Bayside Homes with Deed Restrictions Community Extras

Welcome to Bayside, a picturesque subdivision nestled in the heart of Sarasota County, Florida, specifically in the charming towns of Osprey and Nokomis. This vibrant community offers a unique blend of serene living and modern convenience, making it an ideal choice for those seeking a tranquil yet connected lifestyle.

Bayside is renowned for its beautifully designed homes, each reflecting the elegance and charm of Florida coastal living. With deed restrictions in place, residents can enjoy a well-maintained environment that enhances the overall appeal of the neighborhood. These guidelines ensure that the aesthetic integrity of the community is preserved, fostering a sense of pride and unity among neighbors.

The homes in Bayside boast spacious layouts, contemporary finishes, and lush landscaping, providing the perfect backdrop for both relaxation and entertaining. Many properties feature private yards, ideal for outdoor gatherings or simply soaking up the warm Florida sun. The community is also equipped with a variety of amenities, including walking trails, parks, and close proximity to stunning beaches, making it easy to embrace the outdoor lifestyle.

Living in Bayside means enjoying a peaceful retreat while still being just a stone's throw away from the vibrant cultural scene of Sarasota. From world-class dining and shopping to art galleries and theaters, residents have access to a wealth of activities and experiences.

Whether you're looking to settle down, invest, or simply explore, Bayside offers a welcoming community that truly feels like home. Come discover the charm of Bayside and experience the best that Osprey and Nokomis have to offer!

$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 Deed Restrictions Community Extras

Newest Bayside Homes with Deed Restrictions Community Extras