Heartbreak Rd, Ipswich, MA Property Records

Essex County and Ipswich Town property records for 24 addresses on Heartbreak Rd, Ipswich, MA · Last verified August 2026

Heartbreak Rd Highlights

Properties 24
Median Sale Price $635,000
Deeds and Mortgages on File 25
Median Price per Sqft $224
Owner Occupied 83%
Median Annual Tax Bill $12,544
Median Year Built 1955
Median Ownership Tenure 18 years

Properties on Heartbreak Rd

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

1 Heartbreak Rd

4 bd · 3 ba · 1,820 sqft · built 1999 · 2.81 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,900Aug 1999 $11,2582025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

4 Heartbreak Rd

1 bd · 1.5 ba · 1,362 sqft · built 1955 · 0.647 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Feb 2011 $8,2032025 Owner on Record AssessorUpdated Jul 2026

5 Heartbreak Rd

4 bd · 2.5 ba · 3,150 sqft · built 1998 · 3.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,700May 1998 $13,1272025 Amount on Record Oct 1997 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

6 Heartbreak Rd

4 bd · 1 ba · 1,734 sqft · built 1945 · 0.883 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,0652025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

8 Heartbreak Rd

3 bd · 3 ba · 3,523 sqft · built 1937 · 0.787 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,000Jan 1996 $12,5442025 Amount on Record Sep 1987 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

10 Heartbreak Rd

3 bd · 3.5 ba · 4,330 sqft · built 2007 · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Nov 1988 $14,3952025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

14 Heartbreak Rd

3 bd · 2.5 ba · 2,211 sqft · built 1975 · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$456,000Apr 2019 $9,9512025 Amount on Record Jun 1977 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

15 Heartbreak Rd

2 bd · 2.5 ba · 1,433 sqft · built 1960 · 10.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Jul 2007 $8,6362025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

18 Heartbreak Rd

3 bd · 2.5 ba · 2,489 sqft · built 1974 · 23.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,000Mar 1979 $13,4712025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

22 Heartbreak Rd

3 bd · 2.5 ba · 2,601 sqft · built 2007 · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Apr 2007 $11,8222025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

23 Heartbreak Rd

3 bd · 1 ba · 1,491 sqft · built 1950 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,4602025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

25 Heartbreak Rd

4 bd · 3.5 ba · 4,785 sqft · built 1972 · 8.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$665,000Apr 2004 $14,5382025 Amount on Record Jan 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

28 Heartbreak Rd

3 bd · 2 ba · 1,339 sqft · built 1975 · 5.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,231Jun 2009 $10,1902025 Owner on Record AssessorUpdated Apr 2026

29 Heartbreak Rd

5 bd · 3.5 ba · 3,579 sqft · built 1999 · 8.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,575,000Jul 2026 $13,9922025 Amount on Record May 2023 2 Owners on Record Owner Occupied Assessor + 7 DocumentsUpdated Aug 2026

30 Heartbreak Rd

8 bd · 4 ba · 4,060 sqft · built 1930 · 7 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2018 $14,1742025 Amount on Record Sep 1973 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

31 Heartbreak Rd

4 bd · 2 ba · 1,637 sqft · built 1954 · 4.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Apr 2000 $10,6002025 Amount on Record Jun 1998 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

33 Heartbreak Rd

4 bd · 2 ba · 1,813 sqft · built 1955 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,8742025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

34 Heartbreak Rd

32.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Mar 2017 $37,4552025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

35 Heartbreak Rd

8 bd · 7 ba · 5,698 sqft · built 1900 · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,833,125Jan 2023 $19,0062025 Owner on Record Assessor + 3 DocumentsUpdated Apr 2026

42 Heartbreak Rd

4 bd · 2.5 ba · 3,885 sqft · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$635,000Jun 2020 $12,3392025 Amount on Record Sep 2013 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

45 Heartbreak Rd

4 bd · 4.5 ba · 3,551 sqft · built 1764 · 4.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$655,000Nov 2001 $16,1442025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

48 Heartbreak Rd

4 bd · 3.5 ba · 4,320 sqft · built 1920 · 2.16 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2008 $14,6792025 Amount on Record Feb 2008 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

51 Heartbreak Rd

1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2017 $14,0652025 Amount on Record Jun 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

52 Heartbreak Rd

4 bd · 2.5 ba · 2,365 sqft · built 1880 · 1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,8012025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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