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Chestnut Hill Rd, Trumbull, CT Property Records

Trumbull Town property records for 43 addresses on Chestnut Hill Rd, Trumbull, CT · Last verified August 2026

Chestnut Hill Rd Highlights

Properties 43
Median Sale Price $600,000
Deeds and Mortgages on File 52
Median Price per Sqft $317
Owner Occupied 100%
Median Annual Tax Bill $9,635
Median Year Built 1946
Median Ownership Tenure 12 years

Properties on Chestnut Hill Rd

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

17 Chestnut Hill Rd

3 bd · 1.5 ba · 1,578 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,7352025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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20 Chestnut Hill Rd

4 bd · 1.5 ba · 3,235 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$145,000Nov 1995 $11,9602025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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23 Chestnut Hill Rd

3 bd · 2 ba · 1,994 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$387,000Aug 2017 $10,8312025 Amount on Record Jun 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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24 Chestnut Hill Rd

3 bd · 1.5 ba · 2,036 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$205,000Oct 1999 $10,0242025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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30 Chestnut Hill Rd

4 bd · 2.5 ba · 2,464 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$310,000Nov 2014 $10,3862025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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36 Chestnut Hill Rd

3 bd · 1.5 ba · 2,188 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$401,000Dec 2019 $9,9102025 Amount on Record Sep 2012 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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37 Chestnut Hill Rd

3 bd · 1.5 ba · 1,192 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$302,500Nov 2018 $8,1282025 Amount on Record Jul 2008 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

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43 Chestnut Hill Rd

3 bd · 1.5 ba · 1,854 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,000May 2007 $9,3322025 Amount on Record Oct 2003 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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44 Chestnut Hill Rd

3 bd · 1.5 ba · 1,894 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$514,500Aug 2021 $9,8152025 Amount on Record Apr 2016 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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49 Chestnut Hill Rd

3 bd · 2.5 ba · 1,960 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$227,875Feb 1988 $8,8482025 Amount on Record — 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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50 Chestnut Hill Rd

3 bd · 2.5 ba · 1,459 sqft · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Dec 2019 $8,2312025 Amount on Record Dec 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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58 Chestnut Hill Rd

5 bd · 3.5 ba · 1,886 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$379,500Oct 2013 $10,0522025 Amount on Record Feb 1993 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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65 Chestnut Hill Rd

3 bd · 3 ba · 2,615 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000May 2017 $10,7312025 Amount on Record May 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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70 Chestnut Hill Rd

2 bd · 1.5 ba · 1,312 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$309,000Apr 2016 $8,2872025 Amount on Record Sep 2011 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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73 Chestnut Hill Rd

3 bd · 1.5 ba · 1,559 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$495,000Oct 2022 $8,8612025 Amount on Record Jul 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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78 Chestnut Hill Rd

4 bd · 2.5 ba · 3,121 sqft · 0.3 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000Mar 2026 $11,7422025 Amount on Record Oct 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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81 Chestnut Hill Rd

3 bd · 2.5 ba · 1,534 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$384,000Nov 2020 $8,9022025 Amount on Record Dec 1988 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

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86 Chestnut Hill Rd

0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jul 2026 $4,7362025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

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88 Chestnut Hill Rd

3 bd · 1.5 ba · 1,890 sqft · 0.3 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$650,000Feb 2026 $10,9572025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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89 Chestnut Hill Rd

3 bd · 2 ba · 1,728 sqft · 0.289 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$425,000Aug 2017 $9,9952025 Amount on Record Aug 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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100 Chestnut Hill Rd

3 bd · 2 ba · 1,553 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,4502025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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104 Chestnut Hill Rd

4 bd · 2.5 ba · 2,349 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$710,000Aug 1998 $9,7482025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

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108 Chestnut Hill Rd

2 bd · 1.5 ba · 1,448 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$308,000Jul 2012 $8,6402025 Amount on Record May 2004 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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109 Chestnut Hill Rd

3 bd · 2.5 ba · 1,350 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jul 2019 $8,0202025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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116 Chestnut Hill Rd

3 bd · 2.5 ba · 2,132 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,000Sep 1997 $9,6942025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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119 Chestnut Hill Rd

4 bd · 2 ba · 2,092 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,5842025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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124 Chestnut Hill Rd

5 bd · 3 ba · 2,264 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,4482025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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127 Chestnut Hill Rd

4 bd · 2 ba · 1,856 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$407,600Jun 2015 $9,8542025 Amount on Record Jun 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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130 Chestnut Hill Rd

3 bd · 2 ba · 2,032 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$172,900Sep 1998 $9,4532025 Amount on Record Aug 1996 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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137 Chestnut Hill Rd

3 bd · 2 ba · 1,666 sqft · 0.489 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$339,900Dec 2008 $9,5532025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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138 Chestnut Hill Rd

4 bd · 3 ba · 1,564 sqft · 0.31 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$222,000Jun 1993 $9,6432025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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143 Chestnut Hill Rd

3 bd · 1.5 ba · 3,336 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$171,000Mar 1997 $9,6532025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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152 Chestnut Hill Rd

3 bd · 2 ba · 1,522 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$152,000Mar 2011 $8,8202025 Amount on Record Jan 2005 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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157 Chestnut Hill Rd

3 bd · 2 ba · 1,598 sqft · 0.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$214,000Jul 1994 $9,6352025 Amount on Record Mar 1992 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

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164 Chestnut Hill Rd

3 bd · 2 ba · 2,023 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jun 2023 $10,8572025 Amount on Record May 2022 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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184 Chestnut Hill Rd

4 bd · 2.5 ba · 2,053 sqft · 1.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$700,000Sep 2022 $10,9812025 Amount on Record Jan 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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209 Chestnut Hill Rd

3 bd · 2 ba · 1,513 sqft · 0.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$360,000Apr 2017 $9,8922025 Amount on Record Apr 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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217 Chestnut Hill Rd

2 bd · 1.5 ba · 1,288 sqft · 0.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$202,500Jun 1988 $8,2622025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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224 Chestnut Hill Rd

3 bd · 2.5 ba · 1,967 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$255,000Aug 2012 $9,2852025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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225 Chestnut Hill Rd

3 bd · 2 ba · 1,229 sqft · 0.439 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$180,000Apr 1999 $9,3032025 Amount on Record Jan 1996 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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228 Chestnut Hill Rd

3 bd · 2 ba · 1,508 sqft · 0.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,9902025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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230 Chestnut Hill Rd

3 bd · 2.5 ba · 1,236 sqft · 0.53 acres · Garage

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

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231 Chestnut Hill Rd

4 bd · 2 ba · 1,736 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000May 2005 $8,6452025 Amount on Record Mar 1995 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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Wildfire Risk on Chestnut Hill Rd

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

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in Connecticut
Wildfire LikelihoodLow — about 1 in 10,000 per year
ExposureDirect
2 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets