Middlesex County and Ashland Town property records for 55 addresses on Winter St, Ashland, MA · Last verified August 2026
| Properties | 55 |
|---|---|
| Median Sale Price | $705,000 |
| Deeds and Mortgages on File | 63 |
| Median Price per Sqft | $336 |
| Owner Occupied | 93% |
| Median Annual Tax Bill | $8,630 |
| Median Year Built | 1977 |
| 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 · 1,812 sqft · built 1964 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $590,000Apr 2024 | $7,0822025 | —Aug 2008 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,722 sqft · built 1950 · 0.63 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,7052025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 1 ba · 1,338 sqft · built 1950 · 0.339 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $128,500Sep 1989 | $6,5982025 | Amount on Record Jun 1988 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
9 bd · 2 ba · 3,052 sqft · built 1976 · 0.989 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,8142025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 1,556 sqft · built 1977 · 0.889 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $373,000Nov 2007 | $7,9312025 | Amount on Record Sep 2003 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
3 bd · 2.5 ba · 2,263 sqft · built 1979 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $715,000Jan 2022 | $9,6682025 | Amount on Record May 2019 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 2,714 sqft · built 1977 · 0.76 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $415,000Dec 2009 | $9,8072025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2.5 ba · 1,902 sqft · built 1998 · 0.969 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $640,000Oct 2021 | $9,9572025 | Amount on Record Nov 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 1 ba · 1,638 sqft · built 1951 · 0.889 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $715,000May 2024 | $7,5342025 | Amount on Record Sep 1993 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
2 bd · 2 ba · 1,474 sqft · built 1977 · 1.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $236,900Aug 2000 | $7,8922025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 2 ba · 2,320 sqft · built 1977 · 1.05 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $401,000Jul 2001 | $9,1922025 | Amount on Record Aug 1999 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3.5 ba · 3,608 sqft · built 2004 · 1.35 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000Aug 2023 | $14,2162025 | Amount on Record Nov 2014 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
4 bd · 3 ba · 3,222 sqft · built 2001 · 1.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $880,000Jun 2021 | $12,9972025 | Amount on Record Jan 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 2.5 ba · 2,736 sqft · built 2001 · 0.869 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 2024 | $11,5772025 | Amount on Record Apr 2010 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
4 bd · 3 ba · 1,888 sqft · built 1979 · 3.56 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,3492025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 2 ba · 1,680 sqft · built 1962 · 3.26 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $448,000Jun 2017 | $7,8412025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 1 ba · 1,539 sqft · built 1959 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,6302025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 2.5 ba · 2,286 sqft · built 1976 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $595,000Oct 2019 | $10,6512025 | Amount on Record Sep 2015 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 1.5 ba · 1,564 sqft · built 1967 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $160,000Jan 1995 | $7,4402025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 3 ba · 1,473 sqft · built 1961 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,843,868Apr 1988 | $8,4542025 | Amount on Record Sep 1987 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 3.5 ba · 1,440 sqft · built 1966 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $725,000Sep 2022 | $8,9882025 | Amount on Record Jun 2020 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
4 bd · 2.5 ba · 2,400 sqft · built 2016 · 0.71 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Dec 2015 | $11,7002025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 1 Name on Record | AssessorUpdated Apr 2026 |
5 bd · 2.5 ba · 2,630 sqft · built 1966 · 0.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,2282025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 2.5 ba · 1,870 sqft · built 1965 · 0.75 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000Aug 1999 | $8,1432025 | Amount on Record Jun 1996 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 1.5 ba · 1,170 sqft · built 1965 · 0.769 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,5532025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 1.5 ba · 1,870 sqft · built 1965 · 0.71 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $208,000Apr 1988 | $7,7722025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 1,256 sqft · built 1965 · 0.71 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,8292025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 1,344 sqft · built 1960 · 1.38 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $434,000Feb 2021 | $6,8972025 | —Jan 2008 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 2 ba · 1,344 sqft · built 1960 · 1.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $344,000Aug 2015 | $7,2982025 | Amount on Record Jul 1994 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 1.5 ba · 942 sqft · built 1968 · 1.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $339,000Aug 2016 | $6,7212025 | Amount on Record May 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 1.5 ba · 1,044 sqft · built 1960 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $161,000Apr 1996 | $7,8312025 | Amount on Record Oct 1987 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
3 bd · 1.5 ba · 1,098 sqft · built 1975 · 0.769 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $365,500Oct 2016 | $6,9192025 | Amount on Record May 2009 | 1 Name on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 2.5 ba · 1,887 sqft · built 1984 · 1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $206,000Jan 1993 | $9,2942025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
2 bd · 1 ba · 1,002 sqft · built 1959 · 0.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $265,100Jan 2003 | $6,4922025 | 2 Names on Record | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3 ba · 2,736 sqft · built 1984 · 1.66 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $705,000Jan 2021 | $10,3792025 | Amount on Record Jul 2017 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
3 bd · 1.5 ba · 1,184 sqft · built 1981 · 0.83 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $429,000Jun 2016 | $8,5602025 | Amount on Record Apr 2009 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 1 ba · 1,042 sqft · built 1959 · 0.919 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $440,000Jul 2022 | $6,3762025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,968 sqft · built 1890 · 0.71 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $297,000Jul 2002 | $7,9682025 | Amount on Record Jul 1992 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 1.5 ba · 1,666 sqft · built 1962 · 0.71 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $678,000Jun 2025 | $7,4392025 | 2 Names on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 1,104 sqft · built 1984 · 0.719 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $580,000Mar 2022 | $7,7832025 | Amount on Record Jul 2017 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 1 ba · 1,508 sqft · built 1962 · 0.73 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,3432025 | 2 Names on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,934 sqft · built 1977 · 0.839 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,9222025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 1,844 sqft · built 1977 · 0.889 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,8422025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 2.5 ba · 2,262 sqft · built 1977 · 0.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 2014 | $9,9312025 | 1 Name on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2.5 ba · 1,936 sqft · built 1977 · 0.85 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,0092025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
4 bd · 2.5 ba · 2,714 sqft · built 2002 · 0.719 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $547,439Jul 2002 | $12,4122025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3 ba · 3,020 sqft · built 2002 · 0.719 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2015 | $12,6362025 | Amount on Record Mar 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 2.5 ba · 2,662 sqft · built 2002 · 0.73 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12,1902025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 2.5 ba · 2,875 sqft · built 2002 · 0.989 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $805,000Dec 2020 | $12,6842025 | Amount on Record Oct 2011 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 2.5 ba · 2,503 sqft · built 2002 · 0.85 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $580,000Oct 2015 | $11,2762025 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 3.5 ba · 3,026 sqft · built 2002 · 0.76 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,075,000Feb 2025 | $12,7992025 | Amount on Record Mar 2020 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3.5 ba · 2,666 sqft · built 2002 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $585,000Aug 2014 | $12,3612025 | Amount on Record Jan 2010 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
5 bd · 3 ba · 1,116 sqft · built 1963 · 0.63 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 2011 | $8,4042025 | Amount on Record Aug 1996 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 2.5 ba · 1,478 sqft · built 1983 · 0.689 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $535,000Nov 2022 | $7,8882025 | Amount on Record Aug 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated 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 above 15% of the US · above 44% of Massachusetts |
|---|---|
| Wildfire Likelihood | About 1 in 7,874 per year |
| Exposure | Direct 7 of 10 cells directly exposed · 10 adjoin burnable vegetation |