Bayside Homes with Sidewalks Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey, Florida, just a stone's throw away from the stunning Nokomis beaches. This charming community offers a perfect blend of tranquility and convenience, making it an ideal destination for families, retirees, and anyone seeking a serene lifestyle in sunny Sarasota County.

Bayside is designed with community at its core, featuring beautifully landscaped sidewalks that wind through the neighborhood, inviting residents to take leisurely strolls or enjoy a morning jog. These pedestrian-friendly pathways create a warm and welcoming atmosphere, encouraging neighbors to connect and engage with one another. Imagine the joy of walking your dog or pushing a stroller along these scenic routes, surrounded by lush greenery and the sounds of nature.

The homes in Bayside reflect a commitment to quality and comfort, with a variety of architectural styles that cater to diverse tastes. Each residence is thoughtfully designed to maximize space and natural light, creating inviting interiors that feel like home from the moment you step inside. Many properties also boast outdoor spaces perfect for entertaining, gardening, or simply enjoying the beautiful Florida weather.

Beyond the charm of the homes and sidewalks, Bayside is conveniently located near shopping, dining, and recreational activities. Residents can easily access local parks, nature trails, and the pristine beaches of Nokomis, making it easy to embrace the coastal lifestyle.

Discover the Bayside community, where every day feels like a vacation, and the warmth of neighborly connections awaits you. Come explore your future home in this delightful subdivision 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