Middlesex County and Winchester Town property records for 48 addresses on Middlesex St, Winchester, MA · Last verified August 2026
| Properties | 48 |
|---|---|
| Median Sale Price | $1,056,000 |
| Deeds and Mortgages on File | 68 |
| Median Price per Sqft | $453 |
| Owner Occupied | 81% |
| Median Annual Tax Bill | $117 |
| Median Year Built | 1941 |
| Median Ownership Tenure | 12 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 3 ba · 1,232 sqft · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $113,333Jan 1999 | $952025 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 2 ba · 2,658 sqft · 0.153 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,091,000Jan 2022 | $1142025 | Amount on Record Jun 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated Apr 2026 |
6 bd · 2.5 ba · 2,511 sqft · 0.182 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1272025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 3.5 ba · 4,319 sqft · 0.248 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 2018 | $2372025 | Amount on Record Oct 2016 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
4 bd · 2.5 ba · 2,102 sqft · 0.185 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $743,000Apr 2016 | $1042025 | Amount on Record Dec 2005 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 2.5 ba · 2,512 sqft · 0.152 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $424,000Sep 2006 | $1072025 | Amount on Record Aug 1998 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1.5 ba · 1,434 sqft · 0.149 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Mar 1999 | $932025 | Amount on Record Aug 1991 | 2 Names on Record | AssessorUpdated Apr 2026 |
4 bd · 3.5 ba · 2,794 sqft · 0.151 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,056,000Dec 2022 | $1182025 | Amount on Record May 2010 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 3.5 ba · 2,340 sqft · 0.164 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000Sep 2011 | $1272025 | Amount on Record Jun 2008 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 3.5 ba · 2,092 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,380,000Feb 2026 | $1252025 | Amount on Record Jan 2019 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 3 ba · 2,355 sqft · 0.172 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,000,000Dec 2024 | $11,9672025 | Amount on Record Mar 2010 | 1 Name on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 3.5 ba · 2,092 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1262025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1 ba · 1,821 sqft · 0.228 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $444,900Aug 2004 | $1072025 | Amount on Record Mar 2003 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
5 bd · 2.5 ba · 2,203 sqft · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,030,000Aug 2023 | $1162025 | Amount on Record May 2005 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 2 ba · 2,610 sqft · 0.195 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,9382025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1 ba · 1,505 sqft · 0.199 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Jan 2002 | $9,1002025 | Amount on Record Aug 1990 | 2 Names on Record | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 4 ba · 2,424 sqft · 0.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000Feb 2026 | $1242025 | Amount on Record Nov 2003 | 1 Name on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 1.5 ba · 1,488 sqft · 0.197 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,4822025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 2.5 ba · 2,002 sqft · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2012 | $10,3282025 | Amount on Record Aug 1992 | 1 Name on Record | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 2,016 sqft · 0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $788,400May 2018 | $1092025 | Amount on Record Jun 1997 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,497 sqft · 0.191 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1022025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 3.5 ba · 1,827 sqft · 0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $377,000Jun 2007 | $1182025 | Amount on Record Jun 2003 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2.5 ba · 1,758 sqft · 0.195 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $915,000Aug 2024 | $1032025 | Amount on Record Jun 2014 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
2 bd · 1 ba · 1,067 sqft · 0.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Dec 2016 | $812025 | Amount on Record Feb 2004 | 2 Names on Record | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 1.5 ba · 1,877 sqft · 0.104 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 2013 | $1072025 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Apr 2026 |
2 bd · 1 ba · 1,117 sqft · 0.218 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,7502025 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 3.5 ba · 1,439 sqft · 0.103 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $471,000Mar 2014 | $1002025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
2 bd · 1 ba · 1,935 sqft · 0.238 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1012025 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,374 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $972025 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2.5 ba · 2,529 sqft · 0.088 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,580,000Nov 2024 | $1172025 | Amount on Record Dec 2022 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
6 bd · 2.5 ba · 2,505 sqft · 0.208 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $652,000Jun 2007 | $1252025 | Amount on Record Apr 2004 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1.5 ba · 1,508 sqft · 0.085 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $331,000Jul 2024 | $972025 | Amount on Record Nov 2023 | 1 Name on Record | Assessor + 6 DocumentsUpdated Aug 2026 |
2 bd · 1.5 ba · 1,147 sqft · 0.084 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $685,000Oct 2020 | $912025 | Amount on Record Aug 2017 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 1,208 sqft · 0.194 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $621,000Jun 2015 | $972025 | Amount on Record Sep 2007 | 2 Names on Record | AssessorUpdated Apr 2026 |
2 bd · 2.5 ba · 2,183 sqft · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $829,900Jan 2019 | $1002025 | Amount on Record Mar 2010 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 1,708 sqft · 0.18 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Jun 2014 | $11,2112025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
2 bd · 2.5 ba · 1,680 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $829,900Dec 2018 | $902025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 1,330 sqft · 0.15 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $539,000Jul 2005 | $962025 | Amount on Record Feb 2001 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 1.5 ba · 1,625 sqft · 0.149 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $154,000Jan 1992 | $912025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 3.5 ba · 4,328 sqft · 0.152 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,555,000Jun 2020 | $1812025 | Amount on Record Oct 2018 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 1.5 ba · 3,018 sqft · 0.164 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 2004 | $12,5142025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2.5 ba · 2,180 sqft · 0.217 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12,4852025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 3.5 ba · 2,568 sqft · 0.212 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $209,000May 1996 | $1252025 | Amount on Record Jan 1994 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,638 sqft · 0.238 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1022025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
5 bd · 2 ba · 3,367 sqft · 0.206 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2013 | $1202025 | —Mar 2013 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 1 ba · 1,006 sqft · 0.161 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $535,000Aug 2014 | $882025 | —Nov 2010 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 3 ba · 1,910 sqft · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $316,000Feb 2000 | $1272025 | Amount on Record May 1996 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2.5 ba · 2,388 sqft · 0.169 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $268,000Dec 2000 | $1182025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |