Monroe County property records for 23 addresses on Jolly Roger Dr, Cudjoe Key, FL · Last verified September 2026
| Properties | 23 |
|---|---|
| Median Sale Price | $1,100,000 |
| Deeds and Mortgages on File | 26 |
| Median Price per Sqft | $736 |
| Owner Occupied | 43% |
| Median Annual Tax Bill | $9,188 |
| Median Year Built | 1988 |
| Median Ownership Tenure | 7 years |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
3 bd · 2.5 ba · 2,991 sqft · built 1976 · 0.521 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100May 2019 | $9,0362024 | Amount on File Nov 2013 | 2 Owners on File Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
0.165 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000May 2012 | $3,1272024 | Amount on File Feb 1987 | 2 Owners on File | AssessorUpdated Apr 2026 |
0.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,5692024 | 2 Owners on File | AssessorUpdated Apr 2026 |
2 bd · 2 ba · 1,500 sqft · built 1989 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $528,900Mar 2016 | $3,1382024 | —Dec 2005 | 2 Owners on File Owner Occupied | AssessorUpdated Dec 2025 |
4 bd · 3 ba · 2,668 sqft · built 1978 · 0.165 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $990,000Aug 2020 | $12,6232024 | Amount on File Aug 2004 | 2 Owners on File Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
0.161 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 2010 | $3,0942024 | Amount on File Feb 1973 | Owner on File | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,536 sqft · built 1988 · 0.159 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Sep 2014 | $9,8242024 | Amount on File Aug 2006 | Owner on File | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,872 sqft · built 2010 · 0.238 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Aug 2020 | $8,4352024 | Amount on File Apr 2013 | 2 Owners on File Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 2 ba · 2,154 sqft · built 1982 · 0.241 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,500,000Aug 2026 | $15,3732025 | 2 Owners on File | Assessor + 1 DocumentUpdated Sep 2026 |
3 bd · 3 ba · 1,715 sqft · built 1993 · 0.165 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Aug 2012 | $10,5682024 | 2 Owners on File Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 2 ba · 1,292 sqft · built 1988 · 0.218 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,025,000May 2025 | $13,0182024 | Amount on File Sep 2015 | 2 Owners on File Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2017 | $2,2452024 | Owner on File | Assessor + 1 DocumentUpdated Dec 2025 |
0.109 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2017 | $2,2542024 | Owner on File | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 3 ba · 1,368 sqft · built 1984 · 0.218 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,127,000Mar 2017 | $10,6952024 | —Jan 2012 | 2 Owners on File | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,494 sqft · built 2012 · 0.246 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000Nov 2020 | $12,0182024 | Amount on File Apr 1997 | 2 Owners on File | Assessor + 1 DocumentUpdated Dec 2025 |
4 bd · 2.5 ba · 1,728 sqft · built 2010 · 0.157 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,030,000Nov 2025 | $6,4592024 | Amount on File Oct 2014 | 2 Owners on File Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
4 bd · 3 ba · 1,175 sqft · built 1973 · 0.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 2006 | $9,1882024 | Owner on File | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,288 sqft · built 2019 · 0.147 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,600,000Nov 2024 | $12,0702024 | Amount on File Aug 2023 | Owner on File Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 1 ba · 600 sqft · built 1963 · 0.202 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $598,000Jul 2021 | $6,4742024 | Amount on File Jul 2007 | Owner on File Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,713 sqft · built 1974 · 0.365 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $630,000Oct 2019 | $8,2672025 | Amount on File — | 2 Owners on File | Assessor + 3 DocumentsUpdated Sep 2026 |
2 bd · 2 ba · 1,120 sqft · built 1988 · 0.148 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $870,000Mar 2018 | $9,8802024 | —Jun 2003 | 2 Owners on File | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 2 ba · 2,480 sqft · built 1963 · 0.311 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Aug 2018 | $11,5942024 | Amount on File Dec 1987 | 2 Owners on File | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,767 sqft · built 2020 · 0.155 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,670,000May 2022 | $12,5002024 | Amount on File Jun 2018 | Owner on File Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |