Cheshire Rd, Prospect, CT Property Records

Prospect Town property records for 71 addresses on Cheshire Rd, Prospect, CT · Last verified August 2026

Cheshire Rd Highlights

Properties 71
Median Sale Price $339,900
Deeds and Mortgages on File 63
Median Price per Sqft $226
Owner Occupied 58%
Median Annual Tax Bill $5,280
Median Year Built 1965
Median Ownership Tenure 10 years

Properties on Cheshire Rd

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

5 Cheshire Rd

768 sqft · Built 1947 · 0.989 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$170,000Dec 2015 1 Name on Record AssessorUpdated Jul 2026

7 Cheshire Rd

4 bd · 1 ba · 991 sqft · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3242025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

9 Cheshire Rd

3 bd · 1 ba · 1,466 sqft · 0.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$141,000Nov 1999 $4,5542025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

11 Cheshire Rd

3 bd · 1 ba · 1,551 sqft · 0.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$185,000Dec 2025 $4,3892025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

12 Cheshire Rd

4 bd · 1.5 ba · 2,470 sqft · 1.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$25,000Jun 2011 $2,3142025 1 Name on Record AssessorUpdated Jul 2026

21 Cheshire Rd

37.6 acres

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

28 Cheshire Rd

1 bd · 1.5 ba · 1,936 sqft · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$268,500Jun 2016 $10,0522025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

35 Cheshire Rd

0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,3142025 1 Name on Record AssessorUpdated Jul 2026

44 Cheshire Rd

4.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7302025 2 Names on Record AssessorUpdated Jul 2026

47 Cheshire Rd

6.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Apr 1996 1 Name on Record AssessorUpdated Jul 2026

52 Cheshire Rd

6 bd · 3.5 ba · 2,897 sqft · 1.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$575,000Oct 2023 $9,5602025 Amount on Record Mar 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

56 Cheshire Rd

1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,7582025 2 Names on Record AssessorUpdated Jul 2026

60 Cheshire Rd

19.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2702025 1 Name on Record AssessorUpdated Jul 2026

61 Cheshire Rd

5 bd · 1 ba · 2,369 sqft · 75 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$150,000Nov 1992 $8,9032025 1 Name on Record AssessorUpdated Jul 2026

77 Cheshire Rd

4 bd · 2.5 ba · 1,373 sqft · 2.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000Sep 2023 $5,7512025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

80 Cheshire Rd

44.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$3082025 1 Name on Record AssessorUpdated Jul 2026

89 Cheshire Rd

3 bd · 1 ba · 1,056 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5622025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

92 Cheshire Rd

1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$199,875Aug 2012 $12,6032025 1 Name on Record AssessorUpdated Jul 2026

93 Cheshire Rd

4 bd · 2 ba · 1,296 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1512025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

99 Cheshire Rd

4 bd · 1 ba · 1,708 sqft · 0.919 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,8332025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

100 Cheshire Rd

3 bd · 2 ba · 1,466 sqft · 2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,4822025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

101 Cheshire Rd

2 bd · 3 ba · 2,136 sqft · 1.96 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$390,000Feb 2023 $8,2512025 Amount on Record Mar 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

102 Cheshire Rd

3 bd · 1.5 ba · 1,584 sqft · 2.91 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,000Jan 2008 $6,3992025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

103 Cheshire Rd

4.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jul 2023 $10,8312025 Amount on Record Jun 1998 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

104 Cheshire Rd

7,131 sqft · Built 1977 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0632025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

106 Cheshire Rd

3 bd · 2.5 ba · 2,495 sqft · 1.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,7592025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

108 Cheshire Rd

3 bd · 2.5 ba · 1,752 sqft · 1.78 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$379,000May 2007 $7,3602025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

110 Cheshire Rd

3 bd · 2.5 ba · 2,822 sqft · 3.33 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$9,1862025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

115 Cheshire Rd

2 bd · 1 ba · 1,229 sqft · 1.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jul 2007 $4,9192025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

120 Cheshire Rd

4 bd · 4 ba · 3,084 sqft · 7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$290,000Dec 2008 $8,5412025 Amount on Record Nov 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

125 Cheshire Rd

3 bd · 2 ba · 1,609 sqft · 0.68 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$400,000May 2025 $5,3932025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

129 Cheshire Rd

3 bd · 1.5 ba · 1,772 sqft · 0.919 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$262,000Oct 2006 $5,5932025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

130 Cheshire Rd

3 bd · 2 ba · 1,788 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jun 2001 $6,1682025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

134 Cheshire Rd

3 bd · 1.5 ba · 1,722 sqft · 1.08 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Sep 1987 $6,9432025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

135 Cheshire Rd

3 bd · 2.5 ba · 2,609 sqft · 1.43 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$305,000Jul 2018 $7,8832025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

