Collier County property records for 59 addresses on Cheshire Way, Naples, FL · Last verified October 2026
| Properties | 59 |
|---|---|
| Median Sale Price | $1,900,000 |
| Deeds and Mortgages on File | 78 |
| Median Price per Sqft | $454 |
| Owner Occupied | 83% |
| Median Annual Tax Bill | $15,270 |
| Median Year Built | 2000 |
| Median Ownership Tenure | 8 years |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
3,897 sqft · built 1997 · 0.38 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,525,000Aug 2025 | $19,7402025 | Amount on Record Oct 2021 | 2 Owners on Record | Assessor + 3 DocumentsUpdated Sep 2026 |
4,260 sqft · built 2004 · 0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,417,000Dec 2012 | $13,2952025 | Amount on Record Jun 2002 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
4,991 sqft · built 1997 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,400,000Feb 2021 | $22,6672025 | Amount on Record Aug 2001 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
4,348 sqft · built 2023 · 0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,350,000Feb 2024 | $31,3562025 | Amount on Record Nov 2022 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Sep 2026 |
3,770 sqft · built 1995 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,295,000Apr 2017 | $9,1642025 | Amount on Record Jan 2014 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,787 sqft · built 1997 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $935,000May 2001 | $9,0332025 | Amount on Record Oct 1997 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,654 sqft · built 1999 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $215,000Apr 1998 | $6,7582025 | —Jun 1999 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
4,264 sqft · built 1995 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $990,000Jun 2020 | $17,7902025 | Amount on Record Aug 2015 | Owner on Record | Assessor + 1 DocumentUpdated Sep 2026 |
4,374 sqft · built 2000 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000May 1999 | $11,1792025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,362 sqft · built 1998 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Jun 2020 | $17,9442025 | Amount on Record Jan 1996 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
5,066 sqft · built 2001 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,680,000Dec 2015 | $25,8622025 | Amount on Record Apr 2014 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,475 sqft · built 1996 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $710,000Mar 2011 | $14,4612025 | Amount on Record Apr 1996 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,886 sqft · built 1995 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $850,000Mar 2014 | $9,2382025 | Amount on Record Oct 1997 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
4,070 sqft · built 1996 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Oct 1995 | $8,7662025 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
4,366 sqft · built 1998 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $995,000Jun 2012 | $10,7442025 | —May 2004 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,889 sqft · built 2000 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Apr 1998 | $12,4732025 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,904 sqft · built 1998 · 0.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,850,000Sep 2024 | $23,3702025 | Amount on Record Oct 2020 | 2 Owners on Record Owner Occupied | Assessor + 7 DocumentsUpdated Sep 2026 |
3,732 sqft · built 2000 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $950,000Mar 2020 | $9,6572025 | Amount on Record Apr 2002 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,373 sqft · built 2007 · 0.539 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,560,000Jul 2015 | $11,6472025 | Amount on Record May 2014 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,712 sqft · built 1997 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,550,000Nov 2025 | $6,5322025 | Amount on Record Mar 2017 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
3,766 sqft · built 2012 · 0.45 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,625,000Dec 2018 | $16,2392025 | Amount on Record Jun 2010 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
3,842 sqft · built 2002 · 0.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $970,000Aug 2014 | $10,4792025 | Amount on Record Jul 2001 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,915 sqft · built 1996 · 0.439 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,000,000Aug 2021 | $23,3092025 | Amount on Record Jan 1994 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,960 sqft · built 2000 · 0.369 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $950,400Jun 2000 | $9,4302025 | Amount on Record Apr 1999 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
4,465 sqft · built 1996 · 0.469 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,350,000Sep 2023 | $19,4972025 | Amount on Record May 2016 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,110 sqft · built 1996 · 0.36 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Jan 1996 | $16,1172025 | Owner on Record | Assessor + 1 DocumentUpdated Sep 2026 |
4,477 sqft · built 2018 · 0.43 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $475,000Jul 2016 | $23,3202025 | Amount on Record May 2016 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,885 sqft · built 2000 · 0.36 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Dec 1998 | $15,8132025 | —Dec 1998 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
