone. Many residences boast spacious layouts, modern amenities, and beautiful outdoor spaces ideal for entertaining or simply relaxing while soaking in the warm Florida sun.

Living in Bayside means being part of a welcoming community that values connection and camaraderie. With easy access to local shops, restaurants, and cultural attractions, residents can enjoy the best of both worlds—peaceful suburban living and the vibrant energy of nearby urban areas.

If you're ready to discover your dream home in this enchanting neighborhood, explore the homes for sale in Bayside today. Your perfect Florida lifestyle awaits!

$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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