Bayside Homes with Sidewalks Community Features

Welcome to Bayside, a charming and inviting subdivision nestled in the heart of Osprey, Florida! Located in picturesque Sarasota County, this community offers an idyllic blend of coastal living and suburban comfort, perfect for families, retirees, and everyone in between. With its prime location just minutes from the stunning Gulf Coast beaches, Bayside provides residents with easy access to sun-soaked shores and a plethora of outdoor activities.

One of the standout features of Bayside is its thoughtfully designed homes, each meticulously crafted to create a warm and welcoming environment. The community boasts an array of architectural styles, ensuring that there’s a perfect home for every taste. As you stroll through the neighborhood, you’ll notice the well-maintained sidewalks that line the streets, encouraging residents to enjoy leisurely walks, morning jogs, or evening bike rides. This pedestrian-friendly layout fosters a sense of community, making it easy to connect with neighbors and enjoy the beautiful Florida weather.

Bayside is not just about beautiful homes; it also offers a wealth of community features. Residents can take advantage of nearby parks, recreational facilities, and vibrant shopping and dining options. Whether it’s a weekend picnic at a local park or a night out at one of the many nearby restaurants, there’s always something to do in Bayside.

Experience the best of Osprey living in Bayside, where community, comfort, and coastal charm come together to create a truly exceptional lifestyle. Discover your dream home today and start making memories in this delightful neighborhood!

$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