Bayside Homes with Bay/Harbor Frontage

Welcome to Bayside, a captivating subdivision nestled in the picturesque surroundings of Osprey and Nokomis, Florida. This charming community perfectly blends the tranquility of coastal living with the vibrant lifestyle that the Sunshine State is known for. With its prime location in Sarasota County, Bayside offers residents easy access to stunning beaches, lush parks, and a wealth of recreational opportunities.

One of the standout features of this enchanting neighborhood is its bay and harbor frontage. Imagine waking up to the gentle sounds of waves lapping against the shore and the soft breeze carrying the scent of saltwater. Homes in Bayside are designed to maximize these breathtaking views, allowing residents to enjoy serene sunrises and sunsets right from their backyards. Whether you're sipping your morning coffee or hosting an evening gathering, the waterfront vistas provide a perfect backdrop for both relaxation and entertainment.

The architectural styles of the homes in Bayside reflect the coastal charm of Florida, with many properties boasting open floor plans, expansive windows, and outdoor living spaces that seamlessly blend with the natural beauty surrounding them. With a variety of sizes and designs, there’s a perfect home for every lifestyle, whether you're a growing family, a retiree seeking peace, or a busy professional looking for a serene escape.

Living in Bayside means embracing a lifestyle filled with outdoor adventures, from boating and fishing to exploring the nearby nature trails. Enjoy the best of both worlds—coastal living and community spirit—right here in Bayside. Come discover your new home in this idyllic enclave and experience the magic of waterfront living in Florida!

$2,850,000

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 with Bay/Harbor Frontage

Newest Bayside Homes with Bay/Harbor Frontage