Bayside Homes with Bay View Water Frontage

Welcome to Bayside, a hidden gem nestled in the picturesque region of Osprey and Nokomis, Florida. This charming subdivision is renowned for its stunning bay view waterfront homes, offering residents a serene and tranquil lifestyle that is hard to match. Imagine waking up each day to the gentle sound of lapping waves and the breathtaking sight of the sun rising over the water, right from your own backyard.

Bayside is more than just a place to live; it’s a community that embraces the beauty of nature while providing modern conveniences. The homes here are meticulously designed to maximize the stunning bay views, featuring open floor plans, expansive windows, and outdoor living spaces perfect for entertaining or simply soaking in the serene surroundings. Each property is a testament to coastal elegance, with many homes boasting private docks, allowing you to indulge in boating, fishing, or simply enjoying the tranquil waters of the bay.

Living in Bayside means you’re just a short drive from the vibrant cultural scene of Sarasota, with its renowned dining, shopping, and art galleries. The nearby beaches of Nokomis and Siesta Key are perfect for sun-soaked days and sunset strolls. For those who appreciate outdoor recreation, the area offers a plethora of parks and nature trails, making it easy to embrace the Florida lifestyle.

Discover the charm of Bayside, where waterfront living meets community spirit, and every day feels like a vacation. Come explore your new home in this idyllic paradise!

$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 View Water Frontage

Newest Bayside Homes with Bay View Water Frontage