Bayside Homes with Bay Front Water Frontage

Welcome to Bayside, a picturesque subdivision nestled in the serene landscapes of Osprey and Nokomis, Florida. This charming community offers a unique blend of coastal living and suburban tranquility, making it an ideal haven for families, retirees, and anyone seeking a slice of paradise.

Bayside is renowned for its stunning bay front properties, where residents can enjoy breathtaking waterfront views and the soothing sounds of nature. Imagine waking up to the gentle lapping of waves and the vibrant colors of sunrise reflecting off the water—this is the daily reality for those fortunate enough to call Bayside home. Each residence is thoughtfully designed to maximize the beauty of the surrounding environment, with spacious layouts that often feature expansive windows, private docks, and outdoor living spaces perfect for entertaining or simply soaking in the views.

The community is conveniently located near some of Florida's most beautiful beaches, offering residents easy access to sun-soaked shores and a variety of water activities, from boating to kayaking. Bayside is also in close proximity to charming local shops, gourmet dining, and cultural attractions, ensuring that everything you need is just a stone's throw away.

Whether you’re looking for a peaceful retreat or an active lifestyle filled with outdoor adventures, Bayside provides the perfect backdrop. Discover the allure of bay front living in this enchanting subdivision, where every day feels like a vacation. Come and explore the homes that await you in this idyllic corner of Sarasota County!

$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 with Bay Front Water Frontage

Newest Bayside Homes with Bay Front Water Frontage