Winthrop Rd, Brookline, MA Property Records

Norfolk County and Brookline Town property records for 80 addresses on Winthrop Rd, Brookline, MA · Last verified August 2026

Winthrop Rd Highlights

Properties 145
Median Sale Price $1,535,000
Deeds and Mortgages on File 165
Median Price per Sqft $799
Owner Occupied 49%
Median Annual Tax Bill $13,514
Median Year Built 1925
Median Ownership Tenure 12 years

Properties on Winthrop Rd

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

7 Winthrop Rd

5 bd · 5.5 ba · 4,439 sqft · 0.205 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,050,001Mar 2010 $40,6572025 Amount on Record Jan 2010 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

9 Winthrop Rd

4 bd · 5.5 ba · 4,387 sqft · 0.193 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$40,3322025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

10 Winthrop Rd

3 bd · 1.5 ba · 2,042 sqft · 0.123 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$169,900Mar 1984 $19,1622025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

15 Winthrop Rd

4 bd · 4 ba · 3,233 sqft · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Sep 1994 $27,8082025 Amount on Record Jun 1991 2 Names on Record AssessorUpdated Jul 2026

16 Winthrop Rd

3 bd · 2.5 ba · 2,141 sqft · 0.113 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$21,5642025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

20 Winthrop Rd

4 bd · 2.5 ba · 2,489 sqft · 0.111 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$427,500Jun 1994 $22,4012025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

21 Winthrop Rd

4 bd · 4 ba · 2,820 sqft · 0.196 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$427,000Apr 1992 $26,1662025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

25 Winthrop Rd, #27

8 bd · 7.5 ba · 6,162 sqft · 0.229 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$44,4872025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

29 Winthrop Rd

2 bd · 2.5 ba · 2,145 sqft · 0.235 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,730,000Sep 2017 $16,8902025 Amount on Record Nov 2015 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

30 Winthrop Rd

4 bd · 3.5 ba · 2,538 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,825,000Dec 2014 $27,0122025 Amount on Record Jul 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

31 Winthrop Rd

4 bd · 3 ba · 3,085 sqft · 0.235 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,400Sep 2017 $17,1332025 Amount on Record Aug 2015 2 Names on Record Owner Occupied AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,705,000Dec 2017 2 Names on Record AssessorUpdated Jun 2023

32 Winthrop Rd

4 bd · 3.5 ba · 2,453 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,550,000Sep 2012 $26,6402025 Amount on Record Feb 2004 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$2,825,000Aug 2018 2 Names on Record AssessorUpdated Jun 2023

33 Winthrop Rd, #1

6 bd · 5.5 ba · 4,056 sqft · 0.311 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,850,000Aug 2018 $30,0132025 1 Name on Record AssessorUpdated Jul 2026

33 Winthrop Rd, #2

6 bd · 4.5 ba · 3,946 sqft · 0.311 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,125,000Oct 2020 $29,4222025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

34 Winthrop Rd

4 bd · 3.5 ba · 2,683 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,600,000Feb 2013 $28,5292025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

35 Winthrop Rd, #37

8 bd · 3.5 ba · 3,544 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,452,000Jun 2025 $23,7512025 Amount on Record Sep 1989 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

36 Winthrop Rd

3 bd · 3.5 ba · 2,630 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2013 $27,9772025 Amount on Record Aug 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

39 Winthrop Rd

3 bd · 3.5 ba · 2,268 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Dec 1986 $16,5922025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

41 Winthrop Rd

3 bd · 3 ba · 1,456 sqft · 0.133 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,304,500Feb 2021 $15,9982025 Amount on Record Apr 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

47 Winthrop Rd, #1

4 bd · 3.5 ba · 2,062 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,222,500Apr 2020 $14,7582025 Amount on Record Dec 2010 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

47 Winthrop Rd, #2

4 bd · 3.5 ba · 2,530 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,640,000Dec 2022 $15,0812025 Amount on Record Apr 2016 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

51 Winthrop Rd

4 bd · 2.5 ba · 2,237 sqft · 0.153 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,730,000May 2024 $14,9392025 Amount on Record Jul 2013 2 Names on Record Assessor + 4 DocumentsUpdated Jul 2026

53 Winthrop Rd

4 bd · 4 ba · 1,955 sqft · 0.153 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$790,000Dec 2004 $16,1082025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

57 Winthrop Rd, #1

4 bd · 2 ba · 2,184 sqft · 0.159 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Jan 2016 $15,4132025 Amount on Record Jul 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

57 Winthrop Rd, #2

3 bd · 2.5 ba · 1,958 sqft · 0.159 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,725,000Jun 2024 $17,8352025 Amount on Record Jun 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

