Hillside Dr, Wayland, MA Property Records

Middlesex County and Wayland Town property records for 80 addresses on Hillside Dr, Wayland, MA · Last verified October 2026

Hillside Dr Highlights

Properties 80
Median Sale Price $817,000
Deeds and Mortgages on File 105
Median Price per Sqft $504
Owner Occupied 88%
Median Annual Tax Bill $12,005
Median Year Built 1988
Median Ownership Tenure 10 years

Properties on Hillside Dr

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

1 Hillside Dr

2 bd · 3.5 ba · 1,862 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2013 $14,0872025 Amount on Record May 2012 Owner on Record Owner Occupied AssessorUpdated Apr 2026

2 Hillside Dr

3 bd · 3 ba · 1,975 sqft · built 1985 · 22.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Jun 2026 $20,6362026 Amount on Record Jan 2026 2 Owners on Record Assessor + 4 DocumentsUpdated Oct 2026

3 Hillside Dr

1 bd · 1.5 ba · 1,190 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$402,500May 2003 $8,0432025 Amount on Record Feb 2002 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$430,000Feb 2003 $9,0442025 Amount on Record Dec 1997 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

5 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$315,000Mar 1995 $10,7502025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

6 Hillside Dr

1 bd · 1.5 ba · 1,190 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$365,000Aug 2006 $7,2552025 Amount on Record Jul 1991 Owner on Record Owner Occupied AssessorUpdated Apr 2026

7 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$575,000May 2001 $17,5732025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

8 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1985 · 22.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$589,000Jun 2017 $13,6852026 Amount on Record May 1991 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

9 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$520,000Aug 2001 $11,9352025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

10 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$669,500Sep 2005 $11,6602025 Amount on Record Jul 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

11 Hillside Dr

2 bd · 2.5 ba · 1,508 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$525,000Oct 2008 $12,4182025 Amount on Record Oct 1997 Owner on Record Owner Occupied AssessorUpdated Aug 2026

12 Hillside Dr

2 bd · 3.5 ba · 1,862 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2015 $11,2832025 Amount on Record Sep 2008 Owner on Record Owner Occupied AssessorUpdated Apr 2026

13 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$605,000May 2023 $10,3922025 Amount on Record Mar 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

14 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$610,000Oct 2020 $12,1822025 Amount on Record Dec 2013 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

15 Hillside Dr

1 bd · 2.5 ba · 1,190 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$625,000Sep 2021 $8,5842025 Amount on Record Jan 2004 2 Owners on Record Assessor + 2 DocumentsUpdated Apr 2026

16 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$460,000Sep 2015 $9,3842025 Amount on Record Jul 2003 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

17 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$517,500Jul 2019 $9,9172025 Amount on Record Apr 2011 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

18 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$576,000Jun 2015 $11,8052025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

19 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$900,000Sep 2021 $16,6772025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

20 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$622,500Jan 2018 $16,7742025 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

21 Hillside Dr

1 bd · 2.5 ba · 1,190 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$785,000Jul 2026 $8,6732025 Amount on Record Dec 2020 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

22 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1989

Last Sale Tax Bill Prior Sale Owner Records
$700,000Jul 2018 $13,5722025 Amount on Record Sep 2010 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

23 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$606,878Aug 2019 $11,8622025 Amount on Record Apr 1995 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

24 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1989

Last Sale Tax Bill Prior Sale Owner Records
$11,6272025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

25 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1986 · 22.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$840,000May 2022 $13,3472026 Amount on Record Sep 2014 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

26 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1990

Last Sale Tax Bill Prior Sale Owner Records
$450,000Aug 2018 $9,9672025 Amount on Record Nov 2003 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

27 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$720,000Jul 2022 $13,6682025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

28 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1989

Last Sale Tax Bill Prior Sale Owner Records
$482,500Jul 2009 $12,0182025 —Sep 2008 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

29 Hillside Dr

1 bd · 2.5 ba · 1,190 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$367,500Oct 2017 $8,5572025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

30 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1990

Last Sale Tax Bill Prior Sale Owner Records
$1,275,000Jun 2022 $17,3962025 Amount on Record May 1999 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

31 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$530,000Jan 2007 $12,2122025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

32 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1990 · 22.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$731,000Jun 2016 $16,9092026 Amount on Record Mar 2004 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

33 Hillside Dr

1 bd · 2.5 ba · 1,190 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2014 $9,6582025 Amount on Record Jan 2000 Owner on Record Owner Occupied AssessorUpdated Apr 2026

34 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1989 · 22.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Aug 2020 $13,1592026 Amount on Record Jul 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

35 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$835,000Apr 2020 $14,6272025 Amount on Record Jul 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

36 Hillside Dr

2 bd · 2.5 ba · 1,508 sqft · built 1989

Last Sale Tax Bill Prior Sale Owner Records
$825,000Dec 2023 $12,3542025 Amount on Record Aug 1994 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

37 Hillside Dr

2 bd · 3 ba · 1,862 sqft · built 1986 · 22.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$760,000Nov 2015 $15,2112026 —Aug 2012 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

38 Hillside Dr

1 bd · 1.5 ba · 1,190 sqft · built 1989

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jul 2009 $8,4212025 Amount on Record Nov 2006 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

39 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$287,500Nov 1996 $9,7142025 Amount on Record Jun 1994 Owner on Record Owner Occupied AssessorUpdated Apr 2026

40 Hillside Dr

3 bd · 2.5 ba · 1,375 sqft · built 1990 · 22.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Oct 2025 $14,5142026 Amount on Record Nov 2021 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

41 Hillside Dr

1 bd · 1.5 ba · 1,190 sqft · built 1986 · 0.639 acres

Last Sale Tax Bill Prior Sale Owner Records
$416,000Mar 2004 $9,7922025 Amount on Record Jun 1999 Owner on Record Owner Occupied AssessorUpdated Apr 2026

