Orange County property records for 40 addresses on Peekskill Dr, Winter Garden, FL · Last verified July 2026
| Properties | 40 |
|---|---|
| Median Sale Price | $400,000 |
| Deeds and Mortgages on File | 50 |
| Median Price per Sqft | $257 |
| Owner Occupied | 78% |
| Median Annual Tax Bill | $3,865 |
| Median Year Built | 2006 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,746 sqft · 0.219 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $142,200Sep 2011 | $2,5122025 | Amount on Record May 2007 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,430 sqft · 0.087 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $217,000Aug 2007 | $2,2302025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 1,706 sqft · 0.159 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $246,000Jul 2018 | $6,2682025 | Amount on Record Aug 2006 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,309 sqft · 0.085 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $215,000Apr 2018 | $4,9132025 | Amount on Record Oct 2009 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 3 ba · 1,461 sqft · 0.085 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Mar 2022 | $6,0782025 | Amount on Record Sep 2021 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,309 sqft · 0.083 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $290,000Jul 2021 | $5,6232025 | Amount on Record Jun 2020 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,447 sqft · 0.084 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $172,500Aug 2015 | $5,6472025 | Amount on Record Jul 2015 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,388 sqft · 0.082 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Aug 2008 | $2,1832025 | Amount on Record May 2007 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3 ba · 1,763 sqft · 0.11 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $439,000Dec 2023 | $6792025 | Amount on Record Sep 2015 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,746 sqft · 0.107 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $261,000Oct 2019 | $3,9342025 | Amount on Record Jun 2007 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 1,746 sqft · 0.109 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Jun 2020 | $4,1382025 | Amount on Record Apr 2016 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,746 sqft · 0.107 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $253,500Apr 2007 | $2,5122025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,494 sqft · 0.082 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000May 2018 | $3,4662025 | Amount on Record Nov 2006 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,502 sqft · 0.08 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Mar 2017 | $3,4562025 | Amount on Record Apr 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,309 sqft · 0.082 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,900Jun 2014 | $5,2602025 | Amount on Record Apr 2014 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,309 sqft · 0.08 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $171,500Nov 2014 | $6792025 | Amount on Record Sep 2007 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,309 sqft · 0.082 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $77,500Jun 2021 | $5,2152025 | Amount on Record Dec 2007 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,309 sqft · 0.079 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $224,000Apr 2018 | $3,3182025 | Amount on Record Feb 2018 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,494 sqft · 0.082 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $261,000Oct 2006 | $2,2712025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,451 sqft · 0.078 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $129,900May 2010 | $2,4932025 | —Feb 2010 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,746 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $344,000Apr 2026 | $3,5062025 | Amount on Record Sep 2021 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 3 ba · 1,746 sqft · 0.139 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $251,100Apr 2007 | $2,1062025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 1,706 sqft · 0.132 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $254,800Mar 2007 | $2,3782025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 1,706 sqft · 0.13 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $166,425Jan 2015 | $3,5962025 | Amount on Record Sep 2006 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 1,461 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $392,500Jan 2025 | $4,3082025 | Amount on Record Jul 2021 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 1,417 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $127,700Jun 2012 | $2,3982025 | Amount on Record Aug 2006 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,447 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Jun 2006 | $2,1782025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 1,405 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $414,500Jun 2024 | $5,2042025 | Amount on Record Jul 2006 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 1,763 sqft · 0.098 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,500May 2017 | $4,0382025 | Amount on Record Nov 2014 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 1,763 sqft · 0.098 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $421,500Jul 2023 | $6,6342025 | Amount on Record Mar 2011 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,746 sqft · 0.098 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $259,800Apr 2007 | $6,2262025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 1,746 sqft · 0.098 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $63,900Aug 2019 | $3,8652025 | Amount on Record May 2019 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,494 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $419,497Feb 2026 | $5,7452025 | Amount on Record Sep 2007 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,430 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $123,000Dec 2011 | $5,9752025 | Amount on Record Mar 2007 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,294 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $367,500Apr 2023 | $5,4102025 | Amount on Record Oct 2016 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 4.25 ba · 2,715 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $262,700Sep 2006 | $3,5392025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,494 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Aug 2013 | $3,3022025 | Amount on Record Oct 2006 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,430 sqft · 0.074 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $245,100Sep 2006 | $2,2102025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,746 sqft · 0.144 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,043,783Aug 2021 | $6,6802025 | Amount on Record Sep 2014 | 2 Names on Record | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,746 sqft · 0.144 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Apr 2024 | $6,8842025 | Amount on Record Feb 2012 | 2 Names on Record | AssessorUpdated May 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Moderate this street's cells rank at the 61st percentile of exposed land nationally · 35th in Florida |
|---|---|
| Wildfire Likelihood | Moderate — about 1 in 667 per year |
| Exposure | Indirect 0 of 3 cells directly exposed · 3 adjoin burnable vegetation |