63 Winthrop Rd, #1

4 bd · 2 ba · 1,346 sqft · 0.151 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Apr 1996 $13,0682025 Amount on Record Apr 1995 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

63 Winthrop Rd, #2

4 bd · 2 ba · 2,184 sqft · 0.151 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$13,6972025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

67 Winthrop Rd

5 bd · 3.5 ba · 2,162 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$885,000May 2010 $16,9632025 Amount on Record Aug 2008 2 Names on Record AssessorUpdated Jul 2026

69 Winthrop Rd

3 bd · 2.5 ba · 1,909 sqft · 0.163 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Aug 2016 $13,3562025 Amount on Record Nov 2012 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

73 Winthrop Rd, #1

5 bd · 3 ba · 2,040 sqft · 0.156 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,479,000Oct 2019 $16,3412025 Amount on Record May 2011 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

73 Winthrop Rd, #2

3 bd · 2.5 ba · 2,211 sqft · 0.156 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jan 1995 $13,8262025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

78 Winthrop Rd, Apt 1

4 bd · 3.5 ba · 3,241 sqft · 0.163 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,650,000May 2021 $23,3532025 Amount on Record Jun 2019 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

78 Winthrop Rd, Apt 2

4 bd · 3.5 ba · 3,660 sqft · 0.163 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,560,000Jun 2019 $26,0492025 1 Name on Record AssessorUpdated Apr 2026

79 Winthrop Rd

6 bd · 3 ba · 3,161 sqft · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$311,000May 1994 $20,3742025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

84 Winthrop Rd

6 bd · 6.5 ba · 5,527 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,800,000Mar 2023 $26,5492025 Amount on Record May 1975 1 Name on Record Assessor + 7 DocumentsUpdated Jul 2026

89 Winthrop Rd

3 units · Built 1900 · 1,417 sq ft

Last Sale Median Tax Bill Median Sale    
$1,350,000Dec 2024 $15,2062025 $1,350,0003 units    

91 Winthrop Rd

9 bd · 5 ba · 4,413 sqft · 0.133 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,8142025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

92 Winthrop Rd

3 units · Built 1920 · 1,115 sq ft

Last Sale Median Tax Bill Median Sale    
$755,000Jun 2018 $8,0552025 $415,5003 units    

96 Winthrop Rd

5 bd · 3 ba · 5,007 sqft · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,900,000Aug 2022 $28,7652025 Amount on Record Nov 1985 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

97 Winthrop Rd

6 bd · 4 ba · 3,162 sqft · 0.119 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,540,000Sep 2014 $20,6162025 Amount on Record Jul 1991 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

97A Winthrop Rd

3 bd · 2 ba · 1,049 sqft · 0.119 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$245,000Dec 1997 $11,4582025 Amount on Record Nov 1993 1 Name on Record AssessorUpdated Jul 2026

101 Winthrop Rd

3 units · Built 1898 · 1,397 sq ft

Last Sale Median Tax Bill Median Sale    
$1,380,000Jun 2026 $11,0452025 $732,5003 units    

105 Winthrop Rd

3 units · Built 1925 · 1,552 sq ft

Last Sale Median Tax Bill Median Sale    
$1,475,000May 2022 $16,5962025 $1,475,0003 units    
Last Sale Tax Bill Prior Sale Owner Records
$1,550,000Aug 2015 2 Names on Record AssessorUpdated Jun 2023

107 Winthrop Rd

10 bd · 7.5 ba · 5,998 sqft · 0.107 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2014 $29,4092025 Amount on Record Nov 1975 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

108 Winthrop Rd, #116

20 bd · 20 ba · 26,127 sqft · 0.429 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,200,000Aug 2019 $105,2732025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

111 Winthrop Rd

8 bd · 7 ba · 4,608 sqft · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,215,000Apr 2024 $31,1232024 Amount on Record Feb 2024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2024

111 Winthrop Rd

3 units · Built 1900 · 1,040 sq ft

Last Sale Median Tax Bill Median Sale    
$775,000Jan 2025 $13,5142025 $1,365,0003 units    

119 Winthrop Rd

9 units · Built 1935 · 690 sq ft

Last Sale Median Tax Bill Median Sale    
$1,199,000Nov 2024 $7,5322025 $386,2509 units    

123 Winthrop Rd

3 units · Built 1935 · 1,104 sq ft

Last Sale Median Tax Bill Median Sale    
$725,000Dec 2016 $7,7282025 $437,0003 units    

124 Winthrop Rd

7 units · Built 1925 · 619 sq ft

Last Sale Median Tax Bill Median Sale    
$620,000May 2022 $7,7952025 $590,0007 units    

