Bayside Real Estate

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey, Florida, just a stone's throw from the stunning Nokomis beach. This charming community offers an idyllic blend of coastal living and suburban tranquility, making it the perfect retreat for families, retirees, and anyone seeking a serene lifestyle surrounded by nature.

Bayside boasts beautifully designed homes that reflect the quintessential Florida architecture, with lush landscaping and a warm, inviting atmosphere. Residents here enjoy access to a variety of amenities, including scenic walking trails, community parks, and recreational facilities, ensuring there’s always something to do. The peaceful streets are ideal for evening strolls or morning jogs, allowing you to soak in the natural beauty that surrounds you.

One of the standout features of Bayside is its proximity to the stunning Gulf Coast beaches. Just a short drive away, you can bask in the sun, enjoy water sports, or take leisurely walks along the shore. For those who appreciate the great outdoors, nearby parks and nature reserves offer hiking, bird watching, and endless opportunities for adventure.

Centrally located in Sarasota County, Bayside provides easy access to local shopping, dining, and entertainment options. The vibrant cultural scene of Sarasota is just a short drive away, featuring art galleries, theaters, and world-class dining experiences.

Whether you’re looking for a permanent residence or a seasonal getaway, Bayside offers a unique blend of comfort, community, and coastal charm. Come discover your dream home in this lovely subdivision and embrace the Florida lifestyle you’ve always desired!

$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 Real Estate

Newest Listings in Bayside