Bayside Homes with Gated Amenities

Welcome to Bayside, a serene and picturesque subdivision nestled in the heart of Osprey/Nokomis, Florida. This enchanting community is the perfect blend of luxury and tranquility, offering residents a peaceful escape while remaining conveniently close to the vibrant attractions of Sarasota County. With its lush landscapes and pristine waterways, Bayside is a haven for those seeking a harmonious lifestyle.

One of the standout features of Bayside is its exclusive gated amenities, ensuring a sense of security and privacy for all residents. As you enter the community, you are greeted by beautifully manicured gardens and elegant architecture that reflect the charm of coastal living. The gated entrance not only provides peace of mind but also fosters a close-knit community atmosphere where neighbors become friends.

The homes in Bayside are designed with sophistication and comfort in mind, featuring spacious layouts, modern finishes, and stunning views of the surrounding natural beauty. Whether you’re looking for a cozy single-family home or a luxurious waterfront property, Bayside offers a diverse range of options to suit your lifestyle.

Residents enjoy access to a variety of amenities, including serene walking trails, community parks, and nearby beaches, making it easy to embrace the outdoors. With its prime location, you’re just a short drive from the cultural attractions of Sarasota, renowned dining options, and world-class shopping.

Experience the charm of Bayside, where luxury meets nature, and discover your dream home in this idyllic Florida community. Welcome to a lifestyle of elegance and ease!

$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