Suffolk County and Boston City property records for 77 addresses on Chestnut Hill Ave, Brighton, MA · Last verified October 2026
| Properties | 347 |
|---|---|
| Median Sale Price | $460,000 |
| Deeds and Mortgages on File | 314 |
| Median Price per Sqft | $668 |
| Owner Occupied | 27% |
| Median Annual Tax Bill | $5,362 |
| Median Year Built | 1930 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2, Apt 6 Chestnut Hill Ave |
10,234 sqft built 1920 · 0.073 acres | $1,900,000 Jan 2016 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5 Chestnut Hill Ave |
2,539 sqft built 1950 · 0.095 acres | $7,973 2025 | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Chestnut Hill Ave |
6 bd · 3 ba · 3,111 sqft built 1920 · 0.043 acres | $50,000 Dec 1991 | $13,969 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11, #15 Chestnut Hill Ave |
0.096 acres | $8,064 2025 | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Chestnut Hill Ave |
6 bd · 3 ba · 3,122 sqft built 1920 · 0.033 acres | $13,061 2025 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Chestnut Hill Ave |
6 bd · 4.5 ba · 3,193 sqft built 1920 · 0.032 acres | $1,330,000 Dec 2023 | $15,038 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 Chestnut Hill Ave |
6 bd · 4.5 ba · 3,178 sqft built 1920 · 0.033 acres | $1,330,000 Dec 2023 | $15,647 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17, #21 Chestnut Hill Ave |
3,300 sqft built 1920 · 0.08 acres | $870,000 Nov 2012 | $11,016 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Chestnut Hill Ave |
13,452 sqft built 1945 · 0.33 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 Chestnut Hill Ave |
0.061 acres | $4,966 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
29 Chestnut Hill Ave |
19,011 sqft built 1930 · 0.498 acres | $616,299 Oct 1994 | Assessor + 2 Documents Updated Jun 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
35 Chestnut Hill Ave |
10,658 sqft built 1899 · 1.15 acres | $13,822 Jan 2011 | $31,055 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
41, #45 Chestnut Hill Ave |
29,120 sqft built 1920 · 0.772 acres | — Feb 2007 | $83,551 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
50 Chestnut Hill Ave |
4 bd · 4.5 ba · 2,856 sqft built 1895 · 0.092 acres | $447,000 Nov 2012 | $14,035 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
53 Chestnut Hill Ave |
4 bd · 3.5 ba · 3,087 sqft built 1910 · 0.165 acres | — Aug 2018 | $14,208 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
55 Chestnut Hill Ave |
3 bd · 1.5 ba · 5,981 sqft built 1900 · 0.307 acres | — Aug 2018 | $19,965 2025 | Assessor + 3 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
58 Chestnut Hill Ave |
0.121 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
59 Chestnut Hill Ave |
6 bd · 2 ba · 2,133 sqft built 1910 · 0.206 acres | Assessor + 2 Documents Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
63 Chestnut Hill Ave |
3,518 sqft built 1920 · 0.414 acres | Assessor + 2 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
65 Chestnut Hill Ave |
6 bd · 2.5 ba · 3,403 sqft built 1899 · 0.356 acres | $11,489 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
66 Chestnut Hill Ave |
6 bd · 3 ba · 3,134 sqft built 1890 · 0.19 acres | $680,000 Jul 2005 | $14,153 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
69 Chestnut Hill Ave |
4 bd · 2 ba · 2,759 sqft built 1900 · 0.321 acres | $1,600,000 Nov 2024 | $14,353 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
71, #73 Chestnut Hill Ave |
4,251 sqft built 1920 · 0.281 acres | $268,000 Mar 1990 | $13,473 2025 | Assessor + 2 Documents Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
75 Chestnut Hill Ave |
5 bd · 3 ba · 2,538 sqft built 1960 · 0.268 acres | $79,000 Jul 2020 | $15,176 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
76 Chestnut Hill Ave |
6 bd · 3 ba · 3,284 sqft built 1911 · 0.127 acres | $172,000 Jul 1992 | $14,177 2025 | Assessor + 1 Document Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
78 Chestnut Hill Ave |
6 bd · 2.5 ba · 3,223 sqft built 1910 · 0.131 acres | $680,000 Sep 2002 | $13,877 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
81 Chestnut Hill Ave |
24,470 sqft built 2021 · 0.364 acres | $73,096 2025 | Assessor + 4 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
88A Chestnut Hill Ave |
2,949 sqft built 1920 · 0.035 acres | $440,000 Mar 2011 | $18,169 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
96 Chestnut Hill Ave |
8 bd · 4 ba · 4,086 sqft built 1920 · 0.21 acres | $170,000 Apr 1996 | $19,595 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
99 Chestnut Hill Ave |
47 units · 791 sq ft Built 1924 | $590,000 Aug 2026 | $8,636 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
130 Chestnut Hill Ave |
179,243 sqft built 2022 · 1.86 acres | Assessor + 5 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
132 Chestnut Hill Ave |
58,480 sqft built 2018 · 0.274 acres | $380,500 Aug 2017 | Assessor + 4 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
138 Chestnut Hill Ave |
11,472 sqft built 1929 · 0.679 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
145, #147 Chestnut Hill Ave |
6 bd · 2 ba · 2,704 sqft built 1926 · 0.117 acres | — Jan 2009 | $14,304 2025 | Assessor Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
148 Chestnut Hill Ave |
3,318 sqft built 1960 · 0.431 acres | $4,960,281 Jun 2023 | $54,576 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
149, #151 Chestnut Hill Ave |
5 bd · 2 ba · 3,144 sqft built 1935 · 0.115 acres | $15,438 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
150 Chestnut Hill Ave |
