Bayside Homes with Sidewalks Community Features

Welcome to Bayside, a charming subdivision nestled in the heart of Osprey/Nokomis, Florida. This picturesque community is a hidden gem in Sarasota County, where the sun shines bright, and the coastal breeze whispers through the palm trees. With its lush landscapes and friendly neighborhood vibe, Bayside is the perfect place to call home.

One of the standout features of Bayside is its commitment to creating a walkable environment. The community boasts beautifully maintained sidewalks that wind through the neighborhood, making it easy for residents to enjoy leisurely strolls or invigorating jogs. Whether you’re taking a morning walk with your dog or enjoying an evening chat with neighbors, the sidewalks enhance the sense of community and connection among residents.

The homes in Bayside are designed with comfort and style in mind, offering a variety of architectural styles to suit every taste. From cozy single-family homes to spacious residences, there’s something for everyone. Many properties feature lush gardens and outdoor spaces perfect for entertaining or simply unwinding after a long day.

Beyond the beautiful homes, Bayside is ideally located near stunning beaches, vibrant shopping districts, and excellent dining options. Residents can enjoy the best of both worlds—tranquility at home and the excitement of Florida’s coastal lifestyle just minutes away.

Discover the charm of Bayside, where community spirit thrives, and every day feels like a vacation. Come explore this delightful subdivision and find your dream home in sunny Osprey/Nokomis today!

$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 Sidewalks Community Features

Newest Bayside Homes with Sidewalks Community Features