Bayside Homes with Boatable Water Water Frontage

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey, Florida, just south of Nokomis. This charming community offers a unique blend of serene coastal living and modern amenities, making it a perfect haven for families, retirees, and anyone seeking a tranquil lifestyle.

Bayside is renowned for its stunning homes that boast boatable water frontage, providing residents with unparalleled access to the beautiful waterways of Sarasota County. Imagine stepping out of your backyard and onto your boat, ready to explore the sparkling waters of the Gulf of Mexico, or simply enjoying a peaceful afternoon fishing or kayaking right from your dock. The waterfront lifestyle here is not just a dream; it's a daily reality.

The homes in Bayside are thoughtfully designed, featuring a variety of architectural styles that cater to diverse tastes. Many properties come with expansive outdoor spaces, perfect for entertaining or soaking in the sun. With lush landscaping and scenic views, each home offers a unique slice of paradise.

In addition to its natural beauty, Bayside is conveniently located near some of the best shopping, dining, and recreational activities that Osprey and Nokomis have to offer. Residents can enjoy nearby parks, golf courses, and the stunning beaches of the Gulf Coast, all just a short drive away.

Whether you’re looking for a year-round residence or a seasonal getaway, Bayside presents an exceptional opportunity to embrace the Florida lifestyle. Come and discover your dream home in this idyllic waterfront 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 with Boatable Water Water Frontage

Newest Bayside Homes with Boatable Water Water Frontage