136 Cheshire Rd

3 bd · 2.5 ba · 1,242 sqft · 1.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$229,000Dec 2019 $5,2232025 Amount on Record May 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

137 Cheshire Rd

2 bd · 1 ba · 1,252 sqft · 0.76 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$219,000Sep 2021 $4,9632025 Amount on Record Apr 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

140 Cheshire Rd

3 bd · 2 ba · 2,176 sqft · 1.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,3452025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

143 Cheshire Rd

3 bd · 1.5 ba · 1,340 sqft · 0.639 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$375,000Aug 2021 $6,0552025 Amount on Record Mar 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

144 Cheshire Rd

2 bd · 1 ba · 1,337 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,1332025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

145 Cheshire Rd

3 bd · 3.5 ba · 1,328 sqft · 0.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$339,900May 2022 $6,7212025 Amount on Record Oct 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

146 Cheshire Rd

0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$42025 1 Name on Record AssessorUpdated Jul 2026

147 Cheshire Rd

1 bd · 1 ba · 932 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,9222025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

148 Cheshire Rd

0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$42025 1 Name on Record AssessorUpdated Jul 2026

149 Cheshire Rd

3 bd · 2 ba · 1,464 sqft · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$28,000May 2000 $6,2632025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

150 Cheshire Rd

1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$72025 1 Name on Record AssessorUpdated Jul 2026

151 Cheshire Rd

2 bd · 2.5 ba · 1,320 sqft · 0.639 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2023 $3,7522025 Amount on Record Nov 2019 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

153 Cheshire Rd

3 bd · 2.5 ba · 1,152 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jan 2024 $5,2802025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

155 Cheshire Rd

2 bd · 1 ba · 700 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$700,000Dec 2005 $3,0502025 Amount on Record — 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

207 Cheshire Rd

131 acres

Last Sale Tax Bill Prior Sale Owner Records
$9182025 1 Name on Record AssessorUpdated Jul 2026

208 Cheshire Rd

7.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,8392025 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

215 Cheshire Rd

4 bd · 3.5 ba · 2,520 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Mar 2015 $5,1922025 1 Name on Record AssessorUpdated Jul 2026

218 Cheshire Rd

3,364 sqft · Built 1973 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9202025 2 Names on Record AssessorUpdated Jul 2026

221 Cheshire Rd

3 bd · 3 ba · 7,400 sqft · 6 acres · Garage · Pool

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

223 Cheshire Rd

3 bd · 2 ba · 1,985 sqft · 0.919 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000Jul 2025 $6,2952025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

225 Cheshire Rd

3 bd · 1 ba · 1,008 sqft · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9922025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

227 Cheshire Rd

3 bd · 1 ba · 1,321 sqft · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4352025 1 Name on Record AssessorUpdated Jul 2026

229 Cheshire Rd

4 bd · 3 ba · 4,824 sqft · 64.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$17,0222025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

230 Cheshire Rd

10.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Jan 2003 $3,1682025 1 Name on Record AssessorUpdated Jul 2026

239 Cheshire Rd

3 bd · 2 ba · 1,824 sqft · 1.95 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jun 2022 $4,8492025 Amount on Record Feb 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

241 Cheshire Rd

3 bd · 2 ba · 1,356 sqft · 1.05 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,3882025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

249 Cheshire Rd

3 bd · 2.5 ba · 1,784 sqft · 1.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Mar 2025 $5,2532025 Amount on Record Aug 1995 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

252 Cheshire Rd

4 bd · 2 ba · 2,232 sqft · 0.769 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,250Dec 1995 $6,2062025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

260 Cheshire Rd

3 bd · 3 ba · 2,048 sqft · 0.95 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,8122025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

265 Cheshire Rd

3 bd · 1 ba · 1,472 sqft · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3352025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

277 Cheshire Rd

3 bd · 2.5 ba · 1,756 sqft · 0.91 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Oct 2018 $6,0912025 Amount on Record Nov 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

278 Cheshire Rd

18.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3482025 2 Names on Record AssessorUpdated Jul 2026

279 Cheshire Rd

0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,748Oct 2023 $1272025 Amount on Record Mar 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

280 Cheshire Rd

4,668 sqft · Built 1989 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Jun 2006 $13,8182025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

283 Cheshire Rd

0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$9162025 2 Names on Record AssessorUpdated Jul 2026

284 Cheshire Rd

0.769 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,3732025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

Wildfire Risk on Cheshire 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 23rd percentile of exposed land nationally · 66th in Connecticut
Wildfire LikelihoodLow — about 1 in 4,713 per year
ExposureDirect
20 of 23 cells directly exposed · 23 adjoin burnable vegetation

Property Records in Nearby Streets