Middlesex County and Winchester Town property records for 19 addresses on Sheffield Rd, Winchester, MA · Last verified August 2026
| Properties | 19 |
|---|---|
| Median Sale Price | $2,125,000 |
| Deeds and Mortgages on File | 29 |
| Median Price per Sqft | $468 |
| Owner Occupied | 95% |
| Median Annual Tax Bill | $312 |
| Median Year Built | 1905 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
5 bd · 3.5 ba · 3,755 sqft · built 1907 · 0.474 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,285,000May 2024 | $2732025 | Amount on Record Sep 2002 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
6 bd · 2.5 ba · 3,954 sqft · built 1900 · 0.218 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,100,000Dec 2020 | $2322025 | Amount on Record Aug 2004 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
6 bd · 4.5 ba · 4,815 sqft · built 1905 · 0.423 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,875,000Jun 2021 | $3482025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
5 bd · 4.5 ba · 3,957 sqft · built 1917 · 0.148 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,500,000Jul 2022 | $2632025 | Amount on Record Jan 2020 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Apr 2026 |
8 bd · 3.5 ba · 5,201 sqft · built 1902 · 0.443 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,862,500Apr 2020 | $3072025 | —May 2018 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Apr 2026 |
8 bd · 3 ba · 4,304 sqft · built 1917 · 0.209 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2432025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
7 bd · 4 ba · 5,435 sqft · built 1885 · 0.427 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $545,000May 1993 | $2962025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
7 bd · 5.5 ba · 6,200 sqft · built 1916 · 0.278 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,470,000Mar 2026 | $32,9072025 | Amount on Record Dec 2025 | 2 Names on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
8 bd · 4 ba · 7,921 sqft · built 1900 · 0.424 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Feb 2008 | $3522025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
6 bd · 5.5 ba · 5,029 sqft · built 1900 · 0.518 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Jul 1996 | $3042025 | Amount on Record Jan 1995 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
8 bd · 4.5 ba · 6,320 sqft · built 1908 · 0.526 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,375,000May 2008 | $4022025 | Amount on Record Jun 2005 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
7 bd · 4 ba · 4,796 sqft · built 1900 · 0.346 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,245,000Apr 2020 | $3152025 | Amount on Record Aug 2011 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
5 bd · 4.5 ba · 4,658 sqft · built 1925 · 0.425 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,125,000Apr 2021 | $3122025 | Amount on Record Sep 2016 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
8 bd · 3.5 ba · 5,688 sqft · built 1908 · 0.328 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,685,000Aug 2013 | $3502025 | Amount on Record Jun 1994 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
7 bd · 4 ba · 5,267 sqft · built 1898 · 0.301 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,541,500Jul 2014 | $27,5902025 | Amount on Record Sep 1992 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
5 bd · 3.5 ba · 4,091 sqft · built 1907 · 0.393 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,365,000Jun 2012 | $2742025 | Amount on Record Oct 1995 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
6 bd · 3.5 ba · 4,930 sqft · built 1905 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,500Nov 2022 | $3742025 | Amount on Record May 2008 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
5 bd · 3.5 ba · 3,594 sqft · built 1907 · 0.405 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,000Nov 1996 | $2642025 | Amount on Record Jun 1988 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
5 bd · 5 ba · 5,516 sqft · built 1905 · 0.497 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,900,000Aug 2007 | $4682025 | Amount on Record Jul 2003 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Not rated no burnable land in reach |
|---|---|
| Wildfire Likelihood | Negligible |
| Exposure | None beyond ember reach |