Windsor Rd, Cheshire, MA Property Records

Berkshire County and Cheshire Town property records for 36 addresses on Windsor Rd, Cheshire, MA · Last verified August 2026

Windsor Rd Highlights

Properties 36
Median Sale Price $80,000
Deeds and Mortgages on File 32
Median Price per Sqft $55
Owner Occupied 58%
Median Annual Tax Bill $2,778
Median Year Built 1976
Median Ownership Tenure 15 years

Properties on Windsor Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

45 Windsor Rd

1 bd · 1 ba · 800 sqft · built 2023 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,7722025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

77 Windsor Rd

2 bd · 2 ba · 2,292 sqft · built 1900 · 0.669 acres

Last Sale Tax Bill Prior Sale Owner Records
$102,500Apr 1993 $3,5172025 2 Names on Record AssessorUpdated Apr 2026

86 Windsor Rd

5 bd · 1 ba · 1,716 sqft · built 1800 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Jun 2026 $2,7782025 —Aug 2010 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

144 Windsor Rd

3 bd · 1 ba · 1,365 sqft · built 1873 · 4.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1022025 2 Names on Record AssessorUpdated Apr 2026

223 Windsor Rd

47 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Oct 2024 $1,3492025 Amount on Record Jun 2019 2 Names on Record Assessor + 4 DocumentsUpdated Apr 2026

263 Windsor Rd

3 bd · 1.5 ba · 1,836 sqft · built 1979 · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2014 $2,7752025 Amount on Record Dec 2011 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

333 Windsor Rd

3 bd · 1.5 ba · 1,514 sqft · built 1973 · 2.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4192025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

443 Windsor Rd

4 bd · 2.5 ba · 2,184 sqft · built 2003 · 1.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,0582025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

594 Windsor Rd

4 bd · 1.5 ba · 1,792 sqft · built 1938 · 4.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,6962025 2 Names on Record AssessorUpdated Apr 2026

658 Windsor Rd

4 bd · 2 ba · 1,783 sqft · built 1975 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$118,000Nov 1993 $3,6252025 Amount on Record Dec 1991 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

696 Windsor Rd

332 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

848 Windsor Rd

3 bd · 1 ba · 1,144 sqft · built 1986 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5112025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

871 Windsor Rd

2 bd · 1 ba · 1,176 sqft · built 1954 · 1.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Dec 2022 $8662025 Amount on Record Dec 1988 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

873 Windsor Rd

9.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Mar 2022 $8892025 Amount on Record Jan 2003 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

1015 Windsor Rd

2 bd · 1.5 ba · 2,400 sqft · built 1790 · 32 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000May 1993 $4,8092025 2 Names on Record AssessorUpdated Apr 2026

1211 Windsor Rd

1 bd · 2.5 ba · 2,338 sqft · built 1988 · 51 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,000Mar 1996 $5,4882025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

1251 Windsor Rd

2.5 ba · 4,856 sqft · built 1990 · 3.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jul 2020 $8162025 Amount on Record Aug 2017 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

1313 Windsor Rd

3 bd · 1 ba · 1,200 sqft · built 1950 · 4.42 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0082025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

1322 Windsor Rd

4 bd · 1 ba · 1,963 sqft · built 1948 · 121 acres

Last Sale Tax Bill Prior Sale Owner Records
$373,000Feb 2006 $4,5092025 1 Name on Record AssessorUpdated Apr 2026

1329 Windsor Rd

2 bd · 1 ba · 1,120 sqft · built 1961 · 1.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Aug 2011 $1,9932025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

1341 Windsor Rd

3 bd · 1 ba · 1,680 sqft · built 1968 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5512025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

1361 Windsor Rd

4 bd · 1.5 ba · 1,592 sqft · built 1950 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2012 $2,4642025 Amount on Record Oct 2010 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

1416 Windsor Rd

3 bd · 1 ba · 1,000 sqft · built 1955 · 1.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Jan 2026 $2,4232025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

1454 Windsor Rd

3 bd · 1 ba · 1,815 sqft · built 1876 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$123,000Sep 2006 $2,2162025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

1506 Windsor Rd

3 bd · 1 ba · 1,429 sqft · built 1976 · 1.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Sep 1993 $7872025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

1556 Windsor Rd

3 bd · 2 ba · 1,595 sqft · built 1996 · 5.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,0682025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

1590 Windsor Rd

3 bd · 3.5 ba · 3,509 sqft · built 1989 · 4.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1282025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

1612 Windsor Rd

3 bd · 2 ba · 1,404 sqft · built 2008 · 1.97 acres

Last Sale Tax Bill Prior Sale Owner Records
$161,500Dec 2012 $2,2382025 Amount on Record Dec 1996 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

1656 Windsor Rd

1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Sep 2005 $6642025 2 Names on Record AssessorUpdated Apr 2026

1690 Windsor Rd

3 bd · 2 ba · 1,998 sqft · built 1992 · 3.81 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Sep 2005 $4,2792025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

1745 Windsor Rd

2 bd · 1.5 ba · 1,296 sqft · built 1990 · 5.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4952025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

1772 Windsor Rd

3 bd · 1 ba · 784 sqft · built 1970 · 5.82 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jul 2008 $1,0672025 —Aug 2007 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

1792 Windsor Rd

3 bd · 1.5 ba · 1,066 sqft · built 2005 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,900Oct 2018 $2,8552025 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

1801 Windsor Rd

3 bd · 1.5 ba · 1,320 sqft · built 1988 · 3.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2482025 2 Names on Record AssessorUpdated Apr 2026

1873 Windsor Rd

3 bd · 2 ba · 2,025 sqft · built 2004 · 2.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,000Aug 2022 $4,4692025 Amount on Record Mar 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

2016 Windsor Rd

2 bd · 1 ba · 864 sqft · built 1996 · 32 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,000Oct 1994 $3,5522025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Windsor Rd

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 20% of the US · above 58% of Massachusetts
Wildfire LikelihoodAbout 1 in 10,000 per year
ExposureDirect
17 of 22 cells directly exposed · 22 adjoin burnable vegetation

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