Bayside Homes with Sidewalks Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey, Florida, just steps away from the serene shores of Nokomis. This charming community embodies the perfect blend of coastal living and suburban comfort, making it an ideal destination for families, retirees, and everyone in between.

One of the standout features of Bayside is its commitment to community connectivity. With beautifully designed sidewalks winding through the neighborhood, residents can enjoy leisurely strolls, morning jogs, or evening bike rides while soaking in the tranquil atmosphere. The sidewalks not only enhance the aesthetic appeal of the community but also encourage a vibrant social environment where neighbors can easily connect and engage.

The homes in Bayside are thoughtfully crafted, showcasing a variety of architectural styles that cater to diverse tastes. Each residence is surrounded by lush landscaping, creating a serene backdrop that perfectly complements the stunning Florida sunsets. Whether you’re looking for a cozy single-family home or a spacious retreat, Bayside offers an array of options to suit your lifestyle.

Beyond the beautiful homes and inviting sidewalks, Bayside is conveniently located near an array of amenities. Enjoy easy access to pristine beaches, local parks, and a variety of shopping and dining options. With its prime location in Sarasota County, you’ll find yourself just a short drive from world-class attractions, cultural experiences, and outdoor adventures.

Discover the charm of Bayside, where community spirit thrives, and every day feels like a vacation. Come explore your future home in this delightful neighborhood 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