Bayside Homes for Sale

Welcome to Bayside, a hidden gem nestled in the heart of Osprey, Florida, just minutes away from the stunning Nokomis Beach. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful coastal lifestyle.

Bayside is known for its picturesque landscapes, featuring lush greenery and serene waterways that provide a stunning backdrop for daily living. Residents enjoy access to a variety of outdoor activities, including boating, fishing, and leisurely strolls along scenic trails. The community is thoughtfully designed with a focus on preserving nature, creating a harmonious environment that promotes relaxation and enjoyment.

The homes for sale in Bayside are as diverse as they are inviting. With a range of architectural styles and sizes, there is something to suit every taste and budget. Many of the properties boast modern amenities, spacious floor plans, and beautiful outdoor spaces perfect for entertaining or unwinding after a long day. Whether you're looking for a cozy single-family home or a luxurious waterfront property, Bayside has options that will capture your heart.

Living in Bayside means being part of a vibrant community with a strong sense of camaraderie. Residents often gather for community events and enjoy the nearby attractions, including top-rated schools, shopping centers, and delicious dining options. With its prime location in Sarasota County and proximity to the stunning Gulf Coast, Bayside is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home today 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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