5092 Isleworth Country Club Dr
Windermere, FL 34786
5 bd 5 ba 6,115 sqft Built 1995 Lot 40,511 sqft single_family
Most recent sale
$2,984,000
Mar 13, 2015
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Dec 17, 2024 | Sold | $4,000,000 | StellarMLS |
| Nov 9, 2024 | Price changed | $4,000,000 | StellarMLS |
| Sep 3, 2024 | Price changed | $4,450,000 | StellarMLS |
| Jul 11, 2024 | Price changed | $4,250,000 | StellarMLS |
| Mar 14, 2024 | Price changed | $4,495,000 | StellarMLS |
| Jan 5, 2024 | Listed | $5,000,000 | StellarMLS |
| Apr 16, 2023 | Listing removed | $4,500,000 | StellarMLS |
| May 12, 2022 | Listed | $4,500,000 | MLS #O6024918 |
| Mar 13, 2015 | Sold | $2,984,000 | MLS #O5188832 |
| Nov 14, 2014 | Price changed | $2,984,000 | MLS #O5188832 |
| Jun 12, 2014 | Price changed | $2,989,000 | MLS #O5188832 |
| Oct 14, 2013 | Listed | $3,150,000 | MLS #O5188832 |
| Jul 9, 2013 | Listing removed | $3,200,000 | StellarMLS |
| May 21, 2013 | Price changed | $3,200,000 | MLS #O5025686 |
| Jan 20, 2011 | Listed | $4,700,000 | MLS #O5025686 |
| Oct 29, 2003 | Sold | $2,700,000 | Public Record |
| Jan 27, 2000 | Sold | $2,050,000 | Public Record |
| Sep 20, 1997 | Sold | $1,650,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $2,227,020 | $1,200,000 | $3,427,020 | $55,901 |
| 2024 | $2,227,020 | $1,200,000 | $3,427,020 | $41,765 |
| 2021 | $1,629,954 | $720,000 | $2,349,954 | $37,458 |
| 2020 | $1,644,113 | $720,000 | $2,364,113 | $36,466 |
| 2019 | $1,658,272 | $720,000 | $2,378,272 | $38,821 |
| 2018 | $1,617,671 | $760,000 | $2,377,671 | $39,291 |
| 2017 | $1,578,049 | $760,000 | $2,338,049 | $39,053 |
| 2016 | $1,533,513 | $760,000 | $2,293,513 | $39,100 |
| 2015 | $1,501,925 | $760,000 | $2,261,925 | $39,520 |
| 2014 | — | — | $2,244,108 | $39,872 |
| 2013 | — | — | $2,210,944 | $39,089 |
| 2012 | — | — | $2,258,450 | $40,237 |
| 2011 | — | — | $2,626,692 | $47,065 |
| 2010 | — | — | $2,639,700 | $46,084 |
| 2009 | — | — | $2,663,281 | $45,917 |
| 2008 | — | — | $2,660,620 | $44,484 |
Property facts
Year built
1995
Property type
single_family
Stories
2
Beds
5
Baths
5
Living area
6,115 sqft
Lot size
40,511 sqft
ZIP code
34786
City
Windermere
Street
Isleworth Country Club Dr
Coordinates
28.48844, -81.51991
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsFrequently asked questions
When did 5092 Isleworth Country Club Dr last sell?
5092 Isleworth Country Club Dr most recently sold on Mar 13, 2015 for $2,984,000.
What is the current tax assessment for 5092 Isleworth Country Club Dr?
The most recent total assessment for 5092 Isleworth Country Club Dr (year 2025) is $3,427,020 with $55,901 in property tax.
How does 5092 Isleworth Country Club Dr's assessment compare to its last sale price?
The current assessment is 14.8% above the last sale price of $2,984,000.
When was 5092 Isleworth Country Club Dr built?
5092 Isleworth Country Club Dr was built in 1995.
How does 5092 Isleworth Country Club Dr compare to others on Isleworth Country Club Dr?
We track 8 other properties on Isleworth Country Club Dr. Browse the list under "Other properties on Isleworth Country Club Dr" to compare beds, baths, and sale history.
What are the property facts for 5092 Isleworth Country Club Dr?
5092 Isleworth Country Club Dr is a 5 bed, 5 bath, 6,115 sqft, 40,511 sqft lot single_family.
Is 5092 Isleworth Country Club Dr a flip candidate?
No — 5092 Isleworth Country Club Dr does not appear in our flips dataset.
Is 5092 Isleworth Country Club Dr a tax-appeal candidate?
No — 5092 Isleworth Country Club Dr is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
-0.7%
Implied 1-yr
-2.6%
2026 Q3
$1.55M
2026 Q4
$1.54M