Bayside Homes with Bay/Harbor Frontage

Welcome to Bayside, a picturesque subdivision nestled in the enchanting region of Osprey and Nokomis, Florida. This hidden gem in Sarasota County offers a unique blend of coastal living and serene suburban charm, making it an ideal choice for those seeking a tranquil yet vibrant lifestyle.

Bayside is renowned for its stunning homes with bay and harbor frontage, providing residents with breathtaking views and direct access to the sparkling waters of the Gulf Coast. Imagine waking up to the gentle sound of waves lapping against the shore and enjoying your morning coffee while watching the sunrise over the bay. Each home in this captivating community is designed to maximize the beauty of its surroundings, featuring spacious layouts, modern amenities, and outdoor living spaces perfect for entertaining or simply soaking in the serene atmosphere.

The location is equally appealing, with nearby parks, nature trails, and pristine beaches just a stone's throw away. Residents can indulge in a variety of recreational activities, from boating and fishing to hiking and biking. The charming downtown areas of Osprey and Nokomis are also within easy reach, offering delightful shops, restaurants, and cultural attractions that showcase the best of Florida living.

Whether you’re seeking a year-round residence or a seasonal retreat, Bayside promises a lifestyle filled with sunshine, community spirit, and the natural beauty of Florida’s coastline. Come discover your dream home in this idyllic waterfront community, where every day feels like a vacation!

$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