Montgomery County property records for 38 addresses on Winding Oak Dr, Olney, MD · Last verified August 2026
| Properties | 38 |
|---|---|
| Median Sale Price | $925,000 |
| Deeds and Mortgages on File | 40 |
| Median Price per Sqft | $234 |
| Owner Occupied | 89% |
| Median Annual Tax Bill | $8,785 |
| Median Year Built | 1998 |
| Median Ownership Tenure | 26 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
2.5 ba · 2,680 sqft · 0.243 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $641,000Nov 2021 | $7,0122025 | Sale Amount Oct 2000 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3.5 ba · 4,626 sqft · 0.318 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $389,960May 2000 | $9,7692025 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
2.5 ba · 2,550 sqft · 0.26 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $570,000Aug 2013 | $7,3712025 | Sale Amount May 2000 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3.5 ba · 3,494 sqft · 0.277 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $960,000May 2025 | $8,4652025 | Sale Amount Feb 2000 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2.5 ba · 4,127 sqft · 0.302 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $394,799Mar 2000 | $9,5092025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2.5 ba · 3,356 sqft · 0.269 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $368,495Feb 2000 | $8,7412025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4.5 ba · 4,416 sqft · 0.257 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $417,035Aug 2000 | $9,8962025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
2.5 ba · 3,782 sqft · 0.239 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $366,168Feb 2000 | $9,6172025 | 1 Name on Record | Assessor + 4 DocumentsUpdated Aug 2026 |
3 ba · 4,904 sqft · 0.218 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,030,000Jun 2024 | $10,6012025 | Sale Amount Sep 2020 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3.5 ba · 4,250 sqft · 0.231 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $411,065Jul 2000 | $9,9182025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 4,394 sqft · 0.236 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $925,000Aug 2022 | $9,7902025 | Sale Amount Dec 2009 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Aug 2026 |
2.5 ba · 3,210 sqft · 0.259 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 2007 | $8,4802025 | Sale Amount May 1999 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 3,304 sqft · 0.245 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $347,480Jun 1999 | $9,3632025 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
2.5 ba · 3,780 sqft · 0.227 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $377,202Mar 1999 | $9,3732025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2.5 ba · 3,056 sqft · 0.286 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $327,280Aug 1998 | $8,7872025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
2.5 ba · 4,444 sqft · 0.269 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $374,578Feb 1999 | $10,5432025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
2.5 ba · 3,576 sqft · 0.337 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Feb 2004 | $9,5472025 | Sale Amount Jul 1998 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 3,976 sqft · 0.278 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $615,000Apr 2013 | $9,5732025 | Sale Amount Sep 1998 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
2.5 ba · 3,313 sqft · 0.371 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Aug 2022 | $7,9732025 | Sale Amount Jun 1998 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
2.5 ba · 2,864 sqft · 0.32 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $642,000Aug 2014 | $7,9392025 | Sale Amount Feb 1998 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3.5 ba · 5,024 sqft · 0.27 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $985,000May 2025 | $9,5482025 | Sale Amount Jun 2001 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 4,396 sqft · 0.27 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $680,000May 2013 | $9,2772025 | —Mar 2001 | 2 Names on Record | Assessor + 3 DocumentsUpdated Aug 2026 |
3.5 ba · 4,846 sqft · 0.368 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $760,000Oct 2021 | $10,3892025 | Sale Amount Nov 1998 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
2.5 ba · 3,765 sqft · 0.225 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $659,000Sep 2017 | $8,1492025 | Sale Amount Jun 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
2.5 ba · 3,220 sqft · 0.3 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $314,800Oct 1998 | $7,6312025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 3,964 sqft · 0.264 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $324,150Jul 1998 | $8,4472025 | 2 Names on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
2.5 ba · 2,528 sqft · 0.284 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $575,000Jan 2015 | $7,5022025 | Sale Amount Jun 1998 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2.5 ba · 3,276 sqft · 0.304 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $318,800Mar 1998 | $8,2292025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
2.5 ba · 3,938 sqft · 0.307 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $925,000Oct 2024 | $9,2732025 | Sale Amount Oct 1998 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
2.5 ba · 3,350 sqft · 0.317 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $293,305Jan 1997 | $8,0302025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3.5 ba · 3,964 sqft · 0.255 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $360,000Sep 2000 | $8,1902025 | Sale Amount Apr 1997 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 3,234 sqft · 0.312 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $285,805May 1997 | $7,9292025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
2.5 ba · 2,992 sqft · 0.354 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $299,230Apr 1997 | $8,7852025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
2.5 ba · 3,446 sqft · 0.331 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $327,550Jan 1997 | $8,6562025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 2,784 sqft · 0.218 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $637,000Aug 2016 | $7,6752025 | Sale Amount May 2008 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3.5 ba · 3,234 sqft · 0.279 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $760,000Jul 2021 | $8,1162025 | Sale Amount Feb 1997 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
2.5 ba · 3,276 sqft · 0.218 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $271,445Aug 1997 | $7,3472025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3.5 ba · 3,421 sqft · 0.302 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $333,297Jan 1999 | $9,2502025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |