Henry St, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 22 addresses on Henry St, Winchester, MA · Last verified August 2026

Henry St Highlights

Properties 22
Median Sale Price $871,000
Deeds and Mortgages on File 30
Median Price per Sqft $497
Owner Occupied 95%
Median Annual Tax Bill $100
Median Year Built 1946
Median Ownership Tenure 17 years

Properties on Henry St

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

7 Henry St

3 bd · 2.5 ba · 2,217 sqft · built 1938 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$452,000Sep 2002 $1072025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

11 Henry St

4 bd · 2.5 ba · 2,651 sqft · built 1938 · 0.203 acres

Last Sale Tax Bill Prior Sale Owner Records
$871,000May 2016 $1322025 Amount on Record Jun 1995 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

14 Henry St

3 bd · 1.5 ba · 3,091 sqft · built 1957 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,517,500Jan 2025 $1232025 Amount on Record Aug 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

19 Henry St

4 bd · 2 ba · 1,776 sqft · built 1921 · 0.216 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000May 2016 $1002025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

20 Henry St

3 bd · 1.5 ba · 1,572 sqft · built 1950 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000Jan 1996 $932025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

23 Henry St

3 bd · 2 ba · 1,924 sqft · built 1942 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Dec 2021 $1182025 Amount on Record Dec 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

24 Henry St

1 bd · 1 ba · 894 sqft · built 1948 · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Sep 1995 $792025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

25 Henry St

2 bd · 1.5 ba · 1,375 sqft · built 1930 · 0.205 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jun 1998 $892025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

28 Henry St

2 bd · 1 ba · 1,279 sqft · built 1942 · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000Oct 2023 $802025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

29 Henry St

3 bd · 1.5 ba · 1,698 sqft · built 1946 · 0.205 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000Jun 1982 $942025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

32 Henry St

3 bd · 1.5 ba · 1,365 sqft · built 1940 · 0.164 acres

Last Sale Tax Bill Prior Sale Owner Records
$578,000May 2019 $902025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

33 Henry St

3 bd · 1.5 ba · 2,261 sqft · built 1948 · 0.222 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,000Mar 1996 $942025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

34 Henry St

3 bd · 2.5 ba · 1,512 sqft · built 1948 · 0.164 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000May 2009 $972025 Amount on Record May 2008 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

35 Henry St

3 bd · 1.5 ba · 2,303 sqft · built 1928 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Nov 1988 $1002025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

38 Henry St

3 bd · 2.5 ba · 2,706 sqft · built 2000 · 0.245 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,500Dec 1998 $1372025 2 Names on Record AssessorUpdated Apr 2026

39 Henry St

3 bd · 1 ba · 1,313 sqft · built 1955 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
$962025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

42 Henry St

3 bd · 2.5 ba · 2,862 sqft · built 2001 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$1462025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

45 Henry St

2 bd · 2 ba · 973 sqft · built 1920 · 0.299 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Jan 2009 $942025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

48 Henry St

4 bd · 1.5 ba · 1,528 sqft · built 1912 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Jul 1999 $1082025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

49 Henry St

5 bd · 3.5 ba · 3,238 sqft · built 1956 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,140,100Aug 2019 $1382025 Amount on Record Dec 1998 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

50 Henry St

3 bd · 2 ba · 1,640 sqft · built 1969 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$825,000Sep 2021 $1002025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

53 Henry St

3 bd · 2.5 ba · 1,727 sqft · built 1917 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$860,000Jun 2021 $1092025 —Nov 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Henry St

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

Wildfire RiskLow
this street's cells rank above 1% of the US · above 1% of Massachusetts
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets