Bayside Homes with Bay View Water Frontage

Welcome to Bayside, a stunning waterfront subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community offers an idyllic blend of serene living and vibrant coastal lifestyle, making it the perfect haven for those seeking to embrace the best of Florida's natural beauty.

Bayside is renowned for its breathtaking bay view waterfront homes, each thoughtfully designed to maximize the stunning vistas of the shimmering waters. Imagine waking up each morning to the gentle sound of waves lapping against the shore, with spectacular sunrises painting the sky in hues of orange and pink. These homes boast spacious layouts, modern amenities, and expansive outdoor spaces, ideal for entertaining or simply enjoying the tranquility of your surroundings.

Living in Bayside means more than just a beautiful home; it’s about a lifestyle enriched by nature. Residents have easy access to pristine beaches, lush parks, and a variety of recreational activities, from kayaking and paddleboarding to leisurely strolls along scenic waterfront trails. The nearby historic downtown Osprey offers quaint shops and delightful eateries, while the vibrant community spirit fosters a sense of belonging among neighbors.

With its prime location in Sarasota County, Bayside is conveniently situated near major highways, providing easy access to the cultural attractions of Sarasota, including art galleries, theaters, and world-class dining. Whether you’re looking for a permanent residence or a seasonal getaway, Bayside offers an unparalleled opportunity to enjoy waterfront living in one of Florida’s most sought-after locales. Come and discover the charm of Bayside, where your dream home awaits!

$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