26,044 sqft built 2010 · 0.5 acres | — Jan 2013 | $99,554 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
152, #164 Chestnut Hill Ave |
8,450 sqft built 1920 · 0.28 acres | $52,943 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
163 Chestnut Hill Ave |
37 units · 1,062 sq ft Built 2002 | $850,000 Sep 2025 | $7,741 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
167, #183 Chestnut Hill Ave |
4,500 sqft built 2015 · 0.131 acres | $746,000 Apr 2013 | $36,814 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
185 Chestnut Hill Ave |
19 units · 345 sq ft Built 1899 | $385,000 Jun 2026 | $3,972 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
189 Chestnut Hill Ave |
19 units · 344 sq ft Built 1930 | $410,000 Jul 2026 | $3,784 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
199 Chestnut Hill Ave |
17,004 sqft built 1899 · 0.688 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
206 Chestnut Hill Ave |
6,780 sqft built 1930 · 0.092 acres | — Nov 2008 | $24,371 2025 | Assessor Updated Jun 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
209 Chestnut Hill Ave |
12 bd · 3 ba · 5,700 sqft built 1910 · 0.097 acres | $261,000 May 1994 | $23,059 2025 | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
210 Chestnut Hill Ave |
4,833 sqft built 1999 · 0.11 acres | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
210 Chestnut Hill Ave |
7 units · 730 sq ft Built 1940 | $378,000 Aug 2024 | $5,866 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
213 Chestnut Hill Ave |
6,210 sqft built 1920 · 0.081 acres | $1,750,000 May 2008 | $18,171 2025 | Assessor + 1 Document Updated Jun 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
217 Chestnut Hill Ave |
5,811 sqft built 1920 · 0.097 acres | $340,000 Oct 1988 | $16,325 2025 | Assessor + 1 Document Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
221 Chestnut Hill Ave |
7,060 sqft built 1920 · 0.081 acres | $14,755 2025 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
225 Chestnut Hill Ave |
7,908 sqft built 1920 · 0.084 acres | $16,908 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
229 Chestnut Hill Ave |
9 bd · 6 ba · 4,468 sqft built 1912 · 0.2 acres | $1,815,000 Mar 2017 | $25,628 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
235, #237 Chestnut Hill Ave |
8 bd · 5.5 ba · 4,531 sqft built 1920 · 0.209 acres | $1,600,000 Apr 2020 | $18,346 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
239 Chestnut Hill Ave |
3,352 sqft built 1899 · 0.189 acres | — Jun 2011 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
245 Chestnut Hill Ave |
5 bd · 3.5 ba · 2,352 sqft built 1927 · 0.169 acres | $515,000 Jul 2012 | $13,329 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
247 Chestnut Hill Ave |
31 units · 309 sq ft Built 1920 | $370,000 Jul 2025 | $3,459 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
249 Chestnut Hill Ave |
24 units · 386 sq ft Built 1920 | $300,000 Aug 2026 | $4,456 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
258 Chestnut Hill Ave |
6 bd · 3 ba · 2,738 sqft built 1920 · 0.143 acres | $19,068 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
260, #262 Chestnut Hill Ave |
4,485 sqft built 1920 · 0.143 acres | $16,456 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
266 Chestnut Hill Ave |
4,000 sqft built 1899 · 0.229 acres | $16,097 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
271 Chestnut Hill Ave |
213,400 sqft built 1979 · 1.44 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
276 Chestnut Hill Ave |
26 units · 527 sq ft Built 1988 | $699,000 Mar 2023 | $5,833 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
276 Chestnut Hill Ave |
14,066 sqft built 1999 · 0.322 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
286 Chestnut Hill Ave |
14,252 sqft built 1910 · 0.114 acres | $15,450,000 Jan 2016 | $52,506 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
288 Chestnut Hill Ave |
14,252 sqft built 1910 · 0.114 acres | $15,450,000 Jan 2016 | $51,402 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
324 Chestnut Hill Ave |
17 units · 400 sq ft Built 1935 | $360,000 Sep 2026 | $4,092 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
332 Chestnut Hill Ave |
112 sqft built 2000 · 0.732 acres | $1,025,000 Mar 2010 | $76,483 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
350 Chestnut Hill Ave |
1,769 sqft built 1976 · 0.266 acres | $1,541,000 Aug 2000 | $20,311 2025 | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
354 Chestnut Hill Ave |
6,604 sqft built 1930 · 0.159 acres | $54,184 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
358 Chestnut Hill Ave |
14,154 sqft built 1965 · 0.404 acres | $3,450,000 Apr 2021 | $64,664 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
370 Chestnut Hill Ave |
29 units · 525 sq ft Built 1950 | $475,000 Jul 2026 | $4,858 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
372A Chestnut Hill Ave |
840 sqft 0.019 acres | $150,000 Jul 2014 | $6,778 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
374 Chestnut Hill Ave |
25 units · 358 sq ft Built 1920 | $380,000 Aug 2023 | $4,905 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
375 Chestnut Hill Ave |
92,247 sqft built 2018 · 2.17 acres | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
381 Chestnut Hill Ave |
7.29 acres | $4,000,000 Nov 2014 | Assessor + 3 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
381, #399 Chestnut Hill Ave |
21,474 sqft built 2018 · 2.82 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
392, #398 Chestnut Hill Ave |
32,020 sqft built 1920 · 0.216 acres | — Feb 2009 | $99,009 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |