Monroe County property records for 63 addresses on Caroline St, Key West, FL · Last verified August 2026
| Properties | 108 |
|---|---|
| Median Sale Price | $940,000 |
| Deeds and Mortgages on File | 126 |
| Median Price per Sqft | $816 |
| Owner Occupied | 13% |
| Median Annual Tax Bill | $6,739 |
| Median Year Built | 1963 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 3 ba · 2,749 sqft · built 1989 · 0.307 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,350,000Jan 2026 | $43,5192024 | Amount on Record Jun 2021 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Feb 2026 |
5 bd · 4 ba · 3,622 sqft · built 1989 · 0.165 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,199,000Aug 2011 | $35,9412024 | Amount on Record May 2005 | 1 Name on Record | AssessorUpdated Dec 2025 |
4 bd · 4 ba · 3,088 sqft · built 1942 · 0.162 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,100,000Jun 2022 | $33,7982024 | Amount on Record Mar 1995 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 1.5 ba · 2,688 sqft · built 1963 · 0.106 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,100,000Jul 2020 | $22,8832024 | Amount on Record Sep 2018 | 1 Name on Record | Assessor + 4 DocumentsUpdated Apr 2026 |
2 ba · 702 sqft · built 1938 · 0.054 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Nov 2018 | $7,3312022 | Amount on Record Oct 2002 | 1 Name on Record | Assessor + 1 DocumentUpdated Nov 2023 |
4 ba · 2,131 sqft · built 1923 · 0.177 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,575,000Dec 2018 | $18,2532024 | Amount on Record Dec 1986 | 1 Name on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
18 ba · 4,416 sqft · built 1939 · 0.182 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,000,000May 2010 | $23,0052024 | —Jan 1981 | 1 Name on Record | AssessorUpdated Apr 2026 |
0.418 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,500,000Oct 2025 | $21,8352024 | —Jan 2002 | 1 Name on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
2 bd · 1 ba · 1,550 sqft · built 1990 · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,000,000May 2010 | $13,6642024 | 1 Name on Record | AssessorUpdated Apr 2026 |
7,188 sqft · built 1953 · 0.174 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,100,000Apr 2021 | $26,1522024 | Amount on Record Nov 2007 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
3 ba · 2,150 sqft · built 1909 · 0.091 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $940,000Jan 2024 | $13,2132024 | Amount on Record Nov 2001 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
10 bd · 2.5 ba · 8,178 sqft · built 1944 · 0.337 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,500,000Jul 2021 | $51,3762024 | Amount on Record Apr 2011 | 1 Name on Record | Assessor + 6 DocumentsUpdated Apr 2026 |
2.5 ba · 1,476 sqft · built 1928 · 0.026 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jun 2018 | $5,8172024 | Amount on Record Oct 1996 | 1 Name on Record | AssessorUpdated Apr 2026 |
5,971 sqft · built 1929 · 0.418 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,550,000Oct 2010 | $36,6102024 | 1 Name on Record | AssessorUpdated Dec 2025 |
10,578 sqft · built 1929 · 0.521 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $20,599,500Dec 2021 | Amount on Record Jun 2017 | 1 Name on Record | Assessor + 5 DocumentsUpdated Apr 2026 |
1 ba · 4,120 sqft · built 1933 · 0.238 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $20,599,500Dec 2021 | $26,1692024 | Amount on Record Jan 1993 | 1 Name on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 4.5 ba · 6,066 sqft · built 1928 · 0.394 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Jul 1997 | $11,0312025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 ba · 2,088 sqft · built 1938 · 0.074 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —May 2009 | $13,4452024 | Amount on Record Jul 1996 | 1 Name on Record | AssessorUpdated Dec 2025 |
9 bd · 4 ba · 2,998 sqft · built 1938 · 0.129 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,290,000Mar 2019 | $19,8322024 | Amount on Record Oct 1977 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 3.5 ba · 3,453 sqft · built 1943 · 0.128 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,151,200Dec 2017 | $14,8282025 | —Aug 2016 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
5 bd · 5 ba · 6,530 sqft · built 1933 · 0.301 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Dec 2019 | $13,5642025 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
8 bd · 6.5 ba · 3,115 sqft · built 1939 · 0.125 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jun 2019 | $19,6742024 | Amount on Record Oct 2014 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
6,969 sqft · built 1933 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,150,900Aug 2018 | $43,5022024 | Amount on Record Feb 2012 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,712 sqft · built 1918 · 0.094 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $125,000Nov 1983 | $13,8522025 | 2 Names on Record | AssessorUpdated May 2026 |
2 bd · 1.5 ba · 2,127 sqft · built 1923 · 0.076 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $29,500Feb 1973 | $13,8812024 | 2 Names on Record | AssessorUpdated Jul 2026 |
2,312 sqft · built 1933 · 0.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,150,900Aug 2018 | $19,1062024 | Amount on Record Feb 2012 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 3.5 ba · 2,329 sqft · built 1928 · 0.122 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,700,000May 2021 | $24,8912024 | Amount on Record Jul 2016 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
6 units · Built 1933 · 420 sq ft
| Last Sale | Median Tax Bill | Median Sale | ||
|---|---|---|---|---|
| $1,000,000Jun 2024 | $6,4032024 | $730,0006 units |
4 bd · 3 ba · 2,366 sqft · built 1933 · 0.156 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,300,000Oct 2009 | $30,3332024 | Amount on Record Feb 2008 | 1 Name on Record | AssessorUpdated Dec 2025 |
5 bd · 5 ba · 4,284 sqft · built 1947 · 0.106 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,200,000Jul 2016 | $31,6292024 | Amount on Record May 2012 | 1 Name on Record | AssessorUpdated Apr 2026 |
4 bd · 4 ba · 2,432 sqft · built 1953 · 0.14 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,725,000Jul 2014 | $13,9062024 | Amount on Record Nov 2010 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 2 ba · 1,094 sqft · built 1930 · 0.055 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Jul 2019 | $5,4822024 | —Apr 2019 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated Apr 2026 |
5 bd · 3.5 ba · 1,974 sqft · built 1938 · 0.104 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,160,000Jun 2018 | $15,0742024 | —May 2018 | 1 Name on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
3 bd · 5 ba · 2,572 sqft · built 1923 · 0.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $308,000Aug 2011 | $2,3942024 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
2 bd · 1 ba · 765 sqft · built 1948 · 0.04 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Jan 2022 | $6,6322024 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 5 ba · 2,080 sqft · built 1928 · 0.044 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,750,000Aug 2025 | $11,9142024 | Amount on Record Apr 2020 | 1 Name on Record | Assessor + 5 DocumentsUpdated Jul 2026 |
4 bd · 2 ba · 2,156 sqft · built 1975 · 0.054 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $430,000Feb 2001 | $6,1542025 | Amount on Record Dec 1986 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
6 bd · 4 ba · 2,250 sqft · built 1928 · 0.042 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $705,000Mar 2021 | $9,9552025 | Amount on Record Jul 2019 | 1 Name on Record | Assessor + 5 DocumentsUpdated Jun 2026 |
2,135 sqft · built 1933 · 0.056 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Nov 2003 | $6,7392024 | 1 Name on Record | AssessorUpdated Dec 2025 |
12 bd · 14 ba · 5,020 sqft · built 2005 · 0.223 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jun 1998 | $20,3552024 | 1 Name on Record | AssessorUpdated Dec 2025 |
2 bd · 2 ba · 1,024 sqft · built 1935 · 0.061 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,000Apr 2005 | $10,5832024 | 2 Names on Record | AssessorUpdated Dec 2025 |
1 bd · 1,331 sqft · built 1918 · 0.116 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,030,200Aug 2013 | $2,8992025 | Amount on Record Aug 2008 | 1 Name on Record | Assessor + 1 DocumentUpdated Jun 2026 |
3 bd · 2 ba · 1,589 sqft · built 1918 · 0.116 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $289,000May 2001 | $5,2702024 | 1 Name on Record | AssessorUpdated Dec 2025 |
3 units · Built 1918 · 812 sq ft
| Last Sale | Median Tax Bill | Median Sale | ||
|---|---|---|---|---|
| $725,000Jun 2008 | $2,6942024 | —3 units |
3 bd · 3 ba · 1,352 sqft · built 2014 · 0.091 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Apr 2004 | $12,8872024 | 1 Name on Record | Assessor + 1 DocumentUpdated Dec 2025 |
5 bd · 2.5 ba · 2,567 sqft · built 1908 · 0.087 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Apr 2019 | $18,0592024 | Amount on Record Nov 2015 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
7,005 sqft · built 1969 · 0.431 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,000,000Aug 2014 | $25,1882025 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jul 2026 |
3,575 sqft · built 1948 · 0.163 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,800,000Feb 2025 | $9,9992024 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
3,672 sqft · built 1938 · 0.095 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,000Aug 1996 | $8,8952024 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
1 ba · 2,201 sqft · built 1920 · 0.07 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Oct 1993 | $7,1112024 | 1 Name on Record | Assessor + 3 DocumentsUpdated Aug 2026 |
887 sqft · built 1963 · 0.058 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,250,000Oct 2021 | $5,0802024 | Amount on Record Feb 2016 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
1,176 sqft · built 1968 · 0.051 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $295,000Dec 1996 | $4,9882024 | Amount on Record Jul 1988 | 1 Name on Record | AssessorUpdated Apr 2026 |
6,036 sqft · built 1977 · 0.284 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $35,000Nov 2004 | $15,9352024 | 1 Name on Record | AssessorUpdated Apr 2026 |
3 ba · 1,526 sqft · built 2007 · 0.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000Jun 2002 | $5,6092024 | Amount on Record Jan 2002 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
5 ba · 3,984 sqft · built 1949 · 0.072 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,000Nov 1997 | $11,1182024 | —Sep 1997 | 2 Names on Record | AssessorUpdated Apr 2026 |
2,149 sqft · built 1953 · 0.052 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Nov 2008 | $5,8212024 | Amount on Record Aug 2003 | 1 Name on Record | AssessorUpdated Apr 2026 |
2 ba · 1,843 sqft · built 1999 · 0.091 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,2832024 | 1 Name on Record | AssessorUpdated Dec 2025 |
1 ba · 1,870 sqft · built 1955 · 0.064 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,7532024 | 1 Name on Record | AssessorUpdated Dec 2025 |
2,596 sqft · built 1953 · 0.386 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Jul 1994 | $13,7982024 | 1 Name on Record | AssessorUpdated Dec 2025 |
3,714 sqft · built 1943 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,475,000Mar 2024 | $9,4982024 | —Jun 2014 | 1 Name on Record | Assessor + 1 DocumentUpdated Dec 2025 |
built 2003 · 0.011 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2019 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
39 units · Built 2003
| Last Sale | Median Tax Bill | Median Sale | ||
|---|---|---|---|---|
| $1,500,000Sep 2025 | $4,6092024 | $650,00039 units |
2 ba · 51,670 sqft · built 2013 · 1.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $22,600,000Feb 2025 | Amount on Record Jan 2010 | 2 Names on Record | AssessorUpdated 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 |