Chestnut St, Winchendon, MA Property Records

Worcester County and Winchendon Town property records for 6 addresses on Chestnut St, Winchendon, MA · Last verified October 2026

Chestnut St Highlights

Properties 6
Median Sale Price $200,000
Deeds and Mortgages on File 10
Median Price per Sqft $83
Owner Occupied 67%
Median Annual Tax Bill $3,093
Median Year Built 1900
Median Ownership Tenure 7 years

Properties on Chestnut St

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

19 Chestnut St

4 bd · 2 ba · 2,243 sqft · built 1900 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Feb 2026 $2,3092025 Amount on Record Apr 2006 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

23 Chestnut St

6 bd · 2 ba · 2,636 sqft · built 1940 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Apr 2017 $3,0972025 Amount on Record Sep 2016 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

24 Chestnut St, #26

5 bd · 2.5 ba · 2,572 sqft · built 1870 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Apr 2019 $3,5972025 Amount on Record May 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27 Chestnut St

9 bd · 2 ba · 2,258 sqft · built 1900 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jun 1999 $2,9702025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

32 Chestnut St

6 bd · 3 ba · 2,960 sqft · built 1880 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Jun 2023 $2,9932025 —Dec 2012 Owner on Record Assessor + 3 DocumentsUpdated Oct 2026

33 Chestnut St

4 bd · 2 ba · 2,204 sqft · built 1860 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Jul 2004 $3,0932025 Amount on Record May 2002 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

Property Records in Nearby Streets