Winding Rd, Madison, CT Property Records

Madison Town property records for 28 addresses on Winding Rd, Madison, CT · Last verified August 2026

Winding Rd Highlights

Properties 28
Median Sale Price $309,000
Deeds and Mortgages on File 22
Median Price per Sqft $205
Owner Occupied 96%
Median Annual Tax Bill $6,801
Median Year Built 1971
Median Ownership Tenure 17 years

Properties on Winding Rd

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

9 Winding Rd

4 bd · 3 ba · 1,696 sqft · 1.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$290,000Aug 2008 $7,1242025 1 Name on Record AssessorUpdated Jul 2026

10 Winding Rd

4 bd · 2.5 ba · 2,628 sqft · 1.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$165,000Dec 1994 $7,9182025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

19 Winding Rd

4 bd · 1.5 ba · 1,530 sqft · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Apr 2006 $6,0852025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

27 Winding Rd

3 bd · 2.5 ba · 2,152 sqft · 0.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$449,000Aug 2021 $8,0932025 Amount on Record Jun 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

32 Winding Rd

4 bd · 1.5 ba · 1,288 sqft · 1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$306,500Jun 2009 $5,8362025 Amount on Record Apr 1994 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

35 Winding Rd

4 bd · 1.5 ba · 1,288 sqft · 0.93 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$25,000Dec 1997 $5,9752025 Amount on Record Apr 1995 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

38 Winding Rd

3 bd · 2 ba · 1,178 sqft · 1.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$306,000Feb 2021 $6,7942025 Amount on Record Mar 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

44 Winding Rd

4 bd · 2 ba · 1,698 sqft · 1.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Feb 2009 $7,0522025 Amount on Record Apr 1993 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

45 Winding Rd

4 bd · 2 ba · 2,080 sqft · 0.939 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$335,000Aug 2018 $7,1352025 Amount on Record May 2010 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

48 Winding Rd

4 bd · 2.5 ba · 1,338 sqft · 0.98 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Dec 2009 $5,8682025 Amount on Record Apr 1998 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

53 Winding Rd

4 bd · 1.5 ba · 1,288 sqft · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Nov 2009 $5,8722025 Amount on Record Apr 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

54 Winding Rd

3 bd · 1.5 ba · 1,250 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$182,500Sep 1987 $6,7452025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

57 Winding Rd

4 bd · 2 ba · 1,526 sqft · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Nov 2014 $6,3792025 Amount on Record Nov 2012 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

62 Winding Rd

4 bd · 3 ba · 2,042 sqft · 1.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$174,000Jun 2000 $7,9002025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

65 Winding Rd

3 bd · 1.5 ba · 1,288 sqft · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Nov 1999 $5,7292025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

85 Winding Rd

3 bd · 2.5 ba · 2,462 sqft · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,1502025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

86 Winding Rd

4 bd · 3.5 ba · 2,358 sqft · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,000Nov 1991 $7,2582025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

89 Winding Rd

4 bd · 2 ba · 1,498 sqft · 0.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,000Jan 2015 $6,8322025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

95 Winding Rd

4 bd · 2 ba · 1,670 sqft · 0.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,400Nov 1992 $7,1602025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

96 Winding Rd

4 bd · 2.5 ba · 2,104 sqft · 0.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,000Jul 2010 $7,1712025 Amount on Record Nov 1988 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

101 Winding Rd

4 bd · 1.5 ba · 1,288 sqft · 1.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$440,000Nov 2023 $6,1302025 Amount on Record Feb 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

105 Winding Rd

4 bd · 2.5 ba · 3,176 sqft · 1.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Apr 2019 $9,4502025 Amount on Record Dec 1991 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

109 Winding Rd

5 bd · 2.5 ba · 1,522 sqft · 1.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$280,000May 2008 $6,0432025 Amount on Record Oct 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

115 Winding Rd

4 bd · 2 ba · 1,552 sqft · 1.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$172,500Oct 1999 $6,8012025 Amount on Record Aug 1993 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

121 Winding Rd

4 bd · 2.5 ba · 1,800 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,000Jul 2011 $6,6892025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

122 Winding Rd

4 bd · 2 ba · 1,558 sqft · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7962025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

127 Winding Rd

4 bd · 1.5 ba · 1,340 sqft · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Sep 2002 $5,8722024 Amount on Record Aug 1991 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

130 Winding Rd

4 bd · 2.5 ba · 1,994 sqft · 0.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0882025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets