Chestnut St, Gloucester, MA Property Records

Essex County and Gloucester City property records for 23 addresses on Chestnut St, Gloucester, MA · Last verified July 2026

Chestnut St Highlights

Properties 29
Median Sale Price $460,000
Deeds and Mortgages on File 38
Median Price per Sqft $234
Owner Occupied 55%
Median Annual Tax Bill $4,648
Median Year Built 1900
Median Ownership Tenure 12 years

Properties on Chestnut St

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

5 Chestnut St

8 bd · 4 ba · 3,640 sqft · 0.153 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Nov 2025 $7,6412025 Amount on Record Jul 2023 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

6 Chestnut St

4 units · Built 1900 · 1,030 sq ft

Last Sale Median Tax Bill Median Sale    
$600,000Feb 2019 $3,8712025 —4 units    

9 Chestnut St

4 bd · 2 ba · 1,874 sqft · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Jan 2023 $4,4722025 —Dec 2009 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

10 Chestnut St

5 bd · 3 ba · 2,746 sqft · 0.169 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$100,000May 1995 $6,9432025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

11 Chestnut St

11 bd · 3 ba · 2,950 sqft · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$102,500May 1985 1 Name on Record AssessorUpdated Apr 2026

12 Chestnut St

5 bd · 2 ba · 2,786 sqft · 0.107 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,6162025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

13 Chestnut St

4 bd · 2 ba · 2,419 sqft · 0.054 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,900Oct 2014 $4,6482025 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

14 Chestnut St

4 bd · 2 ba · 2,244 sqft · 0.088 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3592025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

15 Chestnut St

3 bd · 1.5 ba · 1,396 sqft · 0.081 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Dec 1994 $4,3532025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

17 Chestnut St

6 bd · 3 ba · 2,793 sqft · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,900Jun 2015 $5,9742025 Amount on Record Feb 1974 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

18 Chestnut St

9 bd · 5 ba · 3,245 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000May 2003 $7,6902025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

19 Chestnut St

5 bd · 2 ba · 2,462 sqft · 0.106 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$180,000Mar 2000 $5,5402025 Amount on Record Nov 1988 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

21 Chestnut St

3 bd · 2 ba · 2,292 sqft · 0.098 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$80,000Aug 1992 $4,6692025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

22 Chestnut St

5 bd · 3.5 ba · 2,394 sqft · 0.088 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Jun 2018 $5,2192025 Amount on Record Nov 2017 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

23 Chestnut St

2 bd · 1 ba · 1,104 sqft · 0.037 acres

Last Sale Tax Bill Prior Sale Owner Records
$159,900Sep 2000 $3,6812025 Amount on Record May 1992 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

25 Chestnut St

6 bd · 3.5 ba · 2,684 sqft · 0.105 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$650,000Jun 2026 $5,7352025 —Apr 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

26 Chestnut St

5 bd · 4.5 ba · 2,167 sqft · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$154,500Oct 2002 $6,0592025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

27 Chestnut St

9 bd · 3 ba · 2,583 sqft · 0.043 acres

Last Sale Tax Bill Prior Sale Owner Records
$369,000May 2004 $6,0442025 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

28 Chestnut St, #1

2 bd · 1 ba · 812 sqft · 0.085 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Sep 2014 $2,5902025 Amount on Record Aug 2013 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

28 Chestnut St, #2

3 bd · 2 ba · 1,550 sqft · 0.085 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Jun 2008 $3,7592025 Amount on Record Mar 2005 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

29 Chestnut St

6 bd · 3 ba · 2,260 sqft · 0.078 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Jul 2019 $6,0482025 —Nov 2017 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

30 Chestnut St

7 bd · 4 ba · 3,044 sqft · 0.118 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2015 $7,8572025 —Sep 2009 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

31 Chestnut St

4 units · Built 1920 · 844 sq ft

Last Sale Median Tax Bill Median Sale    
$270,000Aug 2021 $2,7632025 $236,0004 units    

Wildfire Risk on Chestnut St

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets