Rolling Meadow Dr, Holliston, MA Property Records

Middlesex County and Holliston Town property records for 64 addresses on Rolling Meadow Dr, Holliston, MA · Last verified October 2026

Rolling Meadow Dr Highlights

Properties 64
Median Sale Price $890,000
Deeds and Mortgages on File 114
Median Price per Sqft $299
Owner Occupied 98%
Median Annual Tax Bill $13,481
Median Year Built 1986
Median Ownership Tenure 11 years

Properties on Rolling Meadow Dr

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

4 Rolling Meadow Dr

4 bd · 2.5 ba · 2,484 sqft · built 1989 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$925,000Jun 2023 $12,0382025 Amount on Record Aug 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

9 Rolling Meadow Dr

4 bd · 2.5 ba · 2,541 sqft · built 1988 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000May 2023 $12,5482025 Amount on Record Apr 2018 2 Owners on Record Owner Occupied Assessor + 7 DocumentsUpdated Sep 2026

10 Rolling Meadow Dr

4 bd · 2.5 ba · 2,694 sqft · built 1988 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$605,000Sep 2014 $14,0922025 Amount on Record Aug 1992 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

17 Rolling Meadow Dr

4 bd · 2.5 ba · 2,544 sqft · built 1988 · 0.739 acres

Last Sale Tax Bill Prior Sale Owner Records
$341,900Jul 1988 $12,7812025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

20 Rolling Meadow Dr

4 bd · 2.5 ba · 3,602 sqft · built 1989 · 0.574 acres

Last Sale Tax Bill Prior Sale Owner Records
$995,000Jun 2023 $14,4582025 Amount on Record Apr 1992 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

23 Rolling Meadow Dr

4 bd · 2.5 ba · 3,167 sqft · built 1986 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$723,000May 2020 $13,5222025 Amount on Record Feb 2019 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

26 Rolling Meadow Dr

4 bd · 3 ba · 3,624 sqft · built 1987 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Nov 2007 $16,6802025 Amount on Record Jul 1995 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

32 Rolling Meadow Dr

4 bd · 2.5 ba · 2,984 sqft · built 1988 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Dec 1997 $13,6982025 Amount on Record Nov 1987 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

33 Rolling Meadow Dr

4 bd · 3 ba · 2,726 sqft · built 1986 · 0.639 acres

Last Sale Tax Bill Prior Sale Owner Records
$603,000Feb 2006 $13,6872025 Amount on Record Apr 1991 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

40 Rolling Meadow Dr

4 bd · 2.5 ba · 2,895 sqft · built 1986 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$706,000Aug 2018 $14,2132025 Amount on Record Jun 1994 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

41 Rolling Meadow Dr

4 bd · 3.5 ba · 3,238 sqft · built 1988 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Feb 2004 $15,6782025 Amount on Record Jun 1987 2 Owners on Record AssessorUpdated Oct 2026

50 Rolling Meadow Dr

4 bd · 2.5 ba · 2,516 sqft · built 1988 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000May 1994 $13,3202025 Amount on Record Feb 1988 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

51 Rolling Meadow Dr

4 bd · 3.5 ba · 2,919 sqft · built 1988 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$634,375Jul 2017 $13,6952025 Amount on Record May 1997 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

59 Rolling Meadow Dr

4 bd · 2.5 ba · 2,828 sqft · built 1981 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$717,500Sep 2020 $13,3642025 Amount on Record Dec 1996 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

60 Rolling Meadow Dr

4 bd · 2.5 ba · 2,544 sqft · built 1986 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$530,000Dec 2016 $12,3222025 Amount on Record Apr 1994 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

65 Rolling Meadow Dr

4 bd · 2.5 ba · 2,626 sqft · built 1986 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$369,900Dec 1987 $14,1012025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

68 Rolling Meadow Dr

4 bd · 2.5 ba · 2,861 sqft · built 1986 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$595,000Aug 2016 $14,1122025 Amount on Record Jun 1987 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

75 Rolling Meadow Dr

4 bd · 2.5 ba · 2,544 sqft · built 1988 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$585,000Aug 2014 $13,5032025 —Oct 2006 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

76 Rolling Meadow Dr

4 bd · 2.5 ba · 3,836 sqft · built 1986 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$334,000Sep 1993 $15,0952025 Amount on Record Mar 1987 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

82 Rolling Meadow Dr

4 bd · 2.5 ba · 3,252 sqft · built 1986 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Jun 2013 $13,4812025 Amount on Record Dec 1998 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

83 Rolling Meadow Dr

4 bd · 2.5 ba · 2,980 sqft · built 1988 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$622,500May 2015 $14,5772025 Amount on Record Jun 2002 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

90 Rolling Meadow Dr

4 bd · 2.5 ba · 2,919 sqft · built 1986 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$735,000Jan 2021 $15,4342025 Amount on Record Sep 2020 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

91 Rolling Meadow Dr

4 bd · 2.5 ba · 2,131 sqft · built 1989 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$544,900Jul 2014 $11,5952025 Amount on Record Oct 1999 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

96 Rolling Meadow Dr

4 bd · 2.5 ba · 3,690 sqft · built 1992 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$821,500May 2019 $16,1562025 Amount on Record May 2010 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

101 Rolling Meadow Dr

4 bd · 3 ba · 2,554 sqft · built 1989 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Nov 2015 $12,5572025 Amount on Record Oct 1989 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

102 Rolling Meadow Dr

3 bd · 3.5 ba · 3,464 sqft · built 1986 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$803,000Jul 2005 $16,5492025 Amount on Record Jan 1996 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

108 Rolling Meadow Dr

4 bd · 2.5 ba · 3,106 sqft · built 1990 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$765,257Aug 2015 $15,6542025 Amount on Record Oct 1991 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

111 Rolling Meadow Dr

4 bd · 2.5 ba · 2,950 sqft · built 1989 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000May 1990 $14,5152025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

116 Rolling Meadow Dr

4 bd · 3 ba · 3,652 sqft · built 1987 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2018 $15,5772025 Amount on Record Jan 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

121 Rolling Meadow Dr

4 bd · 2.5 ba · 2,524 sqft · built 1990 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$321,900Apr 1990 $14,1752025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

128 Rolling Meadow Dr

4 bd · 3.5 ba · 3,001 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000May 2017 $15,0532025 Amount on Record Jan 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

131 Rolling Meadow Dr

4 bd · 2.5 ba · 3,124 sqft · built 1985 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$796,500Mar 2021 $13,8962025 Amount on Record Aug 2002 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

136 Rolling Meadow Dr

4 bd · 2.5 ba · 2,464 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jun 2015 $11,9842025 Amount on Record Dec 2006 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

139 Rolling Meadow Dr

4 bd · 2.5 ba · 2,471 sqft · built 1985 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$439,500Jul 2001 $11,8642025 Amount on Record Nov 1995 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

142 Rolling Meadow Dr

3 bd · 2.5 ba · 2,174 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$610,000Jul 2020 $11,9912025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

149 Rolling Meadow Dr

4 bd · 2.5 ba · 2,717 sqft · built 1985 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2016 $12,0772025 Amount on Record Jul 1990 Owner on Record Owner Occupied AssessorUpdated Jul 2026

150 Rolling Meadow Dr

4 bd · 2.5 ba · 2,988 sqft · built 1985 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,012,000Mar 2025 $14,3422025 Amount on Record May 2010 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

156 Rolling Meadow Dr

4 bd · 2.5 ba · 2,428 sqft · built 1985 · 0.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Aug 2014 $12,9582025 —Aug 2010 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

157 Rolling Meadow Dr

4 bd · 2.5 ba · 2,449 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$930,000Jul 2026 $11,8802025 Amount on Record Aug 1996 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

162 Rolling Meadow Dr

4 bd · 2.5 ba · 3,143 sqft · built 1985 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000May 1986 $14,0462025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

167 Rolling Meadow Dr

4 bd · 2.5 ba · 2,030 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Oct 1986 $10,5442025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

172 Rolling Meadow Dr

4 bd · 3 ba · 2,592 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$284,900Apr 1986 $12,2252025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

