Rolling Wood Dr, Trumbull, CT Property Records

Trumbull Town property records for 33 addresses on Rolling Wood Dr, Trumbull, CT · Last verified August 2026

Rolling Wood Dr Highlights

Properties 33
Median Sale Price $500,000
Deeds and Mortgages on File 39
Median Price per Sqft $299
Owner Occupied 91%
Median Annual Tax Bill $8,972
Median Year Built 1955
Median Ownership Tenure 11 years

Properties on Rolling Wood Dr

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

5 Rolling Wood Dr

4 bd · 2 ba · 1,645 sqft · built 1954 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Apr 2009 $8,8842025 Amount on Record Dec 2008 Owner on Record AssessorUpdated Jul 2026

9 Rolling Wood Dr

3 bd · 3.5 ba · 3,161 sqft · built 2008 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,6402025 2 Owners on Record AssessorUpdated Jul 2026

10 Rolling Wood Dr

5 bd · 2.5 ba · 2,020 sqft · built 1955 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$279,900Jun 2016 $10,6282025 Amount on Record May 1999 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

13 Rolling Wood Dr

3 bd · 2 ba · 1,604 sqft · built 1955 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jul 2008 $8,3882025 Amount on Record Sep 1990 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

17 Rolling Wood Dr

4 bd · 1.5 ba · 1,176 sqft · built 1955 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Aug 2023 $7,8442025 Amount on Record Apr 1994 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

18 Rolling Wood Dr

3 bd · 1.5 ba · 1,690 sqft · built 1955 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$238,000May 1999 $8,7192025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

21 Rolling Wood Dr

3 bd · 1.5 ba · 1,605 sqft · built 1955 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$307,500Dec 2016 $8,9832025 Amount on Record May 2016 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

22 Rolling Wood Dr

3 bd · 1.5 ba · 1,176 sqft · built 1955 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Feb 2008 $8,3672025 Amount on Record Aug 2002 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

25 Rolling Wood Dr

2 bd · 1 ba · 1,192 sqft · built 1954 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8642025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

26 Rolling Wood Dr

3 bd · 2.5 ba · 1,176 sqft · built 1955 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,700Sep 2017 $8,9342025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

29 Rolling Wood Dr

3 bd · 1.5 ba · 1,400 sqft · built 1955 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Mar 1996 $7,6532025 Amount on Record May 1987 Owner on Record Owner Occupied AssessorUpdated Jul 2026

30 Rolling Wood Dr

3 bd · 1.5 ba · 1,568 sqft · built 1955 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$655,000May 2026 $8,7012025 Amount on Record Oct 1993 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

33 Rolling Wood Dr

2 bd · 1 ba · 1,482 sqft · built 1959 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2009 $7,0192025 Amount on Record Mar 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

34 Rolling Wood Dr

3 bd · 2 ba · 1,568 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Apr 2016 $9,2162025 Amount on Record Oct 2004 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

37 Rolling Wood Dr

3 bd · 1.5 ba · 1,754 sqft · built 1957 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000May 2015 $9,7872025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

38 Rolling Wood Dr

3 bd · 2.5 ba · 1,710 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$378,000Jan 2017 $10,2172025 Amount on Record Apr 2016 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

41 Rolling Wood Dr

3 bd · 2 ba · 2,116 sqft · built 1955 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,9722025 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

42 Rolling Wood Dr

3 bd · 2 ba · 1,420 sqft · built 1955 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000May 2015 $9,2002025 —Feb 2010 Owner on Record Owner Occupied AssessorUpdated Jul 2026

45 Rolling Wood Dr

2 bd · 1.5 ba · 1,176 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Jun 2005 $7,5882025 Amount on Record Jul 2000 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

46 Rolling Wood Dr

3 bd · 2 ba · 1,526 sqft · built 1955 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Sep 2020 $9,2442025 Amount on Record Aug 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

49 Rolling Wood Dr

3 bd · 1.5 ba · 1,176 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,5002025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

50 Rolling Wood Dr

4 bd · 1.5 ba · 1,512 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Jan 2011 $8,2432025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

53 Rolling Wood Dr

3 bd · 2 ba · 1,468 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Dec 2021 $8,6412025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

54 Rolling Wood Dr

3 bd · 2 ba · 1,319 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$206,000Dec 1988 $7,9762025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

57 Rolling Wood Dr

4 bd · 2 ba · 1,750 sqft · built 1955 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Mar 1996 $8,7192025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

58 Rolling Wood Dr

4 bd · 2.5 ba · 1,596 sqft · built 1955 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$418,000Jul 2005 $9,2052025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

62 Rolling Wood Dr

4 bd · 2 ba · 1,176 sqft · built 1955 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Aug 2021 $9,1332025 Amount on Record Jan 1992 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

63 Rolling Wood Dr

4 bd · 2.5 ba · 2,295 sqft · built 1955 · 0.769 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Aug 2021 $11,2102025 Amount on Record May 2010 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

66 Rolling Wood Dr

4 bd · 2.5 ba · 3,383 sqft · built 1979 · 1.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Dec 2003 $13,4432025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

67 Rolling Wood Dr

4 bd · 2.5 ba · 3,054 sqft · built 1979 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Sep 2020 $12,3822025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

71 Rolling Wood Dr

4 bd · 3.5 ba · 3,089 sqft · built 1979 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$505,000Jan 2020 $13,3782025 Amount on Record Nov 2015 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

74 Rolling Wood Dr

4 bd · 2.5 ba · 3,035 sqft · built 1979 · 1.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$444,000Dec 2012 $13,4792025 Amount on Record Jan 1995 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

75 Rolling Wood Dr

5 bd · 2.5 ba · 3,085 sqft · built 1981 · 2.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,1712025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

Property Records in Nearby Streets