Bayside Homes with Bay View Water Frontage

Welcome to Bayside, an enchanting subdivision nestled in the heart of Sarasota County, where the serene charm of Osprey and Nokomis meets breathtaking bay views. This picturesque community is a hidden gem for those seeking a tranquil lifestyle while still being close to the vibrancy of Florida's Gulf Coast.

Bayside boasts an array of stunning homes, many of which feature coveted bay view waterfrontage. Imagine waking up each morning to the gentle lapping of waves and the stunning hues of sunrise reflecting off the water. Each residence is thoughtfully designed to maximize these spectacular views, offering spacious layouts, modern amenities, and outdoor living spaces perfect for entertaining or simply soaking in the natural beauty that surrounds you.

The community is not just about beautiful homes; it also fosters a sense of belonging. Residents enjoy access to scenic walking trails, parks, and community events that encourage neighborly connections. With close proximity to pristine beaches, delightful dining options, and boutique shopping, Bayside offers the perfect balance of relaxation and recreation.

Whether you’re an outdoor enthusiast eager to explore the nearby waterways or someone who cherishes quiet evenings watching the sunset over the bay, Bayside is a place where dreams become reality. Discover the allure of waterfront living in this charming subdivision and make Bayside your new home in sunny Florida. Come experience the lifestyle you’ve always wanted—where every day feels like a vacation!

$2,850,000

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