43 Hillside Dr

2 bd · 3 ba · 1,862 sqft · built 1982

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2013 $13,0202025 Amount on Record Jun 1997 Owner on Record Owner Occupied AssessorUpdated Jul 2026

45 Hillside Dr

2 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$817,000Jun 2023 $16,2492025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

47 Hillside Dr

2 bd · 3 ba · 1,602 sqft · built 1988 · 19.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,090,000Aug 2026 $13,9242026 Amount on Record Aug 2020 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

49 Hillside Dr

3 bd · 2.5 ba · 2,062 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2005 $15,8382025 Amount on Record Apr 1988 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

51 Hillside Dr

2 bd · 3 ba · 1,975 sqft · built 1988 · 19.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,331,000Aug 2026 $21,4222026 Amount on Record Mar 2016 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

53 Hillside Dr

2 bd · 3.5 ba · 1,609 sqft · built 1988 · 19.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000May 2025 $14,7592026 —Feb 2010 2 Owners on Record Assessor + 3 DocumentsUpdated Oct 2026

55 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$685,000Jul 2019 $16,6832025 Amount on Record Apr 1988 2 Owners on Record Assessor + 2 DocumentsUpdated Apr 2026

57 Hillside Dr

2 bd · 2.5 ba · 1,907 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$293,000Feb 1988 $13,6222025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

59 Hillside Dr

2 bd · 2.5 ba · 1,508 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$900,000Aug 2026 $12,9872026 Amount on Record Nov 2024 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

61 Hillside Dr

3 bd · 2.5 ba · 2,084 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$625,000Aug 2019 $20,5692026 —Jan 2015 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

63 Hillside Dr

2 bd · 2.5 ba · 1,907 sqft · built 1988 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jul 1998 $11,8982025 Amount on Record Apr 1992 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

65 Hillside Dr

2 bd · 2.5 ba · 1,508 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$240,000Feb 1988 $11,4992025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

67 Hillside Dr

3 bd · 3.5 ba · 1,975 sqft · built 1988 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$635,000Sep 2016 $16,5682025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

69 Hillside Dr

2 bd · 2.5 ba · 1,907 sqft · built 1988 · 19.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jul 2013 $14,0712026 Amount on Record Jun 2004 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

71 Hillside Dr

1 bd · 1.5 ba · 1,109 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$718,000Apr 2024 $7,3152025 Amount on Record Aug 2012 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

73 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$635,000Oct 2015 $15,6162025 Amount on Record Aug 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

75 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$15,0602025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

77 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$235,000Oct 1991 $10,3722025 Amount on Record Mar 1988 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

79 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$525,000Mar 2002 $12,1542025 Amount on Record Mar 1988 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

81 Hillside Dr

3 bd · 3 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2007 $15,8292025 Amount on Record Mar 1988 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

83 Hillside Dr

2 bd · 2 ba · 1,581 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$625,000May 2007 $12,2932025 Amount on Record Aug 2003 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

85 Hillside Dr

1 bd · 1.5 ba · 1,190 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$280,000Sep 2011 $7,8042025 —Jun 2010 Owner on Record Owner Occupied AssessorUpdated Apr 2026

87 Hillside Dr

2 bd · 2.5 ba · 1,862 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$620,000May 2019 $12,1572025 Amount on Record Mar 2013 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

89 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$531,750Nov 2012 $14,1372025 —Jan 2010 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

91 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$473,500May 2017 $10,5942025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

93 Hillside Dr

1 bd · 1.5 ba · 1,190 sqft · built 1988 · 19.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jun 2021 $12,9472026 Amount on Record Oct 2020 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

95 Hillside Dr

2 bd · 3.5 ba · 1,371 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$665,000Apr 2022 $10,3742025 Amount on Record May 1994 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

97 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$1,205,000Jul 2021 $19,4802025 —Jun 2013 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

99 Hillside Dr

2 bd · 2.5 ba · 1,907 sqft · built 1988 · 19.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Aug 2017 $13,4512026 Amount on Record Apr 2013 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

101 Hillside Dr

2 bd · 2 ba · 1,508 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2005 $11,7272025 Amount on Record Nov 2000 Owner on Record Owner Occupied AssessorUpdated Aug 2026

103 Hillside Dr

2 bd · 2.5 ba · 1,371 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$479,000Mar 2014 $9,3012025 Amount on Record Jul 2004 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

105 Hillside Dr

1 bd · 2 ba · 1,594 sqft · built 1986

Last Sale Tax Bill Prior Sale Owner Records
$775,000Feb 2022 $10,5352025 Amount on Record Apr 1999 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

107 Hillside Dr

2 bd · 2.5 ba · 1,973 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2016 $12,3342025 Amount on Record Aug 1996 Owner on Record Owner Occupied AssessorUpdated Apr 2026

121 Hillside Dr

2 bd · 3 ba · 1,959 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$62,600Nov 2002 $11,9712025 Amount on Record Jun 1994 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

123 Hillside Dr

2 bd · 2 ba · 1,581 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$247,000Apr 1988 $10,2672025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

125 Hillside Dr

3 bd · 2.5 ba · 2,030 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$1,125,000Jul 2023 $17,0412025 Amount on Record Jul 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

127 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$310,000Apr 1988 $15,7032025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

129 Hillside Dr

2 bd · 2 ba · 1,581 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$250,000May 1988 $10,2562025 2 Owners on Record AssessorUpdated Apr 2026

131 Hillside Dr

3 bd · 2.5 ba · 1,975 sqft · built 1988

Last Sale Tax Bill Prior Sale Owner Records
$570,000Jun 2013 $16,4082025 Amount on Record Feb 1998 Owner on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets