Oak St, Holliston, MA Property Records

Middlesex County and Holliston Town property records for 43 addresses on Oak St, Holliston, MA · Last verified October 2026

Oak St Highlights

Properties 43
Median Sale Price $580,000
Deeds and Mortgages on File 57
Median Price per Sqft $398
Owner Occupied 93%
Median Annual Tax Bill $8,295
Median Year Built 1964
Median Ownership Tenure 13 years

Properties on Oak St

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

12 Oak St

3 bd · 2 ba · 1,542 sqft · built 1961 · 0.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Apr 2010 $8,5982025 Amount on Record Aug 2007 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

25 Oak St

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$282025 2 Owners on Record AssessorUpdated Apr 2026

27 Oak St

4 bd · 3.5 ba · 3,673 sqft · built 1964 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$229,900Sep 2000 $14,6722025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

33 Oak St

4 bd · 2.5 ba · 2,522 sqft · built 1997 · 2.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,3262025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

34 Oak St

2 bd · 2 ba · 1,472 sqft · built 1977 · 0.989 acres

Last Sale Tax Bill Prior Sale Owner Records
$447,500Apr 2020 $9,3392025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

43 Oak St

3 bd · 2.5 ba · 1,502 sqft · built 1966 · 0.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,900Jul 2011 $7,7372025 Amount on Record Nov 1995 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

44 Oak St

3 bd · 1 ba · 1,348 sqft · built 1957 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$153,000Jun 1995 $8,2952025 Amount on Record Nov 1993 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

54 Oak St

3 bd · 1 ba · 964 sqft · built 1968 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,500Jul 1976 $5,9292025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

55 Oak St

3 bd · 2 ba · 1,512 sqft · built 1978 · 1.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9992025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

66 Oak St

3 bd · 1 ba · 1,638 sqft · built 1957 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000Sep 1984 $7,7502025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

68 Oak St

3 bd · 1 ba · 964 sqft · built 1957 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Mar 2022 $6,1322025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

71 Oak St

5 bd · 2.5 ba · 1,671 sqft · built 1961 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0042025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

74 Oak St

3 bd · 1 ba · 1,110 sqft · built 1958 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Sep 2018 $6,6732025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

75 Oak St

3 bd · 1.5 ba · 1,638 sqft · built 1978 · 5.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$555,000Feb 2020 $8,4372025 Amount on Record Mar 2012 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

83 Oak St

2 bd · 1 ba · 1,376 sqft · built 1955 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$316,000Jan 2004 $7,4542025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

86 Oak St

3 bd · 1 ba · 1,553 sqft · built 1957 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$252,000Sep 2013 $8,8382025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

89 Oak St

3 bd · 2 ba · 964 sqft · built 1959 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Dec 2015 $8,0372025 —Jun 2012 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

92 Oak St

3 bd · 1 ba · 934 sqft · built 1958 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8432025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

95 Oak St

3 bd · 2 ba · 1,040 sqft · built 1957 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$622,000Jul 2024 $7,6912025 Amount on Record Apr 2024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

101 Oak St

3 bd · 2 ba · 1,156 sqft · built 1956 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$239,900Dec 2000 $7,1922025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

107 Oak St

3 bd · 1 ba · 960 sqft · built 1959 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$580,000Oct 2025 $6,7902025 Amount on Record Dec 1999 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

111 Oak St

3 bd · 1.5 ba · 1,972 sqft · built 1978 · 8.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Jan 2016 $8,3722025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

115 Oak St

2 bd · 1 ba · 1,254 sqft · built 1959 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1932025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

116 Oak St

4 bd · 3.5 ba · 3,000 sqft · built 2024 · 0.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,6972025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

135 Oak St

4 bd · 1.5 ba · 1,364 sqft · built 1957 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Jun 2023 $9,1802025 Amount on Record Aug 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

143 Oak St

3 bd · 1 ba · 960 sqft · built 1957 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Aug 2025 $7,1902025 Amount on Record Aug 2018 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

146 Oak St

4 bd · 2 ba · 1,156 sqft · built 1973 · 0.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Apr 2023 $7,9922025 Amount on Record Oct 1974 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

152 Oak St

3 bd · 2 ba · 1,232 sqft · built 1975 · 0.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$93,000Oct 1982 $8,8822025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

158 Oak St

2 bd · 2 ba · 1,133 sqft · built 1973 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Jul 2004 $8,3372025 Amount on Record Aug 1999 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

164 Oak St

4 bd · 2 ba · 1,088 sqft · built 1976 · 0.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,4462025 2 Owners on Record AssessorUpdated Jul 2026

170 Oak St

4 bd · 2.5 ba · 2,988 sqft · built 2015 · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Jul 2015 $14,0702025 Amount on Record Dec 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

178 Oak St

3 bd · 1 ba · 1,514 sqft · built 1959 · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jan 2003 $7,1512025 Amount on Record Oct 1997 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

184 Oak St

3 bd · 1 ba · 1,248 sqft · built 1957 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$497,000Jul 2020 $8,3642025 Amount on Record Dec 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

190 Oak St

3 bd · 1.5 ba · 1,028 sqft · built 1965 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$223,000Jan 2000 $7,7382025 Amount on Record Oct 1988 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

196 Oak St

3 bd · 1 ba · 1,372 sqft · built 1961 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$272,000Sep 2012 $8,3202025 Amount on Record Sep 2009 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

210 Oak St

4 bd · 2.5 ba · 2,457 sqft · built 1965 · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$216,000Aug 1995 $9,3582025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

222 Oak St

4 bd · 2 ba · 2,445 sqft · built 1964 · 1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$599,000Sep 2017 $9,5112025 —Jan 2017 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

237 Oak St

3 bd · 2 ba · 1,056 sqft · built 1962 · 0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4572025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

239 Oak St

3 bd · 2.5 ba · 2,158 sqft · built 1999 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$502,500Jul 2003 $11,2102025 Amount on Record Oct 1999 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

241 Oak St

4 bd · 2.5 ba · 3,728 sqft · built 2001 · 1.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Apr 2024 $14,2092025 Amount on Record Oct 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

243 Oak St

5 bd · 3 ba · 3,686 sqft · built 1985 · 13 acres

Last Sale Tax Bill Prior Sale Owner Records
$461,000Mar 2003 $14,7882025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

245 Oak St

3 bd · 1.5 ba · 1,764 sqft · built 1974 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Jun 2017 $10,5512025 Amount on Record Dec 2016 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Sep 2026

266 Oak St

3 bd · 1.5 ba · 1,280 sqft · built 1974 · 0.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3322025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets