Jackson Ave, Winchendon, MA Property Records

Worcester County and Winchendon Town property records for 16 addresses on Jackson Ave, Winchendon, MA · Last verified August 2026

Jackson Ave Highlights

Properties 16
Median Sale Price $153,000
Deeds and Mortgages on File 21
Median Price per Sqft $91
Owner Occupied 69%
Median Annual Tax Bill $2,867
Median Year Built 1900
Median Ownership Tenure 9 years

Properties on Jackson Ave

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

10 Jackson Ave

2 bd · 1.5 ba · 1,465 sqft · built 1900 · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jan 2009 $3,0932025 Amount on Record Apr 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

14 Jackson Ave

4 bd · 2 ba · 1,681 sqft · built 1900 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$153,000Jan 2017 $3,2252025 Amount on Record Aug 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

15 Jackson Ave

3 bd · 1.5 ba · 1,334 sqft · built 1900 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Aug 2021 $3,3212025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

19 Jackson Ave

4 bd · 2 ba · 1,922 sqft · built 1913 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jul 2023 $2,2812025 Amount on Record Feb 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

21 Jackson Ave

4 bd · 2 ba · 2,020 sqft · built 1910 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Mar 2019 $2,0592025 Amount on Record Jun 2014 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

25 Jackson Ave

3 bd · 2.5 ba · 1,396 sqft · built 2021 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$331,900Aug 2021 $4,1522025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

37 Jackson Ave, #39

4 bd · 2 ba · 2,080 sqft · built 1900 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jul 2012 $2,8672025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

52 Jackson Ave

3 bd · 2 ba · 2,024 sqft · built 1885 · 0.485 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7792025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

57 Jackson Ave

4 bd · 2 ba · 2,068 sqft · built 1900 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Jul 2008 $2,3142025 Amount on Record Mar 2001 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

62 Jackson Ave

6 bd · 2 ba · 1,958 sqft · built 1900 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$148,900Dec 2015 $2,9482025 Amount on Record Feb 2011 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

63 Jackson Ave

3 bd · 1 ba · 1,271 sqft · built 1900 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$53,000Jul 1993 $3,1682025 Amount on Record Oct 1992 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

64 Jackson Ave, #66

3 bd · 1 ba · 1,496 sqft · built 1900 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7982025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

82 Jackson Ave, #84

5 bd · 3 ba · 2,582 sqft · built 1900 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Sep 2002 $1,6342025 Amount on Record Mar 2002 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

83 Jackson Ave

1 ba · 17,904 sqft · built 1900 · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Jun 2014 $1,2902025 Amount on Record Dec 2007 1 Name on Record AssessorUpdated Apr 2026

86 Jackson Ave

3 bd · 1 ba · 1,134 sqft · built 1900 · 0.284 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,600Jun 2023 $1,9062025 Amount on Record Sep 2019 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

104 Jackson Ave

1 ba · 12,412 sqft · built 1900 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$117,500Sep 2018 $2,8722025 Amount on Record Jul 2002 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Jackson Ave

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
1 of 3 cells directly exposed · 1 adjoin burnable vegetation

Property Records in Nearby Streets