Monroe County property records for 55 addresses on Windsor Ln, Key West, FL · Last verified August 2026
| Properties | 60 |
|---|---|
| Median Sale Price | $900,000 |
| Deeds and Mortgages on File | 79 |
| Median Price per Sqft | $833 |
| Owner Occupied | 43% |
| Median Annual Tax Bill | $7,575 |
| Median Year Built | 1938 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
1 bd · 1 ba · 808 sqft · 0.021 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $525,000Nov 2021 | $4,4472022 | Amount on Record Jun 2021 | 2 Names on Record | AssessorUpdated Nov 2023 |
2 bd · 1 ba · 1,302 sqft · 0.053 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 2020 | $8,3132024 | 1 Name on Record | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 1 ba · 861 sqft · 0.046 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,268,500Aug 2024 | $4,0922024 | —Apr 2007 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 units · Built 1933 · 487 sq ft
| Last Sale | Median Tax Bill | Median Sale | ||
|---|---|---|---|---|
| $392,800Jun 2016 | $4,3442024 | —3 units |
4 bd · 5 ba · 2,075 sqft · 0.152 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $392,800Jun 2016 | $14,2912024 | —Mar 2009 | 1 Name on Record | AssessorUpdated Dec 2025 |
4 bd · 4.5 ba · 2,936 sqft · 0.127 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,000,000Jul 2016 | $17,0312024 | Amount on Record May 2011 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 3 ba · 1,488 sqft · 0.038 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,132,000Oct 2021 | $10,2252024 | Amount on Record Feb 2011 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 4 ba · 2,714 sqft · 0.091 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,800,000Jan 2011 | $25,0052024 | Amount on Record Apr 2007 | 2 Names on Record | AssessorUpdated Dec 2025 |
2 bd · 2 ba · 640 sqft · 0.028 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $685,000Apr 2022 | $6,7352024 | —Oct 2002 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
0.02 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4252024 | 2 Names on Record | Assessor + 1 DocumentUpdated Dec 2025 |
1 bd · 1 ba · 504 sqft · 0.024 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000May 2022 | $6,7582024 | Amount on Record Sep 2008 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 1 ba · 1,053 sqft · 0.062 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $700,000Aug 2018 | $14,8182024 | 1 Name on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
2 bd · 1 ba · 930 sqft · 0.055 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Jan 2010 | $8,3922025 | —Oct 2002 | 2 Names on Record | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,550 sqft · 0.067 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Feb 2013 | $10,9012024 | —Oct 2002 | 1 Name on Record | AssessorUpdated Apr 2026 |
4 bd · 4 ba · 1,782 sqft · 0.047 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jun 2019 | $7,3432024 | Amount on Record Nov 2011 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
1 bd · 1 ba · 591 sqft · 0.032 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $467,125Jul 2014 | $4,2762024 | Amount on Record Sep 2011 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
1 bd · 1 ba · 903 sqft · 0.036 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000Jan 2020 | $7,0722024 | —Nov 2012 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
1 bd · 1 ba · 460 sqft · 0.028 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $585,000Jul 2021 | $6,3432024 | Amount on Record Dec 2015 | 2 Names on Record | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 1 ba · 1,036 sqft · 0.101 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,3142024 | —Oct 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
4 bd · 3.5 ba · 1,840 sqft · 0.049 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $725,000Oct 2020 | $3,2532025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 1,032 sqft · 0.046 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $860,000Jun 2023 | $8,8292024 | —Oct 2002 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
2 bd · 1 ba · 654 sqft · 0.031 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Jan 2011 | $5,6782024 | 2 Names on Record | AssessorUpdated Apr 2026 |
2 bd · 1 ba · 723 sqft · 0.068 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $865,000Mar 2026 | $10,3612024 | Amount on Record Feb 1974 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2 bd · 2 ba · 972 sqft · 0.033 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $765,000Aug 2021 | $8,1192024 | Amount on Record Jun 2017 | 2 Names on Record | Assessor + 4 DocumentsUpdated Apr 2026 |
2 bd · 2 ba · 684 sqft · 0.035 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,450,000Nov 2024 | $7,9932024 | Amount on Record Feb 2020 | 2 Names on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 3 ba · 1,328 sqft · 0.065 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $900,000Feb 2007 | $4,6802024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 3 ba · 1,331 sqft · 0.058 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $900,000Aug 2018 | $10,9592025 | Amount on Record Nov 2001 | 1 Name on Record | Assessor + 1 DocumentUpdated Jul 2026 |
6 bd · 6 ba · 5,726 sqft · 0.301 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 2023 | $47,0022024 | Amount on Record Jun 2016 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
4 bd · 3.5 ba · 3,092 sqft · 0.208 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,400,000Apr 2018 | $18,8332024 | —May 2008 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 1 ba · 1,892 sqft · 0.134 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,500,000Jun 2018 | $16,8092024 | Amount on Record Jun 2017 | 2 Names on Record | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 1 ba · 1,362 sqft · 0.091 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $900,000Jul 2021 | $5,1552024 | Amount on Record Apr 2005 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
2 bd · 2 ba · 753 sqft · 0.045 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $380,000Mar 2013 | $6,7962024 | 1 Name on Record | AssessorUpdated Dec 2025 |
2 bd · 3 ba · 1,208 sqft · 0.079 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2010 | $2,8532024 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
1 bd · 1 ba · 808 sqft · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Feb 1998 | $7,5752024 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 1 ba · 1,040 sqft · 0.079 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,9142024 | —Jul 2004 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
6 bd · 2 ba · 2,314 sqft · 0.078 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,350,000Jan 2024 | $11,7552024 | Amount on Record Aug 2018 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 3 ba · 2,123 sqft · 0.117 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $39,300Oct 2001 | $6,1812024 | Amount on Record Dec 1995 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 1 ba · 1,273 sqft · 0.091 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $955,000Oct 2020 | $11,5742025 | Amount on Record Nov 2012 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
1 bd · 1 ba · 1,038 sqft · 0.083 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Feb 1998 | $9,4132024 | 2 Names on Record | AssessorUpdated Dec 2025 |
2 bd · 2 ba · 1,062 sqft · 0.056 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,225,000Dec 2024 | $6,1412024 | Amount on Record Jun 2021 | 3 Names on Record | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 3 ba · 1,541 sqft · 0.42 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,250,000Oct 2019 | $15,2292024 | —Jul 2013 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 3 ba · 1,541 sqft · 0.42 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,250,000Jul 2013 | $15,2292024 | Amount on Record Mar 2012 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 2 ba · 1,238 sqft · 0.065 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,000Dec 2011 | $10,1002024 | —Dec 2015 | 2 Names on Record | Assessor + 1 DocumentUpdated Dec 2025 |
1 bd · 1 ba · 594 sqft · 0.051 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $704,500May 2017 | $5,7012025 | Amount on Record Dec 2002 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
3 bd · 3 ba · 1,541 sqft · 0.42 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,625,000Jan 2017 | $16,5632024 | Amount on Record Mar 2016 | 1 Name on Record | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 3 ba · 1,541 sqft · 0.42 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $640,000Mar 2011 | $15,2292024 | 2 Names on Record | Assessor + 1 DocumentUpdated Dec 2025 |
0.081 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,600,000Dec 2018 | $6,9732024 | 1 Name on Record | Assessor + 4 DocumentsUpdated Aug 2026 |
6 bd · 6 ba · 3,360 sqft · 0.126 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,250,000Feb 2024 | $27,4222025 | Amount on Record Aug 2020 | 1 Name on Record | Assessor + 2 DocumentsUpdated Jun 2026 |
10 ba · 15,576 sqft · 1.25 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,5172024 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
4 bd · 1 ba · 1,758 sqft · 0.126 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $989,000Feb 2018 | $12,5782024 | —Jul 2004 | 1 Name on Record | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 2.5 ba · 1,280 sqft · 0.126 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2017 | $13,3412024 | Amount on Record Dec 1994 | 1 Name on Record | Assessor + 1 DocumentUpdated Aug 2026 |
4 units · Built 1963 · 884 sq ft
| Last Sale | Median Tax Bill | Median Sale | ||
|---|---|---|---|---|
| $920,000Mar 2022 | $7,1792024 | $920,0004 units |
3 bd · 3 ba · 2,024 sqft · 0.246 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Aug 1986 | $1,8002024 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,601 sqft · 0.125 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Jan 2014 | $6,8922024 | Amount on Record May 1998 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
5 bd · 5.5 ba · 3,489 sqft · 0.126 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,350,000Apr 2020 | $24,1772024 | Amount on Record May 2015 | 1 Name on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Not rated no burnable land in reach |
|---|---|
| Wildfire Likelihood | Negligible |
| Exposure | None beyond ember reach of burnable land |