Winterhill Rd, Madison, CT Property Records

Madison Town property records for 29 addresses on Winterhill Rd, Madison, CT · Last verified August 2026

Winterhill Rd Highlights

Properties 29
Median Sale Price $620,000
Deeds and Mortgages on File 31
Median Price per Sqft $261
Owner Occupied 97%
Median Annual Tax Bill $8,281
Median Year Built 1980
Median Ownership Tenure 11 years

Properties on Winterhill Rd

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

6 Winterhill Rd

4 bd · 2.5 ba · 1,970 sqft · 1.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$515,000Oct 2022 $7,9992025 Amount on Record Jun 2014 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

7 Winterhill Rd

3 bd · 2.5 ba · 1,992 sqft · 1.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,7412025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

16 Winterhill Rd

5 bd · 3.5 ba · 3,060 sqft · 1.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$629,000Dec 2021 $10,6432025 Amount on Record Sep 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

28 Winterhill Rd

4 bd · 2.5 ba · 2,088 sqft · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Nov 1992 $8,8692024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

33 Winterhill Rd

4 bd · 2.5 ba · 2,492 sqft · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5442024 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

34 Winterhill Rd

4 bd · 2.5 ba · 2,110 sqft · 1.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$298,000Jul 2000 $8,2232025 Amount on Record Mar 1999 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

37 Winterhill Rd

4 bd · 3.5 ba · 2,868 sqft · 2.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jun 1994 $10,3602025 Amount on Record Jun 1991 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

39 Winterhill Rd

4 bd · 2.5 ba · 2,052 sqft · 1.65 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$322,000Apr 2001 $8,1512025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

40 Winterhill Rd

4 bd · 2.5 ba · 2,052 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$262,000Jun 1990 $8,5302025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

43 Winterhill Rd

4 bd · 2.5 ba · 1,970 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1712025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

46 Winterhill Rd

4 bd · 2.5 ba · 2,314 sqft · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6512024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

49 Winterhill Rd

4 bd · 2.5 ba · 1,992 sqft · 1.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$499,900Sep 2022 $7,7742025 Amount on Record Jul 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

55 Winterhill Rd

3 bd · 2.5 ba · 2,002 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,5552025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

59 Winterhill Rd

4 bd · 2.5 ba · 2,024 sqft · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,6782025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

60 Winterhill Rd

4 bd · 2.5 ba · 1,992 sqft · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Nov 2025 $8,0912025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

63 Winterhill Rd

4 bd · 2.5 ba · 2,369 sqft · 1.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$590,000Nov 2022 $9,0622025 Amount on Record Sep 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

65 Winterhill Rd

4 bd · 2.5 ba · 2,024 sqft · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Aug 2009 $8,2882025 Amount on Record Jul 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

67 Winterhill Rd

4 bd · 2.5 ba · 2,300 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000May 2015 $8,7682025 Amount on Record Jul 1990 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

68 Winterhill Rd

4 bd · 2.5 ba · 1,936 sqft · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,6852025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

71 Winterhill Rd

4 bd · 2.5 ba · 2,367 sqft · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$407,000Oct 2019 $8,5412025 Amount on Record Jun 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

77 Winterhill Rd

4 bd · 2.5 ba · 2,178 sqft · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$223,000May 1991 $8,1892025 Amount on Record Jun 1989 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

78 Winterhill Rd

4 bd · 2.5 ba · 2,230 sqft · 1.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$390,750Oct 2009 $8,1912025 Amount on Record May 1997 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

80 Winterhill Rd

4 bd · 2.5 ba · 2,356 sqft · 2.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$369,000Jun 2018 $8,5462025 Amount on Record Jun 2007 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

82 Winterhill Rd

4 bd · 2.5 ba · 2,068 sqft · 1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9652025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

83 Winterhill Rd

4 bd · 2.5 ba · 1,992 sqft · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8302025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

86 Winterhill Rd

4 bd · 2.5 ba · 2,330 sqft · 1.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$703,500Sep 2025 $8,4922025 Amount on Record Oct 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

89 Winterhill Rd

4 bd · 2.5 ba · 2,080 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$342,000Mar 2009 $8,2812025 —Feb 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

96 Winterhill Rd

4 bd · 2.5 ba · 1,908 sqft · 1.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$715,000Jun 2026 $7,9292025 Amount on Record May 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

99 Winterhill Rd

5 bd · 3.5 ba · 3,210 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000May 1994 $11,2312025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

Property Records in Nearby Streets