Windward Bay Homes with Shuffleboard Court Amenities

Welcome to Windward Bay, a hidden gem nestled in the beautiful Longboat Key, Florida. This picturesque subdivision is a perfect blend of coastal charm and modern living, making it an ideal destination for those seeking a serene lifestyle by the water. Surrounded by lush landscapes and the soothing sounds of the Gulf, Windward Bay offers a tranquil escape while still being conveniently located near the vibrant culture and amenities of the greater Manatee County area.

The homes in Windward Bay are designed with comfort and style in mind, featuring spacious layouts, stunning views, and a variety of architectural styles that cater to diverse tastes. One of the standout amenities of this community is the shuffleboard court, a delightful addition that invites residents to engage in friendly competition and socialize with neighbors. Whether you’re a seasoned player or a novice, the shuffleboard court is a wonderful way to stay active and enjoy the Florida sunshine.

Beyond the shuffleboard court, Windward Bay boasts a range of amenities that enhance the lifestyle of its residents. From well-maintained walking paths to community gatherings, there’s always something happening in this vibrant neighborhood. The proximity to pristine beaches, upscale dining, and boutique shopping adds to the allure of living in Windward Bay.

If you’re looking for a place where community spirit meets coastal elegance, Windward Bay in Longboat Key is the perfect choice. Come discover your dream home in this enchanting subdivision and experience the best of Florida living!

Newest Windward Bay Homes with Shuffleboard Court Amenities

$595,000

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code

Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangroves and Sarasota Bay. Renovated from top to bottom, this home has been thoughtfully transformed and is available TURNKEY FURNISHED with hurricane impact windows and shutters for a peace of mind. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. A Murphy bed in the office area adds even more versatility, providing the perfect setup for overnight guests while still allowing the space to function as a home office.Living at Windward Bay means embracing the Longboat Key lifestyle from both the BAY AND THE BEACH. Enjoy three beach access points directly across the street for effortless days along the Gulf, while boat slips available to residents make it easy to get out on Sarasota Bay and explore the surrounding waterways. Windward Bay is a PET-FRIENDLY, amenity-rich waterfront community offering multiple swimming pools, tennis and pickleball courts, a fitness center with sauna, kayak storage, and scenic walking paths along the bayfront. Ideally situated on Longboat Key, you are just minutes from exceptional restaurants and shopping, St. Armands Circle, Anna Maria Island, and everything Sarasota has to enjoy. With FULLY FUNDED RESERVES FOR 2026, NO UPCOMING SPECIAL ASSESSMENTS, and a PASSED MILESTONE INSPECTION, this move-in-ready residence offers the renovations, amenities, location, and peace of mind today's Florida condo buyer is looking for. Your Longboat Key lifestyle awaits!

4540 Gulf Of Mexico Drive Unit 204, Longboat Key

$725,000

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code

Discover coastal living at its finest in this beautifully positioned 2-bedroom, 2-bath condominium on one of Longboat Key’s most sought-after stretches. This residence offers spectacular, breathtaking views from both private lanais—perfect for enjoying sunrise coffee or evening sunsets over the water. Inside, the layout is bright and inviting, with seamless indoor-outdoor flow that maximizes the scenery from multiple vantage points. Whether you’re looking for a full-time residence or a serene getaway, this condo delivers both comfort and location. The community is elevating its appeal with exciting enhancements, including upcoming clubhouse renovations featuring a boutique fitness center, newly refreshed landscaping, and a hot tub addition to the pool deck—creating a true resort-style atmosphere with two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan FURNISHED 5th floor panoramic view, master en-suite unit awaits YOU! Enjoy the best of island living with pristine beaches, nearby dining, and a relaxed yet refined lifestyle—all just moments from your door. R&R IS THE PACE, LBK IS THE PLACE!!!!

4825 Gulf Of Mexico Drive Unit 504, Longboat Key

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