Bayside Homes with Bay/Harbor Frontage

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida, where coastal charm meets serene living. This hidden gem in Sarasota County offers an idyllic lifestyle for those seeking the perfect blend of relaxation and recreation. With its stunning bay and harbor frontage, Bayside is a waterfront paradise that beckons residents to embrace the beauty of nature at their doorstep.

As you explore the enchanting homes in Bayside, you’ll discover a variety of architectural styles, each designed to harmonize with the stunning waterfront views. Many of these properties boast direct access to the shimmering waters, providing the perfect setting for boating, fishing, or simply enjoying breathtaking sunsets from your own backyard. Imagine sipping your morning coffee while watching dolphins play in the bay or hosting evening gatherings on your private dock.

The community is not just about beautiful homes; it’s about a lifestyle. Bayside residents enjoy a close-knit neighborhood atmosphere, where friendly faces and shared experiences abound. Take leisurely strolls along the tree-lined streets, engage in community events, or indulge in nearby recreational activities such as kayaking, paddleboarding, and cycling.

With its prime location, Bayside offers convenient access to the vibrant cultural scene of Sarasota, as well as the pristine beaches of Nokomis and Venice. Whether you’re looking for a permanent residence or a seasonal retreat, Bayside promises a tranquil escape where the beauty of Florida living awaits. Come discover your slice of paradise in Bayside!

$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 Bay/Harbor Frontage

Newest Bayside Homes with Bay/Harbor Frontage