Chestnut Hill Ave, Brighton, MA Property Records

Suffolk County and Boston City property records for 77 addresses on Chestnut Hill Ave, Brighton, MA · Last verified October 2026

Chestnut Hill Ave Highlights

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

Properties on Chestnut Hill Ave

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

Property Records in Nearby Streets