Cutler Dr, Ashland, MA Property Records

Middlesex County and Ashland Town property records for 22 addresses on Cutler Dr, Ashland, MA · Last verified July 2026

Cutler Dr Highlights

Properties 22
Median Sale Price $535,000
Deeds and Mortgages on File 37
Median Price per Sqft $392
Owner Occupied 100%
Median Annual Tax Bill $6,938
Median Year Built 1955
Median Ownership Tenure 7 years

Properties on Cutler Dr

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

12 Cutler Dr

2 bd · 1.5 ba · 1,356 sqft · built 1953 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$530,000Nov 2021 $6,8082025 Amount on Record Aug 2018 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

16 Cutler Dr

4 bd · 2 ba · 1,442 sqft · built 1953 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jun 2022 $6,6352025 Amount on Record Jul 1997 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

17 Cutler Dr

3 bd · 2 ba · 1,371 sqft · built 1953 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Nov 2021 $7,6282025 Amount on Record Jun 2019 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

18 Cutler Dr

4 bd · 1.5 ba · 1,656 sqft · built 1965 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Apr 2023 $7,4472025 Amount on Record Sep 1996 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

21 Cutler Dr

2 bd · 1.5 ba · 1,442 sqft · built 1953 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$665,000Jul 2024 $6,8562025 Amount on Record Oct 2023 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

22 Cutler Dr

3 bd · 1.5 ba · 1,260 sqft · built 1957 · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Dec 2022 $6,9382025 Amount on Record Jan 2016 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

24 Cutler Dr

3 bd · 1 ba · 1,178 sqft · built 1965 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$116,000Aug 1992 $6,5052025 Amount on Record Jun 1987 Owner on Record Owner Occupied AssessorUpdated Jul 2026

25 Cutler Dr

3 bd · 1.5 ba · 1,887 sqft · built 1953 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Mar 2019 $7,7132025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

30 Cutler Dr

2 bd · 2 ba · 1,331 sqft · built 1965 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$158,000Apr 1997 $6,8172025 Amount on Record Jun 1990 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

31 Cutler Dr

3 bd · 1.5 ba · 1,733 sqft · built 1950 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Jun 1991 $7,3062025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

36 Cutler Dr

3 bd · 2 ba · 2,056 sqft · built 1970 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jun 2010 $7,6952025 Amount on Record Aug 2001 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

37 Cutler Dr

2 bd · 1 ba · 1,260 sqft · built 1955 · 0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Feb 2024 $6,5252025 Amount on Record Aug 2022 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

40 Cutler Dr

3 bd · 2 ba · 1,260 sqft · built 1953 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Dec 2017 $6,8492025 —Nov 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

42 Cutler Dr

2 bd · 1.5 ba · 1,014 sqft · built 1960 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2602025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

43 Cutler Dr

3 bd · 2 ba · 2,002 sqft · built 1963 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jun 1995 $8,0202025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

46 Cutler Dr

4 bd · 2.5 ba · 2,119 sqft · built 1951 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$46,000May 1978 $7,8272025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

47 Cutler Dr

3 bd · 2.5 ba · 1,424 sqft · built 1950 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$387,000Oct 2019 $8,0142025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

51 Cutler Dr

3 bd · 2.5 ba · 1,260 sqft · built 1955 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$39,000Apr 1976 $6,9322025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

52 Cutler Dr

5 bd · 3 ba · 1,715 sqft · built 1955 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Oct 2022 $7,0022025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

55 Cutler Dr

3 bd · 1.5 ba · 1,484 sqft · built 1955 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$660,000Oct 2024 $6,8292025 Amount on Record Jan 2014 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

56 Cutler Dr

3 bd · 1.5 ba · 2,200 sqft · built 1955 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,101Nov 2002 $7,8292025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

58 Cutler Dr

2 bd · 1 ba · 1,463 sqft · built 1953 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000May 2025 $6,1992025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Property Records in Nearby Streets