127 Winthrop Rd

8 units · Built 1935 · 700 sq ft

Last Sale Median Tax Bill Median Sale    
$705,000Jun 2024 $11,3632025 $314,0008 units    

135 Winthrop Rd

6 bd · 4.5 ba · 3,953 sqft · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000May 2014 $30,7342025 Amount on Record Jul 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

139 Winthrop Rd

8 bd · 6 ba · 4,279 sqft · 0.196 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2016 $28,1222025 Amount on Record Oct 2007 1 Name on Record AssessorUpdated Apr 2026

145 Winthrop Rd

8 units · Built 1925 · 477 sq ft

Last Sale Median Tax Bill Median Sale    
$420,000Aug 2022 $4,4452025 $177,0008 units    

146 Winthrop Rd, #A

4 bd · 2.5 ba · 1,581 sqft · 0.135 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$616,000Jun 2010 $13,4172025 Amount on Record Jun 1994 2 Names on Record AssessorUpdated Jul 2026

146 Winthrop Rd, #B

4 bd · 3.5 ba · 2,669 sqft · 0.135 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000May 2025 $14,1872025 Amount on Record Jul 2023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

147 Winthrop Rd

8 units · Built 1925 · 468 sq ft

Last Sale Median Tax Bill Median Sale    
$198,000Mar 2007 $4,4452025 $198,0008 units    

149 Winthrop Rd

8 units · Built 1925 · 477 sq ft

Last Sale Median Tax Bill Median Sale    
$805,000Jul 2025 $4,5542025 $397,0008 units    

152 Winthrop Rd, #1

3 bd · 2.5 ba · 2,018 sqft · 0.175 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,370,000Aug 2022 $11,9182025 —Jun 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

152 Winthrop Rd, #2

4 bd · 4.5 ba · 3,437 sqft · 0.175 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,870,000Jun 2017 $19,0952025 Amount on Record Dec 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

157 Winthrop Rd, #1

6 bd · 4.5 ba · 3,919 sqft · 0.254 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,050,000Jul 2021 $25,2422025 Amount on Record Oct 2020 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

157 Winthrop Rd, #2

3 bd · 4.5 ba · 3,040 sqft · 0.254 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$540,000Jan 2000 $21,9892025 Amount on Record Nov 1995 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

158 Winthrop Rd

5 units · Built 2019 · 1,940 sq ft

Last Sale Median Tax Bill Median Sale    
$2,200,000Apr 2022 $20,2652025 $2,100,0005 units    

164 Winthrop Rd

9 bd · 3 ba · 5,529 sqft · 0.124 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,9842025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

165 Winthrop Rd

8 bd · 4 ba · 5,136 sqft · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,4862025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

168 Winthrop Rd, #170

20 bd · 16 ba · 11,286 sqft · 0.261 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,770,000Feb 1998 $72,6122025 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

175 Winthrop Rd

3 units · Built 1900 · 1,520 sq ft

Last Sale Median Tax Bill Median Sale    
$1,600,000Sep 2025 $11,4912025 $710,0003 units    

177 Winthrop Rd

4 units · Built 1900 · 999 sq ft

Last Sale Median Tax Bill Median Sale    
$1,535,000Sep 2023 $12,8112025 $1,415,0004 units    

181 Winthrop Rd

12 ba · 5,544 sqft · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,450,000Dec 2024 $39,9192025 2 Names on Record AssessorUpdated Apr 2026

185 Winthrop Rd

9 bd · 3 ba · 5,790 sqft · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2017 $27,3012025 —Apr 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

187 Winthrop Rd

12 bd · 6 ba · 5,877 sqft · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$33,3672025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

191 Winthrop Rd

15 bd · 9 ba · 6,228 sqft · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2011 $43,3712025 Amount on Record Jun 2006 1 Name on Record Assessor + 4 DocumentsUpdated Jun 2026

195 Winthrop Rd

3 units · Built 1910 · 1,317 sq ft

Last Sale Median Tax Bill Median Sale    
$1,830,000Mar 2026 $9,5452025 $219,0003 units    

199 Winthrop Rd, #201

12 bd · 12 ba · 6,546 sqft · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2013 $42,4422025 1 Name on Record AssessorUpdated Apr 2026

203 Winthrop Rd, #205

11 bd · 11 ba · 6,036 sqft · 0.076 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,100,000May 2013 $35,5622025 Amount on Record Mar 2011 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

208 Winthrop Rd

20 bd · 27 ba · 19,893 sqft · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2004 $100,1722025 Amount on Record Aug 2004 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

210 Winthrop Rd, #212

20 bd · 18 ba · 19,564 sqft · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$655,000Jul 1993 $81,2582025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Winthrop Rd

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