Momentum Housing Data · Home Values · Orange County

ISLEWORTH Home Values: What Homes Actually Sell For

ISLEWORTH (WINDERMERE, FL): 14 recorded closings in the 12 months ending 2026-08-02, a 14-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
$4,043,750
+1.1% vs prior year · window ending 2026-08-02
Median $/sqft
$733
14 recorded closings
Median days to sell
33
from list to contract-to-close record

In the current window, sellers accepted a median 93.8% of original asking; the median sale took 33 days (window ending 2026-08-02).

The 14-year recorded price history

20122026
YearMedian soldMedian $/sqftMedian DOMSold ÷ original askSales
2026$4,043,750$7333393.8%14
2025$4,000,000$70812089.5%13
2024$3,397,050$6621390.5%15
2023$4,306,250$672296.8%4
2022$3,000,000$5451793.3%21
2021$2,200,000$3716489.5%8
2019$1,750,000$42111992.3%3
2018$2,458,000$45232276.9%10
2017$1,400,000$34217684.0%17
2016$1,886,805$29230077.2%9
2015$1,250,000$29919682.1%11
2014$1,910,000$3716692.5%4
2013$1,175,000$29458257.9%6
2012$1,652,500$26617177.4%4

Over the recorded series, ISLEWORTH’s median sold price moved from $1,652,500 (2012) to $4,043,750 (12 months ending 2026-08-02) — +145% over that span, with every year’s figure from recorded closings, not a model.

The last decade in ISLEWORTH, briefly

The recorded series starts in 2012 at $1,652,500. The 2020–22 run-up did what it did everywhere — ISLEWORTH’s median moved +71% from 2019 to 2022. Against the 2023 peak of $4,306,250, the current median stands at -6%. Annual sales volume here has ranged from 1 to 21 closings a year (10-yr average 10.6). With roughly 10.6 closings a year, ISLEWORTH’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: 97% single-family residence, 3% villa, 1% ?, with a median of 5,930 sq ft and a median price per square foot of $733 in the current window.

Where ISLEWORTH sales actually landed, 2024–2026

Of the 36 recorded ISLEWORTH closings since 2024, half landed between $2,987,500 and $5,050,000 (the middle two quartiles); the lowest recorded sale was $2,200,000 and the highest $11,500,000. 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 $2,600,000
4 (11%)
$2,600,000 – $4,033,333
15 (42%)
$4,033,333 – $5,466,667
10 (28%)
$5,466,667 – $6,900,000
3 (8%)
None and up
4 (11%)

What homes of your size have sold for in ISLEWORTH

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 ($715 vs $693) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
2,848–4,849 sq ft
$715$2,850,000$2,200,000 – $4,287,50012
Mid-size homes
5,372–6,424 sq ft
$658$3,900,000$2,750,000 – $5,250,00012
Larger homes
6,933–11,403 sq ft
$693$6,387,500$3,315,000 – $11,500,00012

At ISLEWORTH’s $4,043,750 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $67,420 a year in property tax before exemptions, or about $66,750 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 ISLEWORTH right now: what the record says

Current asking prices run a median $5,300,000 against the $4,043,750 recorded sold median (+31%) — the gap between what sellers hope and what the record shows. The market is carrying about 9.2 months of supply at the current sales pace. Demand check: 17% of ISLEWORTH’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 2004, 452 ISLEWORTH listings were withdrawn, canceled, or expired without selling (6 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 67% of ISLEWORTH listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 55%. Momentum’s market-heat index for ISLEWORTH reads 65/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 19% of recorded ISLEWORTH sales in the window ending 2026-06 (3 of 16) — a fact worth knowing before assuming every buyer needs an appraisal to close. With asking prices running +31% over the recorded sold median, a ISLEWORTH listing priced against the closed record above stands out against its competition; one priced against the asking crowd joins the statewide list of homes that never sold.

What would YOUR ISLEWORTH 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 ISLEWORTH compares with its neighbors

Communities buyers shopping ISLEWORTH are also weighing (same ZIP), 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
CASABELLA$3,097,500$4121186
KEENES POINTE 46/104$5,506,250$6261086
RESERVE AT LAKE BUTLER SOUND$2,050,000$3951005
KELSO ON LAKE BUTLER$1,865,000$642674

More ISLEWORTH: 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 2004 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