Oakland Rd, Brookline, MA Property Records

Norfolk County and Brookline Town property records for 22 addresses on Oakland Rd, Brookline, MA · Last verified October 2026

Oakland Rd Highlights

Properties 22
Median Sale Price $1,400,000
Deeds and Mortgages on File 21
Median Price per Sqft $564
Owner Occupied 68%
Median Annual Tax Bill $16,858
Median Year Built 1910
Median Ownership Tenure 16 years

Properties on Oakland Rd

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

7 Oakland Rd

7 bd · 3 ba · 3,313 sqft · built 1884 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,475,000Dec 2015 $23,9842026 —Apr 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

15 Oakland Rd

3 bd · 1.5 ba · 1,388 sqft · built 1910 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,800Nov 1976 $13,5082025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

18 Oakland Rd

4 bd · 2.5 ba · 2,304 sqft · built 1900 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$800,000Mar 2005 $17,5992025 Amount on Record Feb 2004 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

19 Oakland Rd

5 bd · 3.5 ba · 2,880 sqft · built 1904 · 0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,4982025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

22 Oakland Rd

4 bd · 2.5 ba · 3,912 sqft · built 1910 · 0.332 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,250,000Sep 2023 $28,2202026 Amount on Record Jan 1988 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

28 Oakland Rd

6 bd · 4.5 ba · 2,479 sqft · built 1910 · 0.159 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Jun 2011 $23,8622025 Amount on Record Sep 2010 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

32 Oakland Rd

3 bd · 1 ba · 2,094 sqft · built 1910 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,000Jun 1975 $12,8662025 2 Owners on Record AssessorUpdated Jul 2026

33 Oakland Rd

5 bd · 2 ba · 2,741 sqft · built 1910 · 0.115 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,2552025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

35 Oakland Rd

7 bd · 3 ba · 3,571 sqft · built 1910 · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000May 2013 $23,7592026 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

36 Oakland Rd, #38

5 bd · 4 ba · 3,029 sqft · built 1926 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Dec 1989 $21,0492025 2 Owners on Record AssessorUpdated Apr 2026

39 Oakland Rd

6 bd · 2 ba · 3,016 sqft · built 1915 · 0.068 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Sep 1992 $15,5072025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

40 Oakland Rd, #1

4 bd · 3.5 ba · 1,817 sqft · built 1910 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,525,000Aug 2017 $17,9312026 —Dec 2007 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

40 Oakland Rd, #2

3 bd · 3 ba · 2,199 sqft · built 1910 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Jan 2010 $15,8412025 Amount on Record Nov 2007 Owner on Record AssessorUpdated Jul 2026

43 Oakland Rd

7 bd · 3 ba · 3,055 sqft · built 1900 · 0.071 acres

Last Sale Tax Bill Prior Sale Owner Records
$256,875Jul 1993 $18,7042025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

50 Oakland Rd

4 bd · 2 ba · 2,070 sqft · built 1959 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$452,500Sep 1999 $18,6172025 Amount on Record Nov 1998 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

51 Oakland Rd

7 bd · 2.5 ba · 3,473 sqft · built 1900 · 0.142 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Aug 2009 $21,3652025 2 Owners on Record Assessor + 2 DocumentsUpdated Apr 2026

55 Oakland Rd, #1

2 bd · 2 ba · 1,288 sqft · built 1900 · 0.161 acres

Last Sale Tax Bill Prior Sale Owner Records
$582,000Jun 2012 $11,6992025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

55 Oakland Rd, #2

2 bd · 1 ba · 1,534 sqft · built 1900 · 0.161 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,4852025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

56 Oakland Rd

3 bd · 2.5 ba · 1,296 sqft · built 1959 · 0.19 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Oct 2018 $15,0582025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

56R Oakland Rd

3 bd · 1.5 ba · 1,594 sqft · built 1959 · 0.042 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,7202025 2 Owners on Record AssessorUpdated Jul 2026

59 Oakland Rd

4 bd · 2 ba · 2,616 sqft · built 1930 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,035,000Apr 2017 $9192026 Amount on Record Jun 1976 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

59R Oakland Rd

4 bd · 2 ba · 2,616 sqft · built 1930 · 0.023 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Jun 1976 $8702025 2 Owners on Record AssessorUpdated Apr 2026

Property Records in Nearby Streets