Bayside Homes with Sidewalks Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community is a hidden gem in Sarasota County, where the sun shines bright, and the coastal breezes create an inviting atmosphere for families and individuals alike.

Bayside is designed with a focus on community and connectivity, featuring beautiful homes with sidewalks that encourage leisurely strolls and friendly neighborly interactions. Imagine morning walks with your loved ones, where you can wave to neighbors, enjoy the lush landscaping, and soak in the serene environment that this community offers. The sidewalks are not just pathways; they are avenues of friendship and a way to embrace the vibrant lifestyle that Bayside promotes.

The homes in Bayside boast a variety of architectural styles, each with unique charm and modern amenities. With spacious layouts and thoughtful designs, these residences cater to diverse lifestyles, whether you're a growing family or looking to downsize. The community is also conveniently located near local parks, shopping centers, and pristine beaches, making it easy to enjoy the best of Florida living.

In addition to its beautiful homes and welcoming sidewalks, Bayside fosters a sense of community with regular events and gatherings, ensuring that residents feel connected and engaged. Whether you’re exploring the nearby nature trails, enjoying a day at the beach, or participating in community activities, Bayside offers a lifestyle that is both enriching and fulfilling.

Discover the beauty and charm of Bayside—where every walk is a journey, and every home is a haven. Welcome to your new beginning in this idyllic Florida community!

$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