Oakland Dr, Trumbull, CT Property Records

Trumbull Town property records for 36 addresses on Oakland Dr, Trumbull, CT · Last verified August 2026

Oakland Dr Highlights

Properties 36
Median Sale Price $555,000
Deeds and Mortgages on File 39
Median Price per Sqft $277
Owner Occupied 100%
Median Annual Tax Bill $9,710
Median Year Built 1956
Median Ownership Tenure 16 years

Properties on Oakland Dr

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

3 Oakland Dr

2 bd · 1 ba · 1,444 sqft · built 1957 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,6652025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

9 Oakland Dr

3 bd · 2.5 ba · 1,184 sqft · built 1955 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Jan 1994 $9,1262025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

10 Oakland Dr

3 bd · 1 ba · 1,166 sqft · built 1954 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8422025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Oakland Dr

3 bd · 2 ba · 1,148 sqft · built 1955 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$555,000Dec 2025 $8,6962025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

15 Oakland Dr

2 bd · 1 ba · 1,446 sqft · built 1955 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1412025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

19 Oakland Dr

3 bd · 2.5 ba · 1,440 sqft · built 1957 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Dec 2011 $9,5092025 Amount on Record Mar 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

24 Oakland Dr

3 bd · 2.5 ba · 1,300 sqft · built 1955 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,9642025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

25 Oakland Dr

3 bd · 1 ba · 1,622 sqft · built 1955 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2732025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

26 Oakland Dr

4 bd · 2 ba · 1,694 sqft · built 1954 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,5052025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

27 Oakland Dr

3 bd · 1 ba · 1,352 sqft · built 1958 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,7102025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

32 Oakland Dr

3 bd · 3 ba · 1,508 sqft · built 1951 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Jun 2003 $9,9882025 Amount on Record Dec 1997 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

33 Oakland Dr

3 bd · 1.5 ba · 1,452 sqft · built 1956 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,4192025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

36 Oakland Dr

3 bd · 2 ba · 1,461 sqft · built 1956 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$127,500Nov 1967 $9,0362025 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

47 Oakland Dr

3 bd · 1.5 ba · 1,348 sqft · built 1951 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$369,900Mar 2018 $9,8052025 Amount on Record Sep 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

50 Oakland Dr

3 bd · 1 ba · 1,176 sqft · built 1952 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Nov 2021 $8,2442025 Amount on Record Jun 2015 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

51 Oakland Dr

3 bd · 1 ba · 1,400 sqft · built 1953 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Jun 2004 $8,5142025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

53 Oakland Dr

4 bd · 2.5 ba · 2,471 sqft · built 1996 · 0.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Aug 2018 $15,6262025 Amount on Record Jul 2005 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

54 Oakland Dr

4 bd · 3 ba · 2,720 sqft · built 1953 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,2512025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

58 Oakland Dr

4 bd · 3 ba · 2,384 sqft · built 1953 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$555,000Oct 2020 $13,5842025 Amount on Record Aug 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

62 Oakland Dr

3 bd · 1 ba · 1,424 sqft · built 1953 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000May 1995 $9,5632025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

63 Oakland Dr

2 bd · 1 ba · 1,188 sqft · built 1954 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Sep 2021 $8,3442025 Amount on Record Apr 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

66 Oakland Dr

4 bd · 2 ba · 2,035 sqft · built 1952 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Jun 2020 $10,3252025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

67 Oakland Dr

3 bd · 1.5 ba · 1,490 sqft · built 1956 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$610,000Mar 2022 $10,4892025 Amount on Record Jan 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

91 Oakland Dr

3 bd · 1 ba · 1,499 sqft · built 1962 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2292025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

95 Oakland Dr

5 bd · 2.5 ba · 2,105 sqft · built 1962 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000Apr 2017 $12,0172025 Amount on Record Sep 2010 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

101 Oakland Dr

5 bd · 3 ba · 2,376 sqft · built 1962 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000Oct 2010 $12,4442025 Amount on Record Nov 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

105 Oakland Dr

4 bd · 3 ba · 2,605 sqft · built 1962 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$314,900Jun 2001 $12,8942025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

108 Oakland Dr

3 bd · 1.5 ba · 1,365 sqft · built 1964 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$191,500Jun 1997 $9,6822025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

111 Oakland Dr

3 bd · 1 ba · 1,339 sqft · built 1962 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,7462025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

112 Oakland Dr

3 bd · 2 ba · 1,421 sqft · built 1964 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jul 1997 $9,2702025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

120 Oakland Dr

3 bd · 1.5 ba · 1,382 sqft · built 1965 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jul 2014 $9,4812025 Amount on Record May 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

126 Oakland Dr

4 bd · 3 ba · 2,792 sqft · built 1998 · 0.639 acres

Last Sale Tax Bill Prior Sale Owner Records
$587,000Aug 2019 $14,5892025 Amount on Record Jul 1998 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

131 Oakland Dr

4 bd · 3 ba · 2,624 sqft · built 1997 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$587,500Jun 2010 $14,2372025 Amount on Record Nov 1997 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

132 Oakland Dr

4 bd · 3 ba · 2,604 sqft · built 1997 · 0.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$334,000Dec 1997 $14,5942025 Amount on Record — 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

137 Oakland Dr

4 bd · 3.5 ba · 3,350 sqft · built 1998 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jun 1998 $17,7562025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

143 Oakland Dr

4 bd · 3.5 ba · 3,337 sqft · built 1998 · 0.639 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,500May 1998 $17,8742025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

Wildfire Risk on Oakland Dr

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

Wildfire RiskLow
this street's cells rank above 20% of the US · above 55% of Connecticut
Wildfire LikelihoodAbout 1 in 9,524 per year
ExposureDirect
2 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets