Bayside Homes with Sidewalks Community Features

Welcome to Bayside, a charming subdivision nestled in the picturesque region of Osprey and Nokomis, Florida. This delightful community is perfectly positioned in Sarasota County, offering residents the ideal blend of coastal living and suburban tranquility. With its lush landscapes and friendly atmosphere, Bayside is more than just a place to live; it’s a place to thrive.

One of the standout features of Bayside is its commitment to community connectivity. The neighborhood boasts beautifully maintained sidewalks that invite residents to enjoy leisurely strolls, morning jogs, or bike rides. Whether you're heading to a nearby park or visiting a neighbor, the sidewalks create a welcoming environment that encourages an active lifestyle and fosters friendships among residents.

The homes in Bayside are thoughtfully designed, showcasing a variety of architectural styles that cater to diverse tastes and preferences. From charming single-family homes to modern builds, each residence is crafted with quality and comfort in mind. Many properties feature spacious yards, perfect for family gatherings or quiet evenings under the stars.

Bayside is also conveniently located near some of Florida’s most beautiful beaches, providing easy access to sun-soaked days and stunning sunsets. With an array of local shops, dining options, and recreational activities just a stone's throw away, everything you need is within reach.

Experience the warmth and charm of Bayside—where community spirit thrives, and every day feels like a vacation. Come discover why this delightful neighborhood is the perfect place to call home!

$2,850,000

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