Windward Homes For Sale | Sarasota, FL
Windward Community Guide
Windward offers 400 homes in Sarasota with tennis courts, built 2021-2026.
Windward Real Estate For Sale in Sarasota, FL
Windward homes for sale sit in the Waterside district of Lakewood Ranch, part of Neal Communities’ master-planned build in Sarasota County near Fruitville and Lorraine Roads, not Manatee County as you might expect from the address. The gated community will reach about 780 single-family homes and paired villas once finished, construction that’s been underway since 2015. A CDD applies here, HOA dues run typical for the area, and lawn care falls to you rather than the association, so factor that into your decision.
The centerpiece is a 9,600-square-foot clubhouse with two resort-style pools, a fitness center, tennis and pickleball courts, sports fields, and two dog parks, plus a full-time activities director who runs events and social programs year-round. Single-family floorplans range from about 1,533 up to 2,907 square feet with two to four bedrooms, while Windward’s paired villas run 1,433 to 1,530 square feet. You’re about 9.5 miles from downtown Sarasota, 13 miles from the airport, and roughly 30 minutes from Siesta Key Beach.
Key Facts:
| Price Range: | $500k-$1.5M |
| Year Built: | 1974 – 2023 |
| Size (Sq. Ft.): | 1,533 – 3,768 |
| Min. Lease: | 6 Months |
| Leases/ Year: | 2 |
| Gated: | ✔ Yes |
| Pool: | ✔ Yes |
| Fences: | ✔ Yes |
| Golf Course: | ✖ No |
| CDD Fee: | ✔ Yes |
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
Amenities Includes:
Resort pool, lap pool, 2 tennis courts, 8 pickleball courts, sports fields, 2 dog parks, fitness center, 9600 sq. ft. clubhouse with catering kitchen, full-time activity director, volleyball court, playground.
Community Fee Includes:
Community Pool, Maintenance Grounds, Manager, Pool Maintenance, Recreational Facilities.
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Additional Windward Neighborhood Information
Construction for Windward by Neal began in 2015, offering homebuyers relatively new and modern living options in the Lakewood Ranch area. The homes exemplify Neal Communities’ commitment to quality craftsmanship and innovative design, ensuring residents have access to well-appointed and stylish living spaces.
Type of Homes Available in Windward Sarasota
Coral Homes Series:
1638-1848 Sq. Ft. There are two models built in this series:
- Crystal Sand 2 (2 bed + optional Den, 2 bath, 2 car garage, 1433 sq. ft.)
- Tidewater 2 & 2B (2 bed + den, 2 bath, 2 car garage, 1530 sq. ft.)
Cruise Home Series:
1407-1860 Sq. Ft. There are five models built in this series:
- Liberty 4 (3 bed, 2 bath, 2 car garage, 1533 sq. ft.)
- Dream 2 (3 bed, 2 bath, 2 car garage, 1860 sq. ft.)
- Honor (3 bed, 2.5 bath, 2 car garage, 2-story, 2143 sq. ft.)
- Heritage (4 bed, 2.5 bath, 2 car garage, 2-story, 2428 sq. ft.)
Celebration Home Series:
2064-2332 Sq. Ft. There are three models built in this series:
- White Star (3 bed, 2 bath, 2 car garage, 2064 sq. ft.)
- Applause (3 bed, 3 bath, 2 car garage, 2110 sq. ft.)
- Triumph (4 bed, 3 bath, 2 car garage, 2332 sq. ft.)
- Laurel 2 (3 bed, 2.5 bath, 2 car garage, 2732 sq. ft.)
- Legacy (4 bed, 2.5 bath, 2 car garage, 2936 sq. ft.)
Coastal Home Series:
2559-2907 Sq. Ft. There are four models built in this series:
- Sanibel 2 (3 bed, 3 bath, 3 car garage, 2559 sq. ft.)
- Captiva (3 bed, 3 bath, 3 car garage, 2698 sq. ft.)
- Savannah 2 (4 bed, 3 bath, 3 car garage, 2868 sq. ft.)
- Kiawah (4 bed, 3 bath, 3 car garage, 2907 sq. ft.)
The Location of Windward
The community’s strategic location provides easy access to numerous attractions and conveniences. For those seeking coastal experiences and beach outings, Windward by Neal is conveniently situated near some of Florida’s most stunning Gulf Coast beaches. The nearest public beach, such as Siesta Key Beach in Sarasota, is approximately a 30-minute drive away. Residents can savor sun-soaked shores and turquoise waters for memorable beach days and water activities.
Travel convenience is well-addressed, as Windward is within a reasonable distance from the Sarasota-Bradenton International Airport. With just a short drive, residents can easily access domestic and international flights, making travel effortless for both business and leisure purposes.
Windward real estate presents a welcoming and modern living environment in the captivating Sarasota, FL area. With its diverse homes, inclusive amenities, and proximity to various attractions, including beautiful beaches and airport facilities, this community provides an excellent option for families and individuals seeking a comfortable and well-connected lifestyle in the scenic Gulf Coast region.
Windward Real Estate
Windward in Sarasota will be about 780 home community when completed.
Yes, Windward has a beautiful resort-style pool and spa, along with a separate lap pool.
Yes, Windward in Sarasota is a gated community.
No, it does not appear that lawn maintenance is included in the HOA fee.
No, Windward is not a golf community, however residents may join one of the many private and semi-private golf club options in the area.
Yes, it appears that fences are allowed in Windward in Sarasota. We recommend verifying fencing rules prior to making any purchase decision however.
Windward is located about 9.5 miles from downtown Sarasota.
Yes, Windward was built by Neal communities, and there is an annual CDD fee which is part of the annual real estate tax bill.
Windward is located about 13 miles from the Sarasota International Airport
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

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Homes For Sale in Windward
Need a Windward real estate agent?
Bill & Cheryl McCue and their talented team are a top 2% selling team in Sarasota and Manatee County.
- 23 years full-time experience.
- Specializing in assisting buyers, listing & selling.
- Market valuations for Windward owners.
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- Sold over 400+ homes and counting.
Bill & Cheryl McCue
Sarasota Homes Group
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