5139 Isleworth Country Club Dr
Windermere, FL 34786
6 bd 9 ba 13,973 sqft Built 2002 Lot 83,635 sqft single_family
Most recent sale
$395,000
Mar 29, 1999
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jun 28, 2023 | Sold | $6,400,000 | StellarMLS |
| Mar 17, 2023 | Listed | $7,500,000 | StellarMLS |
| Feb 5, 2023 | Listing removed | $7,900,000 | StellarMLS |
| Sep 14, 2022 | Price changed | $7,900,000 | MLS #O6026101 |
| May 19, 2022 | Listed | $8,900,000 | MLS #O6026101 |
| Mar 29, 1999 | Sold | $395,000 | Public Record |
| Aug 14, 1997 | Sold | $375,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $4,421,970 | $1,500,000 | $5,921,970 | $97,857 |
| 2024 | $4,421,970 | $1,500,000 | $5,921,970 | $90,824 |
| 2021 | $4,499,717 | $940,000 | $5,439,717 | $87,467 |
| 2020 | $4,536,096 | $940,000 | $5,476,096 | $85,202 |
| 2019 | $4,572,474 | $940,000 | $5,512,474 | $90,761 |
| 2018 | — | — | $5,422,379 | $90,376 |
| 2017 | — | — | $5,310,851 | $89,484 |
| 2016 | $4,211,617 | $990,000 | $5,201,617 | $89,470 |
| 2015 | $4,203,869 | $990,000 | $5,193,869 | $91,566 |
| 2014 | — | — | $5,180,265 | $92,865 |
| 2013 | — | — | $5,115,722 | $91,270 |
| 2012 | — | — | $5,252,212 | $94,411 |
| 2011 | — | — | $6,163,446 | $111,285 |
| 2010 | — | — | $6,337,885 | $111,512 |
| 2009 | — | — | $7,087,613 | $123,167 |
| 2008 | — | — | $7,080,532 | $119,337 |
| 2007 | — | — | $6,874,303 | $115,782 |
Property facts
Year built
2002
Property type
single_family
Stories
2
Beds
6
Baths
9
Living area
13,973 sqft
Lot size
83,635 sqft
ZIP code
34786
City
Windermere
Street
Isleworth Country Club Dr
Coordinates
28.48574, -81.52022
Comparable properties nearby
Frequently asked questions
When did 5139 Isleworth Country Club Dr last sell?
5139 Isleworth Country Club Dr most recently sold on Mar 29, 1999 for $395,000.
What is the current tax assessment for 5139 Isleworth Country Club Dr?
The most recent total assessment for 5139 Isleworth Country Club Dr (year 2025) is $5,921,970 with $97,857 in property tax.
How does 5139 Isleworth Country Club Dr's assessment compare to its last sale price?
The current assessment is 1,399.2% above the last sale price of $395,000.
When was 5139 Isleworth Country Club Dr built?
5139 Isleworth Country Club Dr was built in 2002.
How does 5139 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 5139 Isleworth Country Club Dr?
5139 Isleworth Country Club Dr is a 6 bed, 9 bath, 13,973 sqft, 83,635 sqft lot single_family.
Is 5139 Isleworth Country Club Dr a flip candidate?
No — 5139 Isleworth Country Club Dr does not appear in our flips dataset.
Is 5139 Isleworth Country Club Dr a tax-appeal candidate?
No — 5139 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