Middlesex County and Winchester Town property records for 35 addresses on Oak St, Winchester, MA · Last verified August 2026
| Properties | 35 |
|---|---|
| Median Sale Price | $1,200,000 |
| Deeds and Mortgages on File | 77 |
| Median Price per Sqft | $509 |
| Owner Occupied | 71% |
| Median Annual Tax Bill | $110 |
| Median Year Built | 1910 |
| Median Ownership Tenure | 11 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
6 bd · 2.5 ba · 2,091 sqft · 0.107 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $638,000May 2014 | $1102025 | Amount on Record Jun 1994 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2 bd · 1 ba · 960 sqft · 0.155 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $341,000Mar 2010 | $862025 | Amount on Record May 2007 | 2 Names on Record | Assessor + 4 DocumentsUpdated Aug 2026 |
4 bd · 2 ba · 2,585 sqft · 0.189 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $666,667Oct 2019 | $1182025 | 2 Names on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 2.5 ba · 3,403 sqft · 0.197 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000Oct 2003 | $1172025 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 1.5 ba · 1,176 sqft · 0.107 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $345,000Sep 2004 | $922025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
5 bd · 2.5 ba · 2,063 sqft · 0.18 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $810,500Jul 2015 | $1182025 | Amount on Record Nov 2010 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2.5 ba · 1,302 sqft · 0.107 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $443,500Nov 2014 | $922025 | Amount on Record Aug 1993 | 2 Names on Record | AssessorUpdated Apr 2026 |
3 bd · 1 ba · 1,142 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Aug 2023 | $242025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,142 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $452,500Mar 2026 | $262025 | 2 Names on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,208 sqft · 0.267 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $962025 | 2 Names on Record | AssessorUpdated Apr 2026 |
4 bd · 2 ba · 1,989 sqft · 0.194 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $77,000Mar 1984 | $1072025 | 1 Name on Record | AssessorUpdated Apr 2026 |
4 bd · 3.5 ba · 2,514 sqft · 0.148 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,150,000Oct 2018 | $1502025 | Amount on Record Aug 2017 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 1,500 sqft · 0.125 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,2452025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3 ba · 2,652 sqft · 0.138 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,375,000Jan 2026 | $1112025 | Amount on Record May 2022 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jul 2026 |
4 bd · 2.5 ba · 2,083 sqft · 0.147 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1102025 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 3 ba · 1,550 sqft · 0.062 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,200,000Mar 2026 | $10,9372025 | Amount on Record Mar 2021 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jul 2026 |
4 bd · 2.5 ba · 2,183 sqft · 0.144 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $520,000May 2008 | $1342025 | Amount on Record Sep 2001 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
2 bd · 1 ba · 1,188 sqft · 0.107 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $215,000Dec 1999 | $942025 | Amount on Record Jul 1999 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,938 sqft · 0.171 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $942025 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2.5 ba · 1,966 sqft · 0.168 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $821,000Aug 2021 | $962025 | Amount on Record Jan 2009 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 2.5 ba · 1,890 sqft · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $490,000Jul 2010 | $982025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 5 ba · 4,300 sqft · 0.162 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,150,000Jun 2023 | $2082025 | Amount on Record Jun 2022 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 2.5 ba · 3,023 sqft · 0.182 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000Sep 2020 | $1412025 | —Apr 2014 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Apr 2026 |
4 bd · 2 ba · 2,652 sqft · 0.101 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,6242025 | 2 Names on Record | AssessorUpdated Apr 2026 |
4 bd · 3.5 ba · 2,708 sqft · 0.091 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,380,000Nov 2023 | $14,3342025 | —Feb 2015 | 2 Names on Record Owner Occupied | Assessor + 11 DocumentsUpdated Apr 2026 |
4 bd · 3 ba · 1,968 sqft · 0.137 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $134,900Apr 1999 | $1182025 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 2.5 ba · 1,872 sqft · 0.101 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1022025 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2.5 ba · 2,491 sqft · 0.149 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $668,000Jan 2017 | $952025 | —Jun 2012 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 1,420 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $770,000Aug 2023 | $822025 | Amount on Record Sep 2015 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
5 bd · 3.5 ba · 3,608 sqft · 0.149 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $968,293Aug 2013 | $1752025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 2 ba · 1,556 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $370,000Jul 2013 | $942025 | Amount on Record Jun 2009 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 3.5 ba · 3,569 sqft · 0.161 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $962,229Jun 2013 | $1742025 | Amount on Record Apr 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2.5 ba · 1,965 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,262,500Jul 2024 | $1112025 | Amount on Record Jun 2018 | 2 Names on Record | Assessor + 5 DocumentsUpdated Jun 2026 |
6 bd · 2 ba · 2,791 sqft · 0.244 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Sep 2009 | $1172025 | Amount on Record Jan 2007 | 2 Names on Record | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 2 ba · 2,083 sqft · 0.146 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Jun 2017 | $832025 | Amount on Record Oct 2007 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 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 20th percentile of exposed land nationally · 58th in Massachusetts |
|---|---|
| Wildfire Likelihood | Low — about 1 in 10,000 per year |
| Exposure | Indirect 0 of 3 cells directly exposed |