Bayside Homes with Waterfront

Welcome to Bayside, a serene and picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community offers a perfect blend of coastal living and suburban tranquility, making it an ideal place for families, retirees, and anyone seeking a slice of paradise. With its stunning waterfront properties, Bayside is a haven for those who appreciate the beauty of nature and the allure of life by the water.

Bayside boasts a variety of exquisite homes, each designed to capture the essence of Florida living. Imagine waking up to breathtaking views of sparkling waters right from your backyard, where you can enjoy morning coffee while watching the sun rise over the horizon. The waterfront homes in this subdivision feature spacious layouts, modern amenities, and outdoor living spaces that are perfect for entertaining or simply soaking in the serene surroundings.

The community is conveniently located near pristine beaches, lush parks, and vibrant shopping districts, ensuring that residents have access to both relaxation and recreation. Whether you’re strolling along the sandy shores of Nokomis Beach or exploring the nearby nature trails, Bayside offers a lifestyle that embraces the great outdoors.

With its friendly atmosphere and strong sense of community, Bayside is not just a place to live; it's a place to thrive. If you’re looking for a waterfront home in a beautiful setting with all the conveniences of modern life, Bayside in Osprey/Nokomis is the perfect destination for you. Come discover your dream home in this enchanting Florida enclave!

$2,995,000

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

Bayside Homes with Waterfront

Newest Bayside Homes with Waterfront