Woolsley Ave, Trumbull, CT Property Records

Trumbull Town property records for 57 addresses on Woolsley Ave, Trumbull, CT · Last verified August 2026

Woolsley Ave Highlights

Properties 57
Median Sale Price $525,000
Deeds and Mortgages on File 60
Median Price per Sqft $308
Owner Occupied 93%
Median Annual Tax Bill $9,686
Median Year Built 1954
Median Ownership Tenure 15 years

Properties on Woolsley Ave

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

4 Woolsley Ave

4 bd · 2.5 ba · 1,801 sqft · built 1947 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$670,000Apr 2024 $10,4952025 Amount on Record Sep 2023 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

6 Woolsley Ave

3 bd · 2 ba · 1,476 sqft · built 1957 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,7172025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

7 Woolsley Ave

3 bd · 2.5 ba · 1,687 sqft · built 1950 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,900Jul 2017 $10,2682025 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

10 Woolsley Ave

4 bd · 2.5 ba · 2,692 sqft · built 1956 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Oct 2018 $12,1602025 Amount on Record Jun 2011 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

11 Woolsley Ave

3 bd · 2.5 ba · 1,839 sqft · built 1941 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Aug 1992 $10,2142025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

14 Woolsley Ave

4 bd · 3.5 ba · 2,098 sqft · built 1949 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000May 2012 $12,1652025 Amount on Record Aug 1993 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

17 Woolsley Ave

3 bd · 2.5 ba · 1,839 sqft · built 1948 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$286,500Dec 2011 $10,3662025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

18 Woolsley Ave

4 bd · 3 ba · 2,456 sqft · built 1949 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,2782025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

20 Woolsley Ave

3 bd · 2.5 ba · 1,534 sqft · built 1951 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$413,500Jul 2019 $10,7182025 Amount on Record Jun 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

21 Woolsley Ave

4 bd · 2 ba · 1,433 sqft · built 1949 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2602025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

25 Woolsley Ave

2 bd · 2.5 ba · 1,264 sqft · built 1953 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Nov 2014 $9,6922025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

26 Woolsley Ave

4 bd · 4.5 ba · 2,740 sqft · built 1950 · 1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,3512025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

30 Woolsley Ave

3 bd · 1.5 ba · 1,330 sqft · built 1959 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$441,000Apr 2005 $9,1462025 Amount on Record Jun 1994 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

31 Woolsley Ave

3 bd · 1.5 ba · 1,704 sqft · built 1950 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Dec 2021 $11,0432025 Amount on Record Jun 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

34 Woolsley Ave

3 bd · 2 ba · 1,678 sqft · built 1948 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$387,500Jul 2009 $9,8102025 Amount on Record Apr 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

37 Woolsley Ave

3 bd · 2 ba · 1,412 sqft · built 1952 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000May 1999 $9,1412025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

38 Woolsley Ave

3 bd · 1.5 ba · 2,156 sqft · built 1950 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,272Mar 2002 $10,5572025 Amount on Record Aug 1999 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

41 Woolsley Ave

2 bd · 1.5 ba · 1,275 sqft · built 1951 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$339,000Apr 2003 $8,7222025 Amount on Record Apr 2001 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

42 Woolsley Ave

3 bd · 2.5 ba · 1,594 sqft · built 1955 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$383,000Jun 2016 $10,6862025 Amount on Record Jun 2010 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

44 Woolsley Ave

3 bd · 1.5 ba · 1,526 sqft · built 1951 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$530,000Nov 2022 $8,8082025 Amount on Record Apr 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

45 Woolsley Ave

2 bd · 2 ba · 2,050 sqft · built 1952 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,5552025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

48 Woolsley Ave

3 bd · 2 ba · 2,044 sqft · built 1951 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,7592025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

49 Woolsley Ave

3 bd · 1 ba · 1,246 sqft · built 1956 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Dec 1999 $8,2702025 1 Name on Record AssessorUpdated Jul 2026

50 Woolsley Ave

2 bd · 1 ba · 1,232 sqft · built 1952 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Aug 2015 $8,2602025 Amount on Record Jun 1989 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

53 Woolsley Ave

3 bd · 2 ba · 2,012 sqft · built 1956 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Aug 2020 $9,6862025 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

54 Woolsley Ave

5 bd · 4 ba · 2,786 sqft · built 1955 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$276,000Jun 2011 $13,2062025 Amount on Record Dec 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

58 Woolsley Ave

3 bd · 2 ba · 1,600 sqft · built 1953 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jul 1993 $9,2552025 Amount on Record Jun 1991 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

61 Woolsley Ave

5 bd · 3.5 ba · 2,307 sqft · built 1953 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,500Mar 2012 $11,2892025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

62 Woolsley Ave

4 bd · 3.5 ba · 3,257 sqft · built 1954 · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$457,500Mar 2013 $15,2512025 Amount on Record Dec 2009 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

65 Woolsley Ave

3 bd · 2.5 ba · 1,288 sqft · built 1956 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$312,000Jun 2012 $9,5132025 Amount on Record Mar 1998 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

69 Woolsley Ave

2 bd · 1 ba · 1,232 sqft · built 1953 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,500Mar 1995 $8,8702025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

74 Woolsley Ave

3 bd · 2 ba · 1,400 sqft · built 1954 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$317,500Oct 2015 $9,4672025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

77 Woolsley Ave

3 bd · 1.5 ba · 1,526 sqft · built 1955 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Aug 1998 $9,5572025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

81 Woolsley Ave

3 bd · 2 ba · 1,870 sqft · built 1954 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5182025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

82 Woolsley Ave

3 bd · 1.5 ba · 1,598 sqft · built 1959 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2812025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

88 Woolsley Ave

3 bd · 1 ba · 1,414 sqft · built 1954 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Jul 2024 $9,5702025 Amount on Record Feb 2024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

89 Woolsley Ave

4 bd · 2.5 ba · 2,340 sqft · built 1956 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5392025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

93 Woolsley Ave

3 bd · 2 ba · 1,571 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$306,000Jun 2001 $9,7122025 Amount on Record May 1995 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

94 Woolsley Ave

3 bd · 2.5 ba · 1,968 sqft · built 1956 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 1991 $10,4542025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

97 Woolsley Ave

3 bd · 2 ba · 1,685 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Aug 2000 $9,5032025 Amount on Record Nov 1993 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

98 Woolsley Ave

3 bd · 2 ba · 1,865 sqft · built 1958 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Nov 2022 $9,8392025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

101 Woolsley Ave

4 bd · 2.5 ba · 1,778 sqft · built 1957 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,900Apr 2010 $10,2682025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

102 Woolsley Ave

2 bd · 3 ba · 1,690 sqft · built 1957 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Dec 2019 $10,7822025 Amount on Record Apr 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

105 Woolsley Ave

3 bd · 1 ba · 1,232 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,2522025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

106 Woolsley Ave

3 bd · 1.5 ba · 1,566 sqft · built 1955 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$182,500Sep 1990 $9,6552025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

109 Woolsley Ave

3 bd · 1 ba · 1,344 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,000May 1998 $8,6682025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

110 Woolsley Ave

3 bd · 1.5 ba · 1,228 sqft · built 1955 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Apr 1994 $8,9162025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

113 Woolsley Ave

3 bd · 1 ba · 1,196 sqft · built 1955 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Oct 2013 $8,1772025 Amount on Record Jan 2010 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

114 Woolsley Ave

3 bd · 2 ba · 2,028 sqft · built 1965 · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$412,000Sep 2007 $11,6892025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

117 Woolsley Ave

4 bd · 2 ba · 2,464 sqft · built 1955 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$211,000Oct 1994 $11,6322025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

121 Woolsley Ave

4 bd · 2 ba · 2,107 sqft · built 1962 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$227,000Aug 1991 $10,4592025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

127 Woolsley Ave

3 bd · 2.5 ba · 1,320 sqft · built 1959 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Dec 2016 $10,4872025 Amount on Record Aug 2016 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

128 Woolsley Ave

3 bd · 2 ba · 1,479 sqft · built 1954 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,1232025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

131 Woolsley Ave

3 bd · 2 ba · 1,322 sqft · built 1953 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,000Nov 1997 $8,5132025 Amount on Record Jun 1987 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

133 Woolsley Ave

3 bd · 1 ba · 1,284 sqft · built 1953 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Apr 2003 $8,3112025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

138 Woolsley Ave

3 bd · 1.5 ba · 1,526 sqft · built 1954 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Aug 2020 $9,4362025 Amount on Record Jun 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

139 Woolsley Ave

3 bd · 1.5 ba · 1,568 sqft · built 1964 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Mar 2021 $9,3222025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Wildfire Risk on Woolsley Ave

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 3% of the US · above 4% of Connecticut
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 7 cells directly exposed · 6 adjoin burnable vegetation

Property Records in Nearby Streets