Bayside Homes with Bay/Harbor Frontage

Welcome to Bayside, a hidden gem nestled in the picturesque landscape of Osprey and Nokomis, Florida. This charming subdivision is a haven for those seeking the perfect blend of tranquility and waterfront living. Situated in Sarasota County, Bayside boasts stunning homes with breathtaking bay and harbor frontage, allowing residents to immerse themselves in the serene beauty of Florida’s coastal lifestyle.

As you wander through the tree-lined streets of Bayside, you'll discover a community that values both comfort and elegance. The homes here are designed to complement the stunning natural surroundings, featuring spacious layouts, modern amenities, and, most importantly, captivating views of the shimmering waters. Imagine waking up to the gentle sound of waves lapping against the shore and enjoying your morning coffee while watching the sun rise over the bay.

Bayside is not just about the homes; it’s about the lifestyle. Residents can take advantage of nearby parks, recreational activities, and pristine beaches that are just a stone's throw away. Whether you enjoy boating, fishing, or simply soaking up the sun, Bayside offers an array of outdoor adventures right at your doorstep.

With its prime location in Osprey/Nokomis, Bayside is also conveniently close to local shops, fine dining, and cultural attractions that Sarasota is renowned for. This vibrant community is perfect for families, retirees, and anyone looking to embrace the idyllic Florida lifestyle. Come and explore Bayside — where your dream of waterfront living can become a reality!

$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