Bayside Homes with Gated Amenities

Welcome to Bayside, an exquisite subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community is a hidden gem in Sarasota County, offering a perfect blend of tranquility and modern living. With its lush landscapes and serene waterways, Bayside is a paradise for those seeking a peaceful retreat while remaining close to the vibrant culture and amenities of the surrounding areas.

Bayside is renowned for its beautifully designed homes, each boasting unique architectural styles and high-quality finishes. Many of these residences come with gated amenities, providing an added layer of security and exclusivity that homeowners cherish. Imagine coming home to a private sanctuary where you can relax and unwind, surrounded by the beauty of nature and the comforts of contemporary living.

The community is thoughtfully designed to cater to an active lifestyle, featuring scenic walking trails, lush parks, and community spaces that encourage social interaction among neighbors. Whether you enjoy morning jogs, evening strolls, or simply soaking in the sun, Bayside has something for everyone.

Located just minutes from the stunning Gulf Coast beaches, Bayside offers easy access to a range of recreational activities, including boating, fishing, and golfing. With an array of dining, shopping, and entertainment options nearby, you’ll find everything you need just a stone's throw away.

Discover the charm of Bayside, where luxurious living meets a welcoming community. Experience the best of Florida living in this beautiful subdivision, and make it your forever home!

$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 Gated Amenities

Newest Bayside Homes with Gated Amenities