Winston Dr, Madison, WI Property Records

Dane County property records for 14 addresses on Winston Dr, Madison, WI · Last verified August 2026

Winston Dr Highlights

Properties 14
Median Sale Price $285,000
Deeds and Mortgages on File 15
Median Price per Sqft $124
Owner Occupied 100%
Median Annual Tax Bill $8,385
Median Year Built 1966
Median Ownership Tenure 11 years

Properties on Winston Dr

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

1102 Winston Dr

3 bd · 4 ba · 3,678 sqft · 0.23 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jul 1998 $10,5562024 3 Names on Record Owner Occupied AssessorUpdated Feb 2026

1106 Winston Dr

3 bd · 3 ba · 1,926 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$86,000Oct 1988 $6,3762024 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

1109 Winston Dr

5 bd · 4 ba · 2,758 sqft · 0.286 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$342,000Jul 2020 $8,4052024 Amount on Record Jul 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

1110 Winston Dr

4 bd · 2 ba · 2,042 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,3432024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

1113 Winston Dr

4 bd · 2.5 ba · 2,460 sqft · 0.248 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,1272025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

1114 Winston Dr

4 bd · 3 ba · 3,024 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,0192024 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

1118 Winston Dr

4 bd · 3 ba · 2,670 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$240,500Dec 2015 $7,8192024 Amount on Record Dec 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

1121 Winston Dr

4 bd · 3 ba · 2,818 sqft · 0.315 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$511,000Jul 2025 $8,3482024 Amount on Record Jun 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

1122 Winston Dr

3 bd · 2.5 ba · 2,210 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$274,000Dec 2018 $8,7852025 Amount on Record Apr 2006 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

1125 Winston Dr

4 bd · 3 ba · 2,356 sqft · 0.307 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$228,000Jul 2004 $7,0822024 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

1126 Winston Dr

4 bd · 3 ba · 2,751 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$147,500Jul 1992 $8,3852024 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

1130 Winston Dr

4 bd · 3 ba · 2,292 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Jul 2021 $8,5092024 Amount on Record Nov 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

1133 Winston Dr

4 bd · 4 ba · 2,096 sqft · 0.39 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Dec 2020 $6,6412024 —Dec 2012 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Feb 2026

1134 Winston Dr

3 bd · 2 ba · 2,548 sqft · 0.247 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$112,500May 1986 $8,2522024 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

Wildfire Risk on Winston Dr

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

Wildfire RiskLow
this street's cells rank at the 2nd percentile of exposed land nationally · 6th in Wisconsin
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets