Residential Property Data Records on Winding Trl, Cheshire, CT

We found 19 addresses on Winding Trl, Cheshire, CT.

10 Winding TrlCheshire, CT 06410

Estimated Value $845,000
Living Area 2,570 SqFt

Beds 4
Baths 2.5
Year Built 1999

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:274 L:
Municipality CHESHIRE

School District Cheshire School District

15 Winding TrlCheshire, CT 06410

Estimated Value $863,000
Living Area 2,534 SqFt

Beds 4
Baths 2.5
Year Built 1998

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:273 L:
Municipality CHESHIRE

School District Cheshire School District

20 Winding TrlCheshire, CT 06410

Estimated Value $878,000
Living Area 3,408 SqFt

Beds 5
Baths 3.5
Year Built 1998

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:276 L:
Municipality CHESHIRE

School District Cheshire School District

25 Winding TrlCheshire, CT 06410

Estimated Value $888,000
Living Area 2,973 SqFt

Beds 4
Baths 3
Year Built 1999

Property Type Single Family
Ownership Type Multiple

APN CSHR M:77 B:272 L:
Municipality CHESHIRE

School District Cheshire School District

29 Winding TrlCheshire, CT 06410

Estimated Value $881,000
Living Area 3,744 SqFt

Beds 4
Baths 4.5
Year Built 1999

Property Type Single Family
Ownership Type Individual

APN CSHR M:77 B:279 L:
Municipality CHESHIRE

School District Cheshire School District

30 Winding TrlCheshire, CT 06410

Estimated Value $886,000
Living Area 3,098 SqFt

Beds 4
Baths 2.5
Year Built 1998

Property Type Single Family
Ownership Type Multiple

APN CSHR M:77 B:278 L:
Municipality CHESHIRE

School District Cheshire School District

31 Winding TrlCheshire, CT 06410

Estimated Value $1,020,000
Living Area 3,262 SqFt

Beds 4
Baths 3
Year Built 1998

Property Type Single Family
Ownership Type Multiple

APN CSHR M:77 B:280 L:
Municipality CHESHIRE

School District Cheshire School District

35 Winding TrlCheshire, CT 06410

Estimated Value $909,000
Living Area 2,688 SqFt

Beds 4
Baths 2.5
Year Built 1999

Property Type Single Family
Ownership Type Multiple

APN CSHR M:77 B:283 L:
Municipality CHESHIRE

School District Cheshire School District

37 Winding TrlCheshire, CT 06410

Estimated Value $1,045,000
Living Area 3,420 SqFt

Beds 4
Baths 3
Year Built 1999

Property Type Single Family
Ownership Type Individual

APN CSHR M:77 B:284 L:
Municipality CHESHIRE

School District Cheshire School District

39 Winding TrlCheshire, CT 06410

Estimated Value $881,000
Living Area 2,979 SqFt

Beds 4
Baths 2.5
Year Built 1998

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:285 L:
Municipality CHESHIRE

School District Cheshire School District

40 Winding TrlCheshire, CT 06410

Estimated Value $902,000
Living Area 2,966 SqFt

Beds 4
Baths 2.5
Year Built 1999

Property Type Single Family
Ownership Type Multiple

APN CSHR M:77 B:277 L:
Municipality CHESHIRE

School District Cheshire School District

50 Winding TrlCheshire, CT 06410

Estimated Value $971,000
Living Area 2,778 SqFt

Beds 4
Baths 2.5
Year Built 1999

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:275 L:
Municipality CHESHIRE

School District Cheshire School District

60 Winding TrlCheshire, CT 06410

Estimated Value $937,000
Living Area 2,782 SqFt

Beds 4
Baths 2.5
Year Built 1998

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:287 L:
Municipality CHESHIRE

School District Cheshire School District

65 Winding TrlCheshire, CT 06410

Estimated Value $858,000
Living Area 2,727 SqFt

Beds 4
Baths 2.5
Year Built 1998

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:286 L:
Municipality CHESHIRE

School District Cheshire School District

70 Winding TrlCheshire, CT 06410

Estimated Value $830,000
Living Area 2,570 SqFt

Beds 4
Baths 2.5
Year Built 1998

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:288 L:
Municipality CHESHIRE

School District Cheshire School District

75 Winding TrlCheshire, CT 06410

Estimated Value $856,000
Living Area 3,024 SqFt

Beds 4
Baths 3
Year Built 1998

Property Type Single Family
Ownership Type Multiple

APN CSHR M:77 B:290 L:
Municipality CHESHIRE

School District Cheshire School District

80 Winding TrlCheshire, CT 06410

Estimated Value $899,000
Living Area 3,720 SqFt

Beds 4
Baths 3.5
Year Built 1998

Property Type Single Family
Ownership Type Multiple

APN CSHR M:77 B:289 L:
Municipality CHESHIRE

School District Cheshire School District

90 Winding TrlCheshire, CT 06410

Estimated Value $818,000
Living Area 2,453 SqFt

Beds 4
Baths 2.5
Year Built 1999

Property Type Single Family
Ownership Type Multiple

APN CSHR M:76 B:69 L:
Municipality CHESHIRE

School District Cheshire School District

95 Winding TrlCheshire, CT 06410

Estimated Value $857,000
Living Area 2,592 SqFt

Beds 4
Baths 2.5
Year Built 1998

Property Type Single Family
Ownership Type Individual

APN CSHR M:76 B:68 L:
Municipality CHESHIRE

School District Cheshire School District

Investment Properties near on Winding Trl, Cheshire, CT

28 Chamberlain CtCheshire, CT 06410

Estimated Value $1,025,000
Living Area 5,363 SqFt

Beds 4
Baths 6
Year Built 2002

Property Type Single Family
Ownership Type Multiple

APN CSHR M:83 B:125 L:
Municipality CHESHIRE

School District Cheshire School District

265 Elmwood CirCheshire, CT 06410

Estimated Value $363,000
Living Area 1,050 SqFt

Beds 1
Baths 1.5
Year Built 1954

Property Type Single Family
Ownership Type Multiple

APN CSHR M:70 B:121 L:
Municipality CHESHIRE

School District Cheshire School District

200 Fenn RdCheshire, CT 06410

Estimated Value $484,000
Living Area 1,104 SqFt

Beds 2
Baths 2.5
Year Built 1981

Property Type Single Family
Ownership Type Multiple

APN CSHR M:91 B:149 L:
Municipality CHESHIRE

School District Cheshire School District

160 Towpath LnCheshire, CT 06410

Estimated Value $760,000
Living Area 2,069 SqFt

Beds 4
Baths 3
Year Built 1972

Property Type Single Family
Ownership Type Multiple

APN CSHR M:70 B:54 L:
Municipality CHESHIRE

School District Cheshire School District

285 Hotchkiss RdgCheshire, CT 06410

Estimated Value $747,000
Living Area 2,268 SqFt

Beds 4
Baths 2.5
Year Built 1981

Property Type Single Family
Ownership Type Related

APN CSHR M:62 B:72 L:
Municipality CHESHIRE

School District Cheshire School District

112 Edwards RdCheshire, CT 06410

Estimated Value $488,000
Living Area 1,461 SqFt

Beds 3
Baths 1.5
Year Built 1955

Property Type Single Family
Ownership Type Related

APN CSHR M:57 B:48 L:
Municipality CHESHIRE

School District Cheshire School District

40 Verbena CtCheshire, CT 06410

Estimated Value $639,000
Living Area 2,086 SqFt

Beds 4
Baths 2.5
Year Built 1971

Property Type Single Family
Ownership Type Multiple

APN CSHR M:70 B:9 L:
Municipality CHESHIRE

School District Cheshire School District

44 Bayberry RdCheshire, CT 06410

Estimated Value $458,000
Living Area 1,488 SqFt

Beds 4
Baths 2
Year Built 1955

Property Type Single Family
Ownership Type Multiple

APN CSHR M:84 B:221 L:
Municipality CHESHIRE

School District Cheshire School District

62 Green Hill LnCheshire, CT 06410

Estimated Value $441,000
Living Area 1,584 SqFt

Beds 4
Baths 2
Year Built 1954

Property Type Single Family
Ownership Type Individual

APN CSHR M:84 B:105 L:
Municipality CHESHIRE

School District Cheshire School District

885 Cornwall AveCheshire, CT 06410

Estimated Value $757,000
Living Area 2,958 SqFt

Beds 4
Baths 2.5
Year Built 1983

Property Type Single Family
Ownership Type Related

APN CSHR M:55 B:97 L:
Municipality CHESHIRE

School District Cheshire School District

74 Bayberry RdCheshire, CT 06410

Estimated Value $335,000
Living Area 992 SqFt

Beds 3
Baths 3
Year Built 1954

Property Type Single Family
Ownership Type Individual

APN CSHR M:84 B:225 L:
Municipality CHESHIRE

School District Cheshire School District

644 Mountain RdCheshire, CT 06410

Estimated Value $785,000
Living Area 3,180 SqFt

Beds 4
Baths 3
Year Built 1967

Property Type Single Family
Ownership Type Related

APN CSHR M:69 B:74 L:
Municipality CHESHIRE

School District Cheshire School District

186 Green Hill LnCheshire, CT 06410

Estimated Value $439,000
Living Area 1,404 SqFt

Beds 3
Baths 1
Year Built 1950

Property Type Single Family
Ownership Type Related

APN CSHR M:84 B:116 L:
Subdivision Branford Bus Center

School District Cheshire School District

992 Farmington DrCheshire, CT 06410

Estimated Value $461,000
Living Area 1,248 SqFt

Beds 3
Baths 2
Year Built 1958

Property Type Single Family
Ownership Type Related

APN CSHR M:77 B:207 L:
Municipality CHESHIRE

School District Cheshire School District

117 Jill LnCheshire, CT 06410

Estimated Value $589,000
Living Area 1,832 SqFt

Beds 3
Baths 3
Year Built 1957

Property Type Single Family
Ownership Type Individual

APN CSHR M:78 B:153 L:
Municipality CHESHIRE

School District Cheshire School District

241 Wallingford RdCheshire, CT 06410

Estimated Value $600,000
Living Area 2,860 SqFt

Beds 4
Baths 3
Year Built 1840

Property Type Single Family
Ownership Type Individual

APN CSHR M:65 B:285 L:
Municipality CHESHIRE

School District Cheshire School District

Streets Near Winding Trl, Cheshire, CT

Street

Properties

Avg. Beds

Avg. Baths

Avg. Property Value

Avg. Property Size

Last Sale Date

Brooksvale Rd22132$597,2412,366 Sq.Ft.4/9/2025Cornwall Ave10942$556,4903,034 Sq.Ft.3/28/2025Harrison Rd7142$624,9572,143 Sq.Ft.6/27/2023Main St35032$504,9944,257 Sq.Ft.3/19/2025Mountain Rd14132$543,2441,869 Sq.Ft.4/28/2025Oak Ave16231$440,1052,296 Sq.Ft.4/9/2025Old Towne Rd12422$385,6671,436 Sq.Ft.1/8/2025Patton Dr7332$535,6391,800 Sq.Ft.6/20/2024Sharon Dr7142$539,4231,764 Sq.Ft.9/5/2024Southwick Ct13422$271,0001,074 Sq.Ft.5/21/2025

Additional Questions?

Looking for off-market properties in Cheshire, CT?

Traditional methods include networking with contractors, scouting neighborhoods ("driving for dollars"), or purchasing leads from wholesalers can be tedious. PropertyReach streamlines this process with predictive analytics and neighborhood benchmarks, using Cheshire, CT property records and MLS failed listings to refine your search. Effortlessly compare properties, access owner contact details, and secure the best off-market deals at the right price.

What is the median home value in Cheshire, CT?

The median home value in Cheshire, CT is $555,000, with an average home value of $592,393. The average price per square foot for homes in the area is $162.08.

How Can I Find Pre-foreclosures or Distressed Properties in Cheshire, CT?

Foreclosures and distressed properties in Cheshire, CT can be found through public records, foreclosure notices, and auction announcements from the county clerk or sheriff’s office. PropertyReach streamlines this by aggregating public and MLS data, making it easier to identify distressed properties and connect with owners directly.

Residential Property Data Records on Winding Trl, Cheshire, CT

We found 19 addresses on Winding Trl, Cheshire, CT.

10 Winding TrlCheshire, CT 06410

Estimated Value $845,000

Living Area 2,570 SqFt

Beds 4

Baths 2.5

Year Built 1999

Property Type Single Family

Ownership Type Related

APN CSHR M:77 B:274 L:

Municipality CHESHIRE

School District Cheshire School District

15 Winding TrlCheshire, CT 06410

Estimated Value $863,000

Living Area 2,534 SqFt

Beds 4

Baths 2.5

Year Built 1998

Property Type Single Family

Ownership Type Related

APN CSHR M:77 B:273 L:

Municipality CHESHIRE

School District Cheshire School District

20 Winding TrlCheshire, CT 06410

Estimated Value $878,000

Living Area 3,408 SqFt

Beds 5

Baths 3.5

Year Built 1998

Property Type Single Family

Ownership Type Related

APN CSHR M:77 B:276 L:

Municipality CHESHIRE

School District Cheshire School District

25 Winding TrlCheshire, CT 06410

Estimated Value $888,000

Living Area 2,973 SqFt

Beds 4

Baths 3

Year Built 1999

Property Type Single Family

Ownership Type Multiple

APN CSHR M:77 B:272 L:

Municipality CHESHIRE

School District Cheshire School District

29 Winding TrlCheshire, CT 06410

Estimated Value $881,000

Living Area 3,744 SqFt

Beds 4

Baths 4.5

Year Built 1999

Property Type Single Family

Ownership Type Individual

APN CSHR M:77 B:279 L:

Municipality CHESHIRE

School District Cheshire School District

30 Winding TrlCheshire, CT 06410

Estimated Value $886,000

Living Area 3,098 SqFt

Beds 4

Baths 2.5

Year Built 1998

Property Type Single Family

Ownership Type Multiple

APN CSHR M:77 B:278 L:

Municipality CHESHIRE

School District Cheshire School District

31 Winding TrlCheshire, CT 06410

Estimated Value $1,020,000

Living Area 3,262 SqFt

Beds 4

Baths 3

Year Built 1998

Property Type Single Family

Ownership Type Multiple

APN CSHR M:77 B:280 L:

Municipality CHESHIRE

School District Cheshire School District

35 Winding TrlCheshire, CT 06410