Middlesex County and Winchester Town property records for 19 addresses on Winslow Rd, Winchester, MA · Last verified October 2026
| Properties | 19 |
|---|---|
| Median Sale Price | $1,108,000 |
| Deeds and Mortgages on File | 29 |
| Median Price per Sqft | $372 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $165 |
| Median Year Built | 1920 |
| Median Ownership Tenure | 18 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
5 bd · 3.5 ba · 3,747 sqft · built 1905 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2011 | $1902025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
5 bd · 2.5 ba · 3,072 sqft · built 1895 · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,215,000Aug 2025 | $16,0952026 | Amount on Record Jul 1998 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
5 bd · 2.5 ba · 2,615 sqft · built 1910 · 0.144 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $569,000Sep 2000 | $1582025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
6 bd · 2 ba · 2,731 sqft · built 1915 · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Jun 2001 | $1592025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
5 bd · 3.5 ba · 3,877 sqft · built 1900 · 0.167 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Oct 2014 | $1782025 | Amount on Record Aug 1991 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 1.5 ba · 2,416 sqft · built 1910 · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $42,500Jan 1975 | $1482025 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
6 bd · 3.5 ba · 3,138 sqft · built 1922 · 0.141 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $529,500May 2000 | $1612025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
6 bd · 2.5 ba · 3,122 sqft · built 1910 · 0.24 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $942,305Jul 2004 | $17,6972025 | Amount on Record Dec 2002 | 2 Owners on Record Owner Occupied | Assessor + 6 DocumentsUpdated Apr 2026 |
3 bd · 3.5 ba · 3,549 sqft · built 1910 · 0.17 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $610,000Nov 2008 | $1662025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 2.5 ba · 2,603 sqft · built 1924 · 0.153 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $820,000Jun 2013 | $15,0612026 | —Feb 2010 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 4 ba · 3,005 sqft · built 1926 · 0.153 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,725,000Sep 2023 | $18,0322026 | —Dec 2017 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
4 bd · 2.5 ba · 2,811 sqft · built 1920 · 0.168 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,330,000Aug 2020 | $16,4092026 | Amount on Record May 1991 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 2.5 ba · 2,513 sqft · built 1915 · 0.153 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000May 1998 | $1452025 | Amount on Record Nov 1994 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 3.5 ba · 3,677 sqft · built 1930 · 0.153 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Apr 1995 | $1682025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 2.5 ba · 3,187 sqft · built 1926 · 0.192 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,108,000Jul 2017 | $16,2492026 | Amount on Record Feb 1999 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
3 bd · 2.5 ba · 2,192 sqft · built 1929 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Nov 2013 | $1572025 | Amount on Record Aug 1983 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 2 ba · 2,663 sqft · built 1933 · 0.225 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $991,000Sep 2020 | $16,3822026 | —Jul 2014 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
3 bd · 2.5 ba · 2,971 sqft · built 1930 · 0.176 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $290,000Apr 1992 | $1652025 | —Jan 1987 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
5 bd · 3.5 ba · 3,356 sqft · built 1932 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $365,000Jan 1991 | $1952025 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |