Suffolk County and Boston City property records for 60 addresses on Chestnut St, Charlestown, MA · Last verified October 2026
| Properties | 112 |
|---|---|
| Median Sale Price | $1,075,000 |
| Deeds and Mortgages on File | 130 |
| Median Price per Sqft | $829 |
| Owner Occupied | 38% |
| Median Annual Tax Bill | $10,441 |
| Median Year Built | 1899 |
| Median Ownership Tenure | 11 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 Chestnut St |
3 bd · 2.5 ba · 1,391 sqft built 2006 · 0.031 acres | $301,400 May 2007 | $7,998 2025 | Assessor + 5 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4 Chestnut St |
3 bd · 2.5 ba · 1,420 sqft built 2006 · 0.032 acres | $301,400 May 2007 | $7,998 2025 | Assessor + 2 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 Chestnut St |
3 bd · 2.5 ba · 1,391 sqft built 2006 · 0.031 acres | $301,400 May 2007 | $7,998 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
8 Chestnut St |
3 bd · 2.5 ba · 1,684 sqft built 2006 · 0.028 acres | $301,400 May 2007 | $7,998 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Chestnut St |
3 bd · 2.5 ba · 1,357 sqft built 2006 · 0.031 acres | $301,400 May 2007 | $7,998 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Chestnut St |
3 bd · 2.5 ba · 1,373 sqft built 2006 · 0.031 acres | $301,400 May 2007 | $7,998 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Chestnut St |
4 bd · 2.5 ba · 2,042 sqft built 1870 · 0.034 acres | $15,327 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Chestnut St |
4 bd · 3.5 ba · 2,277 sqft built 1860 · 0.034 acres | — Aug 2015 | $24,429 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 Chestnut St |
4 bd · 1.5 ba · 2,090 sqft built 1860 · 0.03 acres | $18,379 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17 Chestnut St |
5 bd · 4.5 ba · 2,849 sqft built 1860 · 0.025 acres | — Nov 2018 | $26,862 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 Chestnut St |
3 bd · 2 ba · 2,053 sqft built 1860 · 0.034 acres | $1,375,000 May 2025 | $17,559 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Chestnut St |
5 bd · 4 ba · 2,845 sqft built 1860 · 0.025 acres | $1,350,000 Jul 2015 | $22,081 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Chestnut St |
3 units · 695 sq ft Built 1860 | $1,000,000 Apr 2025 | $7,649 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Chestnut St |
1,418 sqft built 1999 · 0.032 acres | $570,000 Sep 1993 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 Chestnut St |
3 bd · 5.5 ba · 1,150 sqft built 1875 · 0.026 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21, Apt 1 Chestnut St |
3 bd · 1.5 ba · 1,537 sqft built 1875 · 0.035 acres | $1,015,740 Jan 2017 | $13,456 2025 | Assessor + 6 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21, Apt 2 Chestnut St |
2 bd · 1 ba · 1,168 sqft built 1875 · 0.026 acres | $766,260 Jan 2017 | $10,187 2025 | Assessor + 5 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Chestnut St |
6 bd · 6 ba · 1,415 sqft built 1910 · 0.032 acres | $859,000 Jun 2013 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22, #101 Chestnut St |
3 bd · 3.5 ba · 1,795 sqft built 1910 · 0.041 acres | $1,275,000 Oct 2016 | $16,153 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22, #102 Chestnut St |
4 bd · 3.5 ba · 2,348 sqft built 1910 · 0.053 acres | $24,619 2025 | Assessor + 2 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 Chestnut St |
built 2006 · 0.263 acres | — Jul 2006 | Assessor Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 Chestnut St |
24 units · 1,027 sq ft Built 1989 | $1,569,750 May 2025 | $10,192 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 Chestnut St |
28,517 sqft built 1999 · 0.654 acres | $1,782 Jan 2011 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
28 Chestnut St |
1,664 sqft built 1999 · 0.038 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
28 Chestnut St |
3 units · 660 sq ft Built 1865 | $1,500,000 Aug 2022 | $5,849 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30 Chestnut St |
1,500 sqft built 1999 · 0.034 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30 Chestnut St |
3 units · 780 sq ft Built 1855 | $700,000 Nov 2022 | $7,950 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
32 Chestnut St |
1,650 sqft built 1999 · 0.037 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
32 Chestnut St |
3 units · 858 sq ft Built 1855 | $712,500 Dec 2017 | $9,703 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
33 Chestnut St |
