Orange County property records for 49 addresses on Chantilly Ave, Winter Park, FL · Last verified August 2026
| Properties | 49 |
|---|---|
| Median Sale Price | $440,000 |
| Deeds and Mortgages on File | 66 |
| Median Price per Sqft | $383 |
| Owner Occupied | 63% |
| Median Annual Tax Bill | $4,992 |
| Median Year Built | 1959 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
10 bd · 7.25 ba · 6,095 sqft · 0.257 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $792,500Sep 2014 | $12,0062025 | Amount on Record Dec 2004 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
8 bd · 7.25 ba · 5,832 sqft · 0.257 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $779,000Aug 2021 | $10,6212025 | Amount on Record Mar 2017 | 1 Name on Record Owner Occupied | Assessor + 8 DocumentsUpdated Jul 2026 |
4 bd · 4 ba · 2,963 sqft · 0.258 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,250,000Mar 2024 | $17,6452025 | Amount on Record Mar 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 4 ba · 3,607 sqft · 0.258 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $105,000Jul 1998 | $9,6012025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 4.5 ba · 2,944 sqft · 0.258 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $785,000May 2019 | $11,8002025 | Amount on Record Jun 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,445 sqft · 0.258 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,415,000Jun 2023 | $17,3422025 | Amount on Record Jan 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,018 sqft · 0.258 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $360,000Mar 2012 | $8,9812025 | Amount on Record Mar 2004 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 2,565 sqft · 0.258 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $70,000Nov 1997 | $6,4022025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
8 bd · 7.25 ba · 5,720 sqft · 0.201 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,275,000Jul 2022 | $13,9162025 | Amount on Record Feb 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
8 bd · 9.25 ba · 6,106 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $265,000Feb 2017 | $16,4072025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
2 bd · 1 ba · 690 sqft · 0.274 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000Dec 2021 | $4,9922025 | Amount on Record Jun 1998 | 2 Names on Record | Assessor + 2 DocumentsUpdated Jun 2026 |
2 bd · 1 ba · 690 sqft · 0.167 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $440,000Jun 2025 | $4,7402025 | Amount on Record Jan 2015 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 944 sqft · 0.257 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,7142025 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,067 sqft · 0.193 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000May 2017 | $4,2802025 | Amount on Record Aug 2016 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1 ba · 720 sqft · 0.154 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $64,200Jul 1999 | $4,8952025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 867 sqft · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $367,000Apr 2023 | $4,7292025 | Amount on Record Jul 1993 | 1 Name on Record | AssessorUpdated Jun 2026 |
4 bd · 4.75 ba · 2,983 sqft · 0.189 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,575,000Jan 2025 | $22,0152025 | Amount on Record Oct 2023 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,226 sqft · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $95,000Jan 2012 | $1,4472025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,056 sqft · 0.179 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 1993 | $1,5742025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 867 sqft · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5942025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,832 sqft · 0.205 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $305,000Sep 2004 | $2,7932025 | 2 Names on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 914 sqft · 0.178 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Jan 2019 | $3,1442025 | Amount on Record Dec 1996 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
10 bd · 10.25 ba · 6,701 sqft · 0.202 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $62,731Apr 2014 | $22,0912025 | Amount on Record Nov 2004 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3 ba · 1,920 sqft · 0.175 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $95,000Jun 2001 | $6,3652025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 976 sqft · 0.245 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,0672025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,259 sqft · 0.243 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $215,000Jul 2017 | $3,0062025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,340 sqft · 0.755 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $243,900Dec 2017 | $3,3722025 | Amount on Record Jun 2017 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,105 sqft · 0.232 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $384,450Mar 2022 | $5,4592025 | Amount on Record Dec 1997 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,056 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $129,900May 2002 | $1,6642025 | Amount on Record May 1995 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,151 sqft · 0.231 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $75,000Oct 1997 | $5,2702025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,040 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $82,000Apr 1996 | $1,2122025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,162 sqft · 0.231 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $286,000Oct 2021 | $3,8812025 | Amount on Record Nov 1993 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,501 sqft · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1822025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,194 sqft · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $43,800Mar 2014 | $2,4072025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,365 sqft · 0.216 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $274,000Apr 2018 | $6,4202025 | Amount on Record Mar 2015 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,346 sqft · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $155,000Jul 2020 | $5,7842025 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,146 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $440,000Mar 2024 | $5,8902025 | Amount on Record Jul 2014 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,040 sqft · 0.231 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,1552025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,396 sqft · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $101,000Sep 1999 | $6,0012025 | Amount on Record Dec 1998 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,267 sqft · 0.231 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,1442025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,374 sqft · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 2006 | $1,8192025 | Amount on Record Dec 2004 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,194 sqft · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $75,400Nov 2009 | $1,6412025 | Amount on Record Apr 1998 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,490 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $340,000Apr 2022 | $6,0572025 | Amount on Record — | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,433 sqft · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,1772025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3 bd · 2 ba · 1,212 sqft · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $30,000Apr 2005 | $5,2522025 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 1,496 sqft · 0.269 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,000Nov 2013 | $6,2222025 | Amount on Record Nov 2000 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,182 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Aug 2022 | $5,8732025 | Amount on Record Sep 2020 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,172 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $257,000Dec 2018 | $3,3322025 | Amount on Record May 2005 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,450 sqft · 0.318 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $88,500Jun 1996 | $1,4922025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank at the 12th percentile of exposed land nationally · 5th in Florida |
|---|---|
| Wildfire Likelihood | Low — about 1 in 3,646 per year |
| Exposure | Direct 2 of 7 cells directly exposed · 6 adjoin burnable vegetation |