3,911 sqft · built 1999 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,750,000May 2024 | $15,8402025 | Amount on Record Mar 1999 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,982 sqft · built 1999 · 0.36 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Apr 1999 | $9,1902025 | —Apr 1999 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
4,019 sqft · built 2000 · 0.38 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,825,000Oct 2021 | $17,1092025 | Amount on Record May 2003 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
3,947 sqft · built 2008 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,275,000Sep 2018 | $11,7332025 | Amount on Record Feb 2011 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,441 sqft · built 2002 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $840,000Aug 2013 | $8,7922025 | Amount on Record Aug 2001 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,144 sqft · built 2003 · 0.46 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,695,000Apr 2019 | $23,3672025 | Amount on Record May 1999 | Owner on Record | Assessor + 1 DocumentUpdated Sep 2026 |
3,151 sqft · built 1995 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $850,000Jul 2004 | $7,5992025 | Amount on Record Aug 1994 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
4,574 sqft · built 2000 · 0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,375,000Nov 2021 | $25,5262025 | Amount on Record Jun 2018 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
3,998 sqft · built 2005 · 0.46 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,295,000Aug 2023 | $24,6072025 | Amount on Record Mar 2002 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,220 sqft · built 2003 · 0.43 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Mar 2001 | $11,2202025 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,928 sqft · built 2006 · 0.43 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,300,000Apr 2020 | $18,7222025 | Amount on Record May 2015 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,521 sqft · built 2024 · 0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Jul 2021 | $25,6302025 | Amount on Record Nov 2002 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,369 sqft · built 2023 · 0.369 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Sep 2021 | $25,7222025 | Amount on Record May 1998 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,578 sqft · built 1993 · 0.439 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,900,000Jun 2021 | $23,4912025 | Amount on Record Jun 2018 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
4,087 sqft · built 2003 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2001 | $12,2892025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,186 sqft · built 2015 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000Mar 2012 | $12,6262025 | Amount on Record May 2001 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,152 sqft · built 1998 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $870,000Nov 2018 | $10,3262025 | Amount on Record Dec 1997 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Sep 2026 |
4,235 sqft · built 1995 · 0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,650,000Oct 2022 | $19,8842025 | Amount on Record Apr 2002 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,329 sqft · built 1996 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,950,000May 2024 | $19,7072025 | Amount on Record May 2021 | Owner on Record Owner Occupied | Assessor + 4 DocumentsUpdated Sep 2026 |
3,905 sqft · built 1995 · 0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,105,000Oct 2003 | $9,8002025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
3,900 sqft · built 1995 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000Nov 2015 | $17,9922025 | Owner on Record | AssessorUpdated Sep 2026 |
4,545 sqft · built 2002 · 0.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,600,000Apr 2026 | $24,3392025 | Amount on Record Apr 2022 | Owner on Record Owner Occupied | Assessor + 6 DocumentsUpdated Sep 2026 |
3,306 sqft · built 1999 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,320,000Oct 2019 | $10,6582025 | Amount on Record Sep 2014 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
4,073 sqft · built 2000 · 0.419 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Mar 1998 | $10,1932025 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
3,272 sqft · built 2001 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Apr 1999 | $21,7212025 | Owner on Record | Assessor + 1 DocumentUpdated Oct 2026 |
4,122 sqft · built 1997 · 0.45 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,230,000Feb 2023 | $21,5112025 | Amount on Record Jul 2005 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3,690 sqft · built 2004 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,062,500Mar 2020 | $16,5712025 | Amount on Record Feb 2013 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,730 sqft · built 1998 · 0.45 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,095,000Oct 2018 | $19,8082025 | —May 1997 | 2 Owners on Record | Assessor + 1 DocumentUpdated Sep 2026 |
3,853 sqft · built 2005 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,000,000Jun 2020 | $10,7112025 | Amount on Record Jun 2014 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4,041 sqft · built 2004 · 0.369 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000May 2022 | $20,4572025 | Amount on Record Jul 2010 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
3,345 sqft · built 2000 · 0.88 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Sep 2016 | $10,7912025 | —Aug 2016 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |