Bayside Homes with Bay/Harbor Frontage

Welcome to Bayside, a picturesque subdivision nestled in the heart of Sarasota County, Florida, where the serene landscapes of Osprey and Nokomis come together to create a haven for those seeking a tranquil coastal lifestyle. This charming community is renowned for its stunning bay and harbor frontage, offering residents breathtaking views and direct access to the sparkling waters of the Gulf.

Bayside is not just a location; it’s a lifestyle. Here, you’ll find a delightful array of homes that seamlessly blend luxury with comfort. Many properties boast expansive waterfront views, allowing you to wake up to the gentle sounds of the waves and the vibrant hues of sunrise over the bay. With a variety of architectural styles ranging from modern coastal designs to classic Florida homes, there’s something to suit every taste.

Living in Bayside means enjoying a wealth of outdoor activities right at your doorstep. Spend your days boating, fishing, or simply soaking up the sun on your private dock. The nearby beaches of Nokomis and the stunning shoreline of Osprey provide endless opportunities for relaxation and recreation. Additionally, the community is conveniently located near top-rated schools, shopping, and dining options, ensuring that everything you need is just a short drive away.

In Bayside, every day feels like a vacation. Discover the charm, beauty, and serenity of this waterfront community, where your dream home awaits amidst the lush landscapes and vibrant waterfronts of Florida’s Gulf Coast. Come experience the Bayside lifestyle—where every sunset is a masterpiece and every moment is a treasure.

$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