Middlesex Rd, Chestnut Hill, MA Property Records

Norfolk County, Middlesex County and Brookline Town property records for 41 addresses on Middlesex Rd, Chestnut Hill, MA · Last verified August 2026

Middlesex Rd Highlights

Properties 61
Median Sale Price $905,000
Deeds and Mortgages on File 82
Median Price per Sqft $648
Owner Occupied 48%
Median Annual Tax Bill $9,455
Median Year Built 1905
Median Ownership Tenure 12 years

Properties on Middlesex Rd

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

14 Middlesex Rd

2 ba · 8,596 sqft · 0.774 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

28 Middlesex Rd

2 ba · 3,669 sqft · 0.638 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,8462025 1 Name on Record AssessorUpdated Apr 2026

41 Middlesex Rd

7 bd · 5.5 ba · 7,330 sqft · 0.522 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,450,000Sep 2014 $38,2942025 Amount on Record Jul 1993 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

50 Middlesex Rd

324 sqft · Built 1990 · 2.83 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

51 Middlesex Rd

6 bd · 4 ba · 5,369 sqft · 0.387 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,825,000Dec 2019 $30,8972025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

69 Middlesex Rd

9 bd · 8 ba · 9,523 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

73 Middlesex Rd

8 bd · 4 ba · 5,111 sqft · 0.234 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Oct 1966 1 Name on Record AssessorUpdated Apr 2026

81 Middlesex Rd

9 bd · 4 ba · 4,991 sqft · 0.298 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Sep 2009 1 Name on Record AssessorUpdated Apr 2026

91 Middlesex Rd

10 bd · 6.5 ba · 7,761 sqft · 0.282 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,500,000Aug 2018 $52,6792025 Amount on Record Jun 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

92 Middlesex Rd

0.034 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

96 Middlesex Rd

3 bd · 3.5 ba · 5,096 sqft · 0.423 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000May 1987 1 Name on Record AssessorUpdated Apr 2026

104 Middlesex Rd

4 bd · 3 ba · 4,432 sqft · 0.378 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$725,000Mar 1992 $26,5002025 Amount on Record Nov 1988 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

110 Middlesex Rd

7 bd · 4.5 ba · 4,448 sqft · 0.426 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,910,000Nov 2004 $28,6612025 Amount on Record Jun 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

120 Middlesex Rd

5 bd · 3.5 ba · 3,549 sqft · 0.305 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2013 $23,5422025 —Jun 2013 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

128 Middlesex Rd

5 bd · 3.5 ba · 3,755 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$874,000Jun 1999 $23,0462025 Amount on Record Jul 1990 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

132 Middlesex Rd

8 units · Built 1900 · 1,375 sq ft

Last Sale Median Tax Bill Median Sale    
$905,000Aug 2021 $7,4132025 $754,0008 units    

136 Middlesex Rd

7 units · Built 1900 · 925 sq ft

Last Sale Median Tax Bill Median Sale    
$899,000Jun 2024 $8,3422025 $499,0007 units    

137 Middlesex Rd

6 bd · 4 ba · 3,720 sqft · 0.313 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,365,000Jul 2004 $29,7362025 Amount on Record Nov 1995 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

142 Middlesex Rd

6 units · Built 1900 · 1,395 sq ft

Last Sale Median Tax Bill Median Sale    
$899,000Jun 2024 $8,6232025 $748,0006 units    

144 Middlesex Rd

3 units · Built 1905 · 1,395 sq ft

Last Sale Median Tax Bill Median Sale    
$895,500Jul 2026 $6,7342025 $895,5003 units    

145 Middlesex Rd

5 bd · 4.5 ba · 3,834 sqft · 0.337 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,015,000Aug 2019 $34,3832025 —May 2015 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

151 Middlesex Rd

5 bd · 3.5 ba · 2,530 sqft · 0.281 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,075,000Aug 2010 $22,9732025 Amount on Record Jun 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

157 Middlesex Rd

5 bd · 3.5 ba · 3,096 sqft · 0.283 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,425,000May 2012 $29,3222025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

162 Middlesex Rd

5 bd · 5.5 ba · 4,174 sqft · 0.371 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$916,500Aug 1997 $19,4682025 Amount on Record Mar 1990 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

163 Middlesex Rd

4 bd · 4.5 ba · 3,786 sqft · 0.322 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,350,000Jul 2026 $43,7022025 Amount on Record Jun 2021 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

170 Middlesex Rd

3 bd · 2.5 ba · 1,340 sqft · 0.056 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$945,000Apr 2014 $3,5592025 Amount on Record Aug 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

174 Middlesex Rd

2 bd · 1.5 ba · 1,246 sqft · 0.14 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,311,000Dec 2025 $8,3142025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

175 Middlesex Rd

6 bd · 3.5 ba · 4,082 sqft · 0.324 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,195,000Mar 2006 $35,0142025 Amount on Record Sep 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

180 Middlesex Rd

3 bd · 1.5 ba · 1,316 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,6242025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

183 Middlesex Rd

5 bd · 4.5 ba · 4,067 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,330,500Jun 2006 $42,6862025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

190 Middlesex Rd

4 bd · 4.5 ba · 3,637 sqft · 0.313 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Apr 1986 $9,8282025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

195 Middlesex Rd

8 bd · 4.5 ba · 5,235 sqft · 0.725 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,800,000Sep 2023 $49,0482025 —Oct 2014 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

206 Middlesex Rd

3 bd · 2.5 ba · 2,740 sqft · 0.157 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,8742025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Aug 2003 $39,1402025 Amount on Record Jul 1993 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

210 Middlesex Rd

5 bd · 3.5 ba · 3,254 sqft · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,110,000Jul 2021 $20,6112025 Amount on Record Aug 1994 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

218 Middlesex Rd

5 bd · 3.5 ba · 3,422 sqft · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,925,000Jun 2022 $26,5412025 Amount on Record Jan 1985 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

230 Middlesex Rd

5 bd · 4 ba · 2,370 sqft · 0.195 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,535,000May 2020 $20,9512025 —Mar 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

233 Middlesex Rd

5 bd · 3.5 ba · 3,574 sqft · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$29,1912025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

234 Middlesex Rd

4 bd · 4 ba · 2,575 sqft · 0.166 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Jul 2013 $23,2022025 —Jun 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

240 Middlesex Rd

6 bd · 3.5 ba · 2,974 sqft · 0.267 acres

Last Sale Tax Bill Prior Sale Owner Records
$850,000Feb 2003 $24,1482025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

243 Middlesex Rd

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2017 $3,7442025 Amount on Record May 2006 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

Wildfire Risk on Middlesex Rd

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

Wildfire Risk to HomesLow
this street's cells rank at the 2nd percentile of exposed land nationally · 4th in Massachusetts
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
1 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets