Bayside Homes with Boatable Water Water Frontage

Welcome to Bayside, a hidden gem nestled in the heart of Sarasota County, Florida, where the serene charm of Osprey and Nokomis meets the allure of waterfront living. This picturesque subdivision is perfectly situated for those who appreciate the tranquility of nature, while still enjoying the vibrant lifestyle that coastal Florida has to offer.

Bayside boasts an enviable selection of homes, many of which feature stunning boatable water frontage, allowing residents to indulge in the ultimate Florida lifestyle. Imagine stepping out of your back door and onto your private dock, where the gentle lapping of the water beckons you to embark on a day of fishing, kayaking, or simply soaking in the sun. The waterways here are not only a playground for water enthusiasts but also provide a serene backdrop that enhances the beauty of each home.

The community of Bayside is designed for those who value both privacy and connection. With lush landscaping and thoughtfully designed homes, it fosters a sense of belonging while offering the perfect escape from the hustle and bustle of everyday life. Residents can enjoy easy access to nearby amenities, including charming boutiques, delightful dining options, and pristine beaches that are just a short drive away.

Whether you're looking for a family home, a vacation retreat, or a place to retire, Bayside offers an idyllic setting with the perfect blend of nature and convenience. Experience the magic of waterfront living in Bayside, where every day feels like a vacation. Welcome home!

$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