Bayside Homes with Gated Amenities

Welcome to Bayside, a hidden gem nestled in the heart of Osprey and Nokomis, Florida. This picturesque subdivision offers a unique blend of tranquility and luxury, making it the perfect place to call home. With its prime location in Sarasota County, Bayside is just minutes away from the stunning Gulf Coast beaches, vibrant shopping districts, and a variety of dining options that cater to every palate.

Bayside is renowned for its beautifully designed homes that reflect the charm of coastal living. Each residence is thoughtfully crafted with modern amenities and elegant finishes, offering a perfect sanctuary for families and individuals alike. The community’s gated amenities provide an added layer of security and privacy, allowing residents to enjoy peace of mind while relishing the serene surroundings.

Imagine waking up to the gentle sounds of nature, taking leisurely strolls along tree-lined streets, or enjoying a refreshing dip in the community pool. Bayside’s gated environment fosters a close-knit community where neighbors become friends, and every day feels like a vacation.

Whether you’re looking for a cozy retreat or a spacious family home, Bayside has something to suit every lifestyle. With its proximity to the stunning beaches of Siesta Key and Nokomis, residents can enjoy outdoor activities such as kayaking, paddleboarding, and beachcombing at their fingertips.

Discover the charm of Bayside, where luxury meets nature, and make your dream home a reality in this idyllic Florida community. Come for the homes, stay for the lifestyle!

$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