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Estates at Windermere: Late-1990s Homes With an Active Resale Record
Estates at Windermere has 66 homes built mostly in the late 1990s on lots of more than half an acre, with a 2026 median county value of $951,992 and more recent resales than most Windermere communities its size.
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Buying or Selling in Estates at Windermere
Estates at Windermere homes for sale are pool homes from the late 1990s on lots of more than half an acre: 65 of the 66 have pools. Updates and condition set one home apart from another, and the community's recent sales give sellers a firm base. Crescent Lake Estates and Windermere Grande, each about a mile away, are useful comparisons.
The Plats and the Homes
The main Estates at Windermere plat has 57 homes built 1995 to 2009, median $970,930; the First Addition adds 7 homes built 1997 to 2000, assessed a little below the main plat; a two-lot replat completes the community. Lots run from about 0.51 to 0.74 acres for the middle half, and living areas from about 3,000 to 4,100 square feet. On the 2026 tax roll, half the homes sit between $866,515 and $1,056,098, and 57 carry a homestead exemption. County maps show no homes touching a sizable lake.
How Much Recent Evidence There Is
County records show the community's most recent recorded sales by year: six in 2024, four in 2025 and two so far in 2026. For a community of 66 homes, that's an unusually steady record, and it changes how a price is built. Instead of borrowing heavily from other communities, our agents can price most homes here from Estates at Windermere's own sales, adjusted for size, lot and updates, and use nearby communities only to fill specific gaps.
Before You Buy a Late-1990s Home
For homes now about 25 to 30 years old, roof, air-conditioning and pool equipment dates, and any remodeling permits, matter most. We compare a home with recent sales in similar condition and help you get insurance quotes early.
Taxes and Flood Risk at Estates at Windermere
The community falls in the 16.1366-mill district for 2025. On 2026 county just values, a buyer's property tax before exemptions comes to roughly $14,000 to $17,000 a year for the middle half of homes. No lot touches a FEMA special flood hazard area. With 57 of 66 homes homesteaded, expect the seller's bill to understate yours. Schools are listed by address in Find My School.
What Recent Sales Mean for Sellers
Recent resales give you and buyers a clear picture of value. We show you those sales, where your home's size, lot and updates put it among them, and how to present the work you've done.
See also Butler Bay, Windsor Hill and the Windermere neighborhood comparison.
The Own Luxury Homes® Perspective
Estates at Windermere's active resale record makes pricing more reliable.
Small Windermere communities often go long stretches without a sale, which leaves buyers and sellers guessing. Estates at Windermere is an exception: about 18% of its 66 homes show a most recent recorded sale in 2024 or later, against about 12% across Windermere outside Horizon West.
In Estates at Windermere, recent sales from inside the community can carry most of the pricing. Ask for them first, and be skeptical of any estimate that leans on other communities when the community's own sales are this recent.
Estates at Windermere Questions
When were homes in Estates at Windermere built?
From 1995 to 2009, with a median build year of 1998.
How large are the lots?
The median lot is 0.59 acres, and most fall between about half an acre and three-quarters of an acre.
Do most homes have pools?
Yes: 65 of the 66 homes.
How many homes have sold recently?
County records show 12 with a most recent recorded sale from 2024 through 2026.
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®