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Windward is a gated Neal Communities village in Lakewood Ranch with villas and single-family homes. We're Eric and Traci Bolen of Sand + Sea Homes with eXp Realty, a husband-and-wife team, and we'd love to help you buy or sell here.
Home types. Attached villas and single-family homes, 1,433 to 2,907 square feet; about 780 homes planned.
Gated? Yes.
Amenities. Clubhouse, pool, tennis and pickleball, dog park and tot lot.
Market
Price Range
We don't have reliable neighborhood-level market data to publish for Windward yet, so we don't quote a median here. Ask us for recent sales of homes with a similar plan, size and location.
Lakewood Ranch spans Manatee and Sarasota counties and many neighborhoods carry CDD or stewardship district assessments, so we check these details with you line by line:
Tax bill and assessments. Ask for the latest property tax bill and check for CDD, stewardship district or other special assessments. Florida taxes also reset after a sale.
Association documents. Review the HOA budget, reserves, what the dues cover, and the leasing, pet and architectural rules before your inspection period ends. Condos and some neighborhoods have an extra association.
Insurance and flood zone. Get insurance quotes, and flood quotes where needed, before you're under contract. Flood zones are assigned home by home. Our post on whether Florida home insurance rates are coming down explains the current picture.
Zoned public schools for Windward, from Sarasota County Schools' School Zone Locator (checked Oct 20, 2026 using addresses inside the neighborhood):
Elementary: Tatum Ridge Elementary School
Middle: McIntosh Middle School
High: Booker High School
Sarasota County choice options include Pine View School in Osprey, the district's gifted magnet for grades 2-12 (eligibility testing required), and Booker Middle School's audition-based Visual and Performing Arts magnet. School boundaries change, so always confirm the assigned schools for a specific address with Sarasota County Schools before you buy.
Windward is one of the neighborhoods on our Lakewood Ranch list. Head back to our Lakewood Ranch homes and living guide for the big picture, or explore more of Lakewood Ranch:
Clubhouse, pool, tennis and pickleball, dog park and tot lot.
What kinds of homes are in Windward?
Attached villas and single-family homes, 1,433 to 2,907 square feet; about 780 homes planned.
What should I check before buying in Windward?
Ask for the latest property tax bill to see any CDD or stewardship district assessment, review the HOA budget and rules, and get insurance quotes before your inspection period ends.
How can I see homes for sale in Windward?
Use the search button on this page, or call or text Eric and Traci at (941) 352-2121 to set up showings.
Which schools are zoned for Windward?
Based on Sarasota County Schools' School Zone Locator (checked Oct 20, 2026), Windward is zoned for Tatum Ridge Elementary School, McIntosh Middle School and Booker High School. Boundaries change, so confirm the schools for a specific address with Sarasota County Schools.
