Bayside Homes with Buyer Approval Required Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida, within the stunning Sarasota County. This charming community is the perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle close to the beautiful Gulf Coast.

Bayside is known for its beautifully designed homes that embody both elegance and comfort. Each residence reflects a commitment to quality and craftsmanship, offering spacious layouts, modern amenities, and lush landscaping that enhances the community’s natural beauty. With a buyer approval requirement, Bayside ensures that its residents share a commitment to maintaining the neighborhood’s charm and integrity, fostering a close-knit community atmosphere.

Residents of Bayside enjoy a wealth of community features that enhance their living experience. The subdivision boasts well-maintained streets, inviting common areas, and recreational spaces perfect for family gatherings, leisurely strolls, or engaging with neighbors. The proximity to local parks, beaches, and vibrant shopping districts means that residents can enjoy the best of both worlds—serene living with easy access to the excitement of nearby attractions.

For those who appreciate a community that values quality living, Bayside is a hidden gem in the Osprey/Nokomis area. Whether you’re looking for a permanent residence or a seasonal retreat, this subdivision offers a lifestyle that is not only comfortable but also enriched by the natural beauty and vibrant culture of Florida’s Gulf Coast. Discover your dream home in Bayside, where community and comfort come together beautifully!

$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 Buyer Approval Required Community Features

Newest Bayside Homes with Buyer Approval Required Community Features