2 bd · 2.5 ba · 1,196 sqft built 1989 · 0.027 acres | $1,075,000 Jun 2021 | $12,609 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
34 Chestnut St |
3 bd · 3 ba · 2,472 sqft built 1875 · 0.056 acres | $462,500 Jul 2003 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
34 Chestnut St |
3 units · 754 sq ft Built 1875 | $385,000 Aug 2002 | $9,361 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
36 Chestnut St |
4 units · 706 sq ft Built 1899 | $1,050,000 Sep 2016 | $7,568 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
40 Chestnut St |
5 bd · 4 ba · 7,000 sqft built 1899 · 0.16 acres | $720,000 Jun 2011 | Assessor Updated Jun 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
41 Chestnut St |
4 bd · 3.5 ba · 2,542 sqft built 1860 · 0.04 acres | $2,500,000 Jul 2019 | $34,152 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
42 Chestnut St |
9 bd · 6 ba · 6,515 sqft built 1899 · 0.071 acres | $39,327 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
43 Chestnut St |
5 bd · 3.5 ba · 3,033 sqft built 1860 · 0.038 acres | $2,200,000 Jul 2022 | $25,251 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
44 Chestnut St |
3 units · 991 sq ft Built 1875 | $1,785,000 Mar 2021 | $19,292 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
44 Chestnut St |
3,010 sqft built 1875 · 0.069 acres | $385,000 Jun 1998 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
45 Chestnut St |
5 bd · 2.5 ba · 2,813 sqft built 1860 · 0.038 acres | $1,575,000 Dec 2018 | $28,312 2025 | Assessor + 4 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
46 Chestnut St |
5 bd · 3.5 ba · 3,936 sqft built 1855 · 0.059 acres | $23,620 2025 | Assessor + 3 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
47 Chestnut St |
6 bd · 7 ba · 1,720 sqft built 1860 · 0.039 acres | $1,700,000 Aug 2016 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
47, #1 Chestnut St |
3 bd · 3.5 ba · 2,588 sqft built 2018 · 0.039 acres | $1,665,000 Mar 2018 | $24,955 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
47, #2 Chestnut St |
3 bd · 3.5 ba · 2,155 sqft built 2018 · 0.039 acres | $1,795,000 May 2018 | $24,802 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
48 Chestnut St |
4 bd · 3.5 ba · 3,480 sqft built 1855 · 0.065 acres | $22,692 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
49 Chestnut St |
6 bd · 3.5 ba · 3,534 sqft built 1865 · 0.043 acres | $150,000 Dec 1989 | $22,186 2025 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
50 Chestnut St |
4 bd · 1.5 ba · 3,854 sqft built 1860 · 0.067 acres | $25,140 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
51 Chestnut St |
5 bd · 3.5 ba · 3,593 sqft built 1865 · 0.049 acres | $2,100,000 Jul 2016 | $27,866 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
54 Chestnut St |
3 units · 1,044 sq ft Built 1890 | $665,000 Oct 2012 | $10,054 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
54 Chestnut St |
3,900 sqft built 1999 · 0.089 acres | $525,000 Mar 1998 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
55 Chestnut St |
6 bd · 2 ba · 3,047 sqft built 1865 · 0.045 acres | $21,179 2025 | Assessor Updated Aug 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
58 Chestnut St |
3 bd · 1.5 ba · 2,086 sqft built 1860 · 0.042 acres | $16,197 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
59 Chestnut St |
5 bd · 2.5 ba · 3,172 sqft built 1865 · 0.072 acres | $375,000 Jul 2007 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
59 Chestnut St |
6 units · 963 sq ft Built 1875 | $660,000 Apr 2014 | $535 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
60 Chestnut St |
2 bd · 2 ba · 1,538 sqft built 1840 · 0.022 acres | $701,000 Oct 2000 | $20,957 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
63 Chestnut St |
4 bd · 1.5 ba · 2,048 sqft built 1865 · 0.042 acres | $525,000 Aug 2016 | $14,876 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
64 Chestnut St |
5 units · 550 sq ft Built 1899 | $512,500 May 2021 | $9,179 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
65 Chestnut St |
6 bd · 3 ba · 3,391 sqft built 1865 · 0.055 acres | $160,000 Aug 1989 | $17,903 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
66 Chestnut St |
4 units · 820 sq ft Built 1899 | $650,000 Jun 2022 | $7,728 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
67 Chestnut St |
4 bd · 4.5 ba · 4,009 sqft built 1899 · 0.064 acres | $725,000 Aug 1996 | $33,623 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |