Bayside Homes with Bay Front Water Frontage

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida, where the beauty of nature meets the charm of coastal living. This serene community is perfectly situated in Sarasota County, offering residents breathtaking views and direct access to the sparkling waters of the bay.

Bayside is renowned for its stunning homes that boast bay front waterfrontage, allowing you to wake up each day to the soothing sounds of waves lapping against the shore. These exquisite properties are designed with elegance and comfort in mind, featuring spacious layouts, modern amenities, and expansive outdoor spaces ideal for entertaining or simply soaking in the sun. Imagine sipping your morning coffee on a private balcony while watching dolphins play in the bay or hosting sunset gatherings with friends and family against a backdrop of vibrant colors.

Living in Bayside means embracing a lifestyle filled with outdoor adventures and relaxation. Spend your days fishing, kayaking, or paddleboarding right from your backyard, or take a leisurely stroll along the nearby beaches that are just a stone's throw away. The community is also conveniently located near a variety of dining, shopping, and entertainment options, ensuring that you have everything you need within reach.

Whether you’re seeking a permanent residence or a seasonal getaway, Bayside offers a unique opportunity to experience the best of Florida living. Discover your dream home in this idyllic setting and immerse yourself in the tranquility of waterfront living. Welcome to Bayside, 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 Front Water Frontage

Newest Bayside Homes with Bay Front Water Frontage