Middlesex County and Winchester Town property records for 37 addresses on Sylvester Ave, Winchester, MA · Last verified October 2026
| Properties | 37 |
|---|---|
| Median Sale Price | $940,000 |
| Deeds and Mortgages on File | 51 |
| Median Price per Sqft | $474 |
| Owner Occupied | 95% |
| Median Annual Tax Bill | $108 |
| Median Year Built | 1930 |
| Median Ownership Tenure | 10 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2.5 ba · 2,353 sqft · built 2008 · 0.48 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $662,000Jan 2014 | $1312025 | —Mar 2009 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 2.5 ba · 2,345 sqft · built 2008
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,200,000Jul 2022 | $1312025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2.5 ba · 1,764 sqft · built 1952 · 0.383 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $30,000Mar 1986 | $1082025 | Owner on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 2,318 sqft · built 1950 · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $172,000Feb 1992 | $9,9522025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
2 bd · 2.5 ba · 1,440 sqft · built 1954 · 0.323 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Sep 2023 | $1102025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2.5 ba · 2,377 sqft · built 1955 · 0.212 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $870,000Nov 2022 | $11,0232026 | —Nov 2018 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Oct 2026 |
3 bd · 2 ba · 1,306 sqft · built 1924 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $567,000May 2015 | $992025 | Amount on Record Jul 2002 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 3 ba · 2,490 sqft · built 1930
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $770,000Nov 2016 | $1172025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 2.5 ba · 3,677 sqft · built 2015
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $954,900Jun 2016 | $1452025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2.5 ba · 1,648 sqft · built 1920 · 0.126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $590,000Jul 2020 | $8,5892026 | Amount on Record May 1973 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 2 ba · 1,642 sqft · built 1925 · 0.149 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $495,000Dec 2019 | $13,5122026 | Amount on Record Apr 2013 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 2 ba · 1,469 sqft · built 1928 · 0.096 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $948,000May 2025 | $10,2202026 | Amount on Record Mar 2002 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 2 ba · 1,599 sqft · built 1946 · 0.126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000May 2025 | $9,2252025 | —Jun 2013 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 2 ba · 2,237 sqft · built 1953 · 0.229 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $962025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jul 2026 |
5 bd · 2.5 ba · 2,355 sqft · built 1928 · 0.171 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $655,000Jul 2012 | $1272025 | Amount on Record Sep 2003 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2.5 ba · 1,675 sqft · built 1924
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $610,000Mar 2018 | $852025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $679,900Feb 2017 | 2 Owners on Record | AssessorUpdated Jun 2023 |
3 bd · 2 ba · 1,688 sqft · built 1924
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $982025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 2.5 ba · 2,138 sqft · built 1945 · 0.139 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 2008 | $1072025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 2,053 sqft · built 1928 · 0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $905,000Oct 2020 | $11,3102026 | Amount on Record Aug 2015 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 1.5 ba · 1,596 sqft · built 1959 · 0.137 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $146,000Oct 1993 | $872025 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2.5 ba · 1,976 sqft · built 1925 · 0.126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,120,000Jul 2024 | $11,5772026 | Amount on Record May 2014 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 3.5 ba · 2,182 sqft · built 1925 · 0.126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,150,000Jul 2026 | $1202025 | Amount on Record May 2018 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2.5 ba · 1,979 sqft · built 1928 · 0.107 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $940,000Jan 2023 | $1062025 | Amount on Record Apr 2018 | 2 Owners on Record Owner Occupied | Assessor + 7 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 2,179 sqft · built 1925 · 0.133 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 2012 | $1152025 | Amount on Record Dec 1996 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,598 sqft · built 1925 · 0.109 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2005 | $1012025 | —Dec 2004 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Apr 2026 |
4 bd · 3.5 ba · 2,463 sqft · built 1927 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $589,900Jun 2005 | $1112025 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1 ba · 1,440 sqft · built 1930 · 0.106 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $505,000May 2004 | $942025 | Amount on Record Apr 1999 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 1.5 ba · 1,618 sqft · built 1930 · 0.096 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $234,900Oct 1996 | $1022025 | Amount on Record Jul 1993 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,584 sqft · built 1927 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,000Jun 2007 | $982025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 1.5 ba · 1,517 sqft · built 1927 · 0.169 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $215,000Oct 1995 | $1052025 | Amount on Record Jun 1989 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2.5 ba · 2,111 sqft · built 1959 · 0.215 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $879,000Jan 2021 | $11,2432026 | Amount on Record Jul 2011 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
3 bd · 1 ba · 1,248 sqft · built 1925 · 0.212 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $160,000Feb 1991 | $1042025 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1.5 ba · 1,608 sqft · built 1925 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,156,000Feb 2026 | $1082025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 1.5 ba · 1,209 sqft · built 1961 · 0.149 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 2009 | $912025 | Amount on Record Apr 1999 | Owner on Record | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 4 ba · 4,742 sqft · built 2015 · 0.156 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,300,000Aug 2016 | $20,8092026 | Amount on Record Jun 2015 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 1.5 ba · 1,836 sqft · built 1952 · 0.172 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $962025 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |