Home › Windermere, FL › Neighborhoods › Windsor Hill
Own Luxury Homes®
Windsor Hill, Windermere: Half-Acre Lots at the Market's Middle
With 109 homes on lots of about half an acre, counting the newer Windsor Hill Reserve, Windsor Hill, Windermere, has a 2026 median county value, $974,860, that sits almost exactly at Windermere's median outside Horizon West.
Local real estate expertise for fine homes and luxury properties.
Where every client is treated like a million-dollar client.
Buying or Selling in Windsor Hill
Windsor Hill homes for sale offer half-acre lots and pool homes without lake frontage. Age and updates explain most differences, and Windsor Hill's own sales anchor any price we suggest. Nearby, Windermere Downs and Balmoral are useful comparisons.
Windsor Hill and Windsor Hill Reserve
The main plat's 95 homes have a median build year of 1999, median lot of 0.52 acres and median living area of 3,652 square feet. Windsor Hill Reserve's 14 homes have a median build year of 2008, lots of 0.87 acres and about 5,000 square feet. County maps show no homes in either touching a sizable lake. Pools are nearly universal: 101 of 109 homes.
How We Compare Windsor Hill Homes
We separate the Reserve from the main plat, then compare by age, size and updates. For main-plat homes, roof and system dates matter most; for the Reserve, size and lot. Association documents are reviewed early.
Windsor Hill Ownership Costs
No Windsor Hill lot touches a FEMA special flood hazard area, which keeps flood questions simple here. Taxes are the bigger line: at the 2025 millage of 16.3894, a buyer's yearly tax before exemptions is roughly $13,500 to $19,500 for the middle half of homes, and 97 of the 109 current owners carry homestead exemptions. For schools, look the address up in Find My School.
Selling in Windsor Hill
Because your home sits near the market's middle, buyers will compare it with a wide range of Windermere options. We price from Windsor Hill sales first, show you how nearby communities compare, and present your home's updates clearly.
See also Butler Ridge and the Windermere neighborhood comparison.
The Own Luxury Homes® Perspective
Windsor Hill is a benchmark for what Windermere's median buys.
Windsor Hill's 2026 median county value, $974,860, is within about $8,000 of the $983,220 median for all Windermere-address homes outside Horizon West. Its typical home, built around 1999 on half an acre with a pool and no frontage, is close to what the median buys here.
If you're testing whether a Windermere budget is realistic, Windsor Hill is a useful reference point. Homes above it usually add frontage, land or newer construction; homes below it usually give one of those up.
Windsor Hill Questions
What is Windsor Hill Reserve?
A 14-home plat built from 2006 to 2015 on larger lots, with a higher median county value than the main Windsor Hill plat.
Are Windsor Hill homes on a lake?
County maps show none touching a lake of 10 acres or more.
How large are Windsor Hill lots?
The median is 0.53 acres across both plats; the Reserve's median is 0.87.
A Private, More Intentional Beginning
Tell us about your decision
Tell us what you are buying or selling, where, the approximate price range, your timing, and what matters most.
Speak with a local real estate professional.
Discuss your goals, the property, the market, and the questions that will help you decide how to proceed.
Choose your next step.
Take the time you need. There is no obligation to move forward.
Sources:
Orange County GIS, parcel data (2026 tax roll); Orange County GIS, recorded subdivision plats; Orange County GIS, hydrology (lakes); Orange County Property Appraiser, 2025 final millage rates; Orange County GIS, FEMA flood zones; Orange County Public Schools, Find My School. Checked October 2026.
Figures: homes with a Windermere site address outside the Horizon West planning boundary, from Orange County parcel data; values are county just values on the 2026 tax roll, not sale prices; medians. Tax estimates multiply each home's 2026 county just value by the 2025 final millage for its tax district, before exemptions and non-ad valorem assessments, and are rounded. Flood counts are homes with at least 1% of the lot in a FEMA special flood hazard area (zones A, AE or AH) on the county's FEMA layer.
Reviewed by Ryan Brown, Licensed Real Estate Broker and CEO, Own Luxury Homes®