Momentum Housing Data · Home Values · Orange County

WINDERMERE ISLE Home Values: What Homes Actually Sell For

WINDERMERE ISLE (WINDERMERE, FL): 8 recorded closings in the 12 months ending 2026-08-02, a 6-year price record, and sales split by price band and home size — every number from recorded MLS closings, none from an estimate model.

Median sold price
$1,000,000
+16.1% vs prior year · window ending 2026-08-02
Median $/sqft
$282
8 recorded closings
Median days to sell
29
from list to contract-to-close record

In the current window, sellers accepted a median 95.6% of original asking; the median sale took 29 days (window ending 2026-08-02).

The 6-year recorded price history

20182026
YearMedian soldMedian $/sqftMedian DOMSold ÷ original askSales
2026$1,000,000$2822995.6%8
2025$861,000$2955296.0%6
2024$725,000$2852995.9%5
2023$800,000$292799.5%5
2019$469,500$1439395.7%18
2018$467,200$1568295.2%14

Over the recorded series, WINDERMERE ISLE’s median sold price moved from $467,200 (2018) to $1,000,000 (12 months ending 2026-08-02) — +114% over that span, with every year’s figure from recorded closings, not a model.

The last decade in WINDERMERE ISLE, briefly

The recorded series starts in 2018 at $467,200. Annual sales volume here has ranged from 0 to 18 closings a year (10-yr average 5.9). With roughly 5.9 closings a year, WINDERMERE ISLE’s medians move in steps, not curves — a handful of unusual sales can swing a year, which is why the sales count sits next to every figure above.

What actually trades here: 96% single-family residence, 4% ?, with a median of 3,677 sq ft and a median price per square foot of $282 in the current window.

Where WINDERMERE ISLE sales actually landed, 2024–2026

Of the 18 recorded WINDERMERE ISLE closings since 2024, half landed between $692,475 and $1,147,500 (the middle two quartiles); the lowest recorded sale was $650,000 and the highest $1,200,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.

Sold price bandShare of closingsSales
Under $650,000
0 (0%)
$650,000 – $816,667
8 (44%)
$816,667 – $983,333
4 (22%)
$983,333 – $1,150,000
1 (6%)
None and up
5 (28%)

What homes of your size have sold for in WINDERMERE ISLE

The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Smaller homes here have been selling at a higher price per square foot than larger ones ($305 vs $278) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
2,219–2,224 sq ft
$305$677,500$650,000 – $699,9006
Mid-size homes
2,968–3,465 sq ft
$283$885,000$780,000 – $979,0006
Larger homes
4,061–4,202 sq ft
$278$1,150,000$1,140,000 – $1,200,0006

What is on the market in WINDERMERE ISLE right now

From the live MLS feed as of 2026-09-03: 5 active listings (plus 3 pending) asking from $879,000 to $1,396,000, median $1,030,000; 3 of 5 have been on the market over 60 days (median 143 days so far); the homes listed or recently sold were built between 2017 and 2019 (median 2019); 16 of 16 listed or recently sold homes report an HOA, median $268/mo; none of the 16 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 104 ft); the features listings here most often name are Pool, Playground, Park and Deed Restrictions. For a seller this is the competition a buyer will tour alongside your home; for a buyer, the stale share is where negotiating room usually is. See the current WINDERMERE ISLE listings →

At WINDERMERE ISLE’s $1,000,000 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $16,670 a year in property tax before exemptions, or about $16,000 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Orange County tax page.

Selling in WINDERMERE ISLE right now: what the record says

Current asking prices run a median $1,065,000 against the $1,000,000 recorded sold median (+6%) — the gap between what sellers hope and what the record shows. The market is carrying about 8 months of supply at the current sales pace. Demand check: 0% of WINDERMERE ISLE’s listings are under contract, against 26% for ZIP 34786 and 26% for Orange County as a whole — the community is currently absorbing slower than its surroundings, which is negotiating information. Since 2019, 23 WINDERMERE ISLE listings were withdrawn, canceled, or expired without selling (3 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 33% of WINDERMERE ISLE listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 43%. Momentum’s market-heat index for WINDERMERE ISLE reads 49/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 44% of recorded WINDERMERE ISLE sales in the window ending 2026-06 (4 of 9) — a fact worth knowing before assuming every buyer needs an appraisal to close. Asking and recorded sold prices are within a few percent of each other here, so the table above is close to what a WINDERMERE ISLE buyer will actually pay; the spread on any single home comes down to size, condition and timing.

What would YOUR WINDERMERE ISLE home sell for?

We don’t publish algorithm guesses for specific homes — they can’t see condition, upgrades, or your lot. A local agent will prepare a records-based valuation from the same closed-sale data on this page, adjusted for your home. Free, no obligation.

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How WINDERMERE ISLE compares with its neighbors

Communities buyers shopping WINDERMERE ISLE are also weighing (nearest by map distance), each on its own recorded 12-month closings. A median well above the neighbors is a ceiling to price against; well below is where the value argument lives.

CommunityMedian soldMedian $/sqftMedian DOMSales
LEGADO$439,990$262226
LAKE HANCOCK PRESERVE$569,000$259723
LAKES/WINDERMERE-PEACHTREE$560,000$2871635
Ravenna Winter Garden$395,000$207803

More WINDERMERE ISLE: full community guide & homes for sale · choosing an agent here · should you sell now (statewide data) · what selling costs · cash offer vs. listing

Based on Stellar MLS data distributed by MLS GRID for the period 2017 through 2026. Compiled from recorded MLS closings; deemed reliable but not guaranteed. Figures are medians for the stated windows and change as new sales record; individual homes vary widely. No automated valuation for any specific property appears on this page. Equal Housing Opportunity. © 2026 Move With Momentum LLC — brokerage licensed in FL and GA. Disclosures