Hilltop Dr, Trumbull, CT Property Records

Trumbull Town property records for 33 addresses on Hilltop Dr, Trumbull, CT · Last verified July 2026

Hilltop Dr Highlights

Properties 33
Median Sale Price $615,000
Deeds and Mortgages on File 51
Median Price per Sqft $286
Owner Occupied 88%
Median Annual Tax Bill $11,492
Median Year Built 1933
Median Ownership Tenure 13 years

Properties on Hilltop Dr

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

20 Hilltop Dr

3 bd · 1.5 ba · 2,203 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$427,500Jun 2014 $10,7012025 Amount on Record Feb 1988 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

28 Hilltop Dr

4 bd · 2.5 ba · 2,080 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$775,000Jun 2025 $11,5912025 Amount on Record Apr 2017 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

31 Hilltop Dr

4 bd · 3 ba · 2,956 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,060,000May 2026 $13,6632025 Amount on Record Jul 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

37 Hilltop Dr

3 bd · 2.5 ba · 2,078 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$380,000Jun 2016 $11,4282025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

42 Hilltop Dr

3 bd · 2.5 ba · 2,752 sqft · 0.389 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$375,000Jun 2021 $12,8662025 Amount on Record Nov 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

45 Hilltop Dr

4 bd · 3 ba · 2,592 sqft · 0.36 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$344,000Nov 2001 $12,2092025 Amount on Record Jan 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

46 Hilltop Dr

3 bd · 1.5 ba · 2,036 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$680,000Mar 2025 $10,0562025 Amount on Record Apr 2007 2 Names on Record Assessor + 4 DocumentsUpdated Jul 2026

50 Hilltop Dr

4 bd · 3.5 ba · 2,626 sqft · 0.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$449,900Dec 2009 $13,5622025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

51 Hilltop Dr

4 bd · 1.5 ba · 2,202 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Feb 2015 $11,3192025 Amount on Record Sep 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

59 Hilltop Dr

3 bd · 2.5 ba · 2,526 sqft · 0.319 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jun 1999 $13,2022025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

60 Hilltop Dr

4 bd · 2.5 ba · 2,200 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000Dec 2019 $9,8712025 Amount on Record Oct 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

65 Hilltop Dr

4 bd · 2.5 ba · 2,498 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Mar 1998 $11,4872025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

66 Hilltop Dr

3 bd · 2.5 ba · 1,620 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$234,000May 2001 $9,3062025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

71 Hilltop Dr

4 bd · 2.5 ba · 1,812 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$246,048Apr 1990 $9,8882025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

72 Hilltop Dr

4 bd · 3 ba · 3,065 sqft · 0.23 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$445,000Sep 2020 $13,2082025 Amount on Record Jun 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

77 Hilltop Dr

3 bd · 1.5 ba · 1,556 sqft · 0.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$192,500Dec 1988 $9,7872025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

78 Hilltop Dr

3 bd · 2 ba · 1,877 sqft · 1.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$11,1332025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

87 Hilltop Dr

3 bd · 1.5 ba · 2,292 sqft · 0.26 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$200,000Aug 1998 $11,4922025 Amount on Record Oct 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

90 Hilltop Dr

3 bd · 2.5 ba · 2,100 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000Mar 2011 $11,8342025 Amount on Record Oct 1989 2 Names on Record AssessorUpdated Jul 2026

100 Hilltop Dr

5 bd · 2 ba · 2,889 sqft · 0.319 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$425,000Dec 2013 $13,3682025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

103 Hilltop Dr

3 bd · 1.5 ba · 2,122 sqft · 0.48 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$432,000Sep 2019 $11,9012025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

106 Hilltop Dr

3 bd · 2 ba · 1,888 sqft · 0.389 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$243,300Jul 1997 $10,7552025 Amount on Record Apr 1997 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

110 Hilltop Dr

4 bd · 2.5 ba · 2,413 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$265,000Dec 1991 $13,5912025 Amount on Record May 1991 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

111 Hilltop Dr

4 bd · 2.5 ba · 2,512 sqft · 0.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$440,000Oct 2019 $12,6752025 Amount on Record Jul 1994 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

112 Hilltop Dr

4 bd · 3.5 ba · 2,979 sqft · 1.51 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$737,000Jan 2008 $16,2352025 Amount on Record Jan 2003 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

114 Hilltop Dr

5 bd · 2 ba · 2,052 sqft · 0.639 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Jul 2026

117 Hilltop Dr

3 bd · 2 ba · 1,905 sqft · 0.36 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$150,000Dec 2004 $10,8582025 —Dec 1994 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

119 Hilltop Dr

4 bd · 2 ba · 2,429 sqft · 0.45 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Nov 2019 $12,6802025 Amount on Record May 2005 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

120 Hilltop Dr

4 bd · 3 ba · 4,172 sqft · 0.719 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$19,1612025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

122 Hilltop Dr

4 bd · 2 ba · 1,922 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$382,500Aug 2018 $10,7652025 Amount on Record Nov 2011 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

123 Hilltop Dr

5 bd · 2 ba · 2,144 sqft · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Jul 2025 $11,0112025 Amount on Record Nov 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

125 Hilltop Dr

4 bd · 2 ba · 1,924 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$293,500Apr 2012 $10,8872025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

126 Hilltop Dr

3 bd · 2 ba · 2,142 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,6332025 1 Name on Record AssessorUpdated Jul 2026

Wildfire Risk on Hilltop Dr

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

Wildfire RiskLow
this street's cells rank at the 16th percentile of exposed land nationally · 45th in Connecticut
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
3 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets