Bayside Real Estate

Welcome to Bayside, a hidden gem nestled in the heart of Sarasota County, Florida. This charming subdivision, located in the picturesque cities of Osprey and Nokomis, offers a unique blend of tranquility and convenience, making it an ideal place to call home.

Bayside is renowned for its stunning natural beauty, featuring lush landscapes and serene waterways that create a peaceful retreat from the hustle and bustle of everyday life. Residents enjoy easy access to the sparkling Gulf of Mexico, with beautiful beaches just a short drive away. Whether you're looking to soak up the sun, enjoy water sports, or take leisurely strolls along the shore, Bayside places you in close proximity to some of Florida's most beautiful coastal treasures.

The community itself boasts a friendly atmosphere, with well-maintained homes and inviting common areas that encourage neighborhood camaraderie. Families will appreciate the excellent schools in the area, along with nearby parks and recreational facilities that cater to all ages. For those who enjoy outdoor activities, the nearby Legacy Trail offers miles of scenic pathways perfect for biking, jogging, or leisurely walks.

In addition to its natural allure, Bayside is conveniently located near shopping, dining, and cultural attractions. The vibrant downtown Sarasota area is just a short drive away, offering a plethora of restaurants, galleries, and entertainment options.

Experience the perfect blend of relaxation and lifestyle in Bayside, where your dream home awaits in this idyllic Florida community. Come discover why so many have chosen to make Bayside their forever 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 Real Estate

Newest Listings in Bayside