Bayside Homes with Gated Amenities

Welcome to Bayside, a stunning subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community offers a perfect blend of tranquility and modern living, making it an ideal destination for families, retirees, and anyone looking to enjoy the sunny Florida lifestyle. With its prime location in Sarasota County, Bayside is just a stone's throw away from the pristine beaches of the Gulf Coast, vibrant cultural attractions, and excellent dining options.

Bayside is renowned for its beautifully designed homes, each featuring gated amenities that ensure privacy and security. Residents can enjoy the peace of mind that comes with living in a gated community, where access is restricted to authorized individuals only. The meticulously landscaped surroundings create a serene atmosphere, perfect for leisurely strolls or enjoying a quiet moment in nature.

Homes in Bayside are crafted with attention to detail, showcasing modern architecture and high-quality finishes. Whether you're looking for a cozy single-family home or a spacious estate, this subdivision has a variety of options to suit your lifestyle. Many properties boast open floor plans, gourmet kitchens, and luxurious outdoor spaces, ideal for entertaining or simply soaking up the Florida sun.

In addition to the stunning homes, Bayside offers a wealth of community amenities, including walking trails, recreational facilities, and nearby parks. Embrace a lifestyle of comfort and convenience in this picturesque subdivision, where every day feels like a vacation. Come discover the charm of Bayside and make it your new home today!

$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 Gated Amenities

Newest Bayside Homes with Gated Amenities