179 Rolling Meadow Dr

4 bd · 3 ba · 2,668 sqft · built 1987 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000May 2013 $13,4442025 Amount on Record Oct 1987 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

182 Rolling Meadow Dr

4 bd · 2.5 ba · 2,888 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$627,500Jul 2018 $12,7632025 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

190 Rolling Meadow Dr

4 bd · 4 ba · 3,448 sqft · built 1985 · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$324,900Feb 1986 $16,0832025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

195 Rolling Meadow Dr

4 bd · 2.5 ba · 2,545 sqft · built 1986 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$618,000Sep 2013 $12,5802025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

200 Rolling Meadow Dr

4 bd · 2.5 ba · 2,508 sqft · built 1985 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$895,000May 2023 $13,0562025 Amount on Record Jun 2012 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

204 Rolling Meadow Dr

4 bd · 2.5 ba · 2,646 sqft · built 1985 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$845,000Nov 2022 $13,2662025 Amount on Record Aug 2017 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

210 Rolling Meadow Dr

4 bd · 3 ba · 2,924 sqft · built 1985 · 0.719 acres

Last Sale Tax Bill Prior Sale Owner Records
$780,000May 2021 $14,0412025 Amount on Record Sep 1985 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

215 Rolling Meadow Dr

4 bd · 2.5 ba · 2,535 sqft · built 1986 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$635,000Jul 2013 $12,7402025 Amount on Record Apr 2011 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

216 Rolling Meadow Dr

4 bd · 2.5 ba · 2,614 sqft · built 1985 · 0.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$578,750Jun 2014 $13,7622025 Amount on Record Jun 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

222 Rolling Meadow Dr

4 bd · 2.5 ba · 2,318 sqft · built 1986 · 0.639 acres

Last Sale Tax Bill Prior Sale Owner Records
$540,000Feb 2015 $12,0292025 Amount on Record Jan 2008 Owner on Record Owner Occupied AssessorUpdated Oct 2026

225 Rolling Meadow Dr

4 bd · 2.5 ba · 2,658 sqft · built 1986 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Oct 2017 $13,8162025 Amount on Record Apr 2011 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

228 Rolling Meadow Dr

4 bd · 2.5 ba · 2,900 sqft · built 1986 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Aug 2020 $11,3612025 Amount on Record Aug 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

234 Rolling Meadow Dr

4 bd · 2.5 ba · 2,669 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$610,000Sep 2017 $12,5142025 Amount on Record Feb 2016 2 Owners on Record Owner Occupied Assessor + 7 DocumentsUpdated Sep 2026

235 Rolling Meadow Dr

4 bd · 3.5 ba · 2,516 sqft · built 1986 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$586,000Aug 2007 $13,0442025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

244 Rolling Meadow Dr

4 bd · 2.5 ba · 2,199 sqft · built 1987 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$890,000May 2026 $11,2612025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

245 Rolling Meadow Dr

4 bd · 2.5 ba · 2,889 sqft · built 1986 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jan 2010 $13,9282025 Amount on Record Jul 1992 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

252 Rolling Meadow Dr

4 bd · 2.5 ba · 2,620 sqft · built 1987 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Jan 2007 $11,4302025 Amount on Record Mar 1992 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

253 Rolling Meadow Dr

4 bd · 2.5 ba · 3,139 sqft · built 1986 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$940,000Jan 2024 $14,8642025 Amount on Record Jun 2015 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

260 Rolling Meadow Dr

4 bd · 3.5 ba · 2,481 sqft · built 1986 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$507,500Jul 2012 $11,7142025 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

261 Rolling Meadow Dr

4 bd · 2.5 ba · 2,304 sqft · built 1985 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000Apr 2026 $11,7962025 Amount on Record Jul 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

269 Rolling Meadow Dr

4 bd · 2.5 ba · 1,971 sqft · built 1985 · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Nov 2015 $11,3492025 Amount on Record Jul 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

270 Rolling Meadow Dr

4 bd · 2.5 ba · 2,103 sqft · built 1985 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jun 1995 $11,8842025 Amount on Record Feb 1992 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets