Winston Way, Waunakee, WI Property Records

Dane County property records for 58 addresses on Winston Way, Waunakee, WI · Last verified October 2026

Winston Way Highlights

Properties 58
Median Sale Price $420,000
Deeds and Mortgages on File 96
Median Price per Sqft $202
Owner Occupied 98%
Median Annual Tax Bill $5,786
Median Ownership Tenure 7 years

Properties on Winston Way

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

100 Winston Way

3 bd · 2 ba · 2,598 sqft · 0.367 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8132025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

102 Winston Way

4 bd · 3 ba · 2,614 sqft · 0.837 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Nov 2013 $9,2072025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

103 Winston Way

3 bd · 2 ba · 1,368 sqft · 0.294 acres

Last Sale Tax Bill Prior Sale Owner Records
$442,500Jul 2025 $4,7892025 —Aug 2012 4 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

104 Winston Way

5 bd · 3 ba · 3,724 sqft · 0.591 acres

Last Sale Tax Bill Prior Sale Owner Records
$536,000Aug 2024 $8,8612025 Amount on Record Aug 2018 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

105 Winston Way

3 bd · 2 ba · 1,912 sqft · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$366,500May 2026 $5,7992025 Amount on Record Aug 2022 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

106 Winston Way

3 bd · 3 ba · 2,207 sqft · 0.587 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9662025 Owner on Record Owner Occupied AssessorUpdated Feb 2026

107 Winston Way

3 bd · 2 ba · 1,356 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Mar 2008 $4,9782025 Amount on Record Sep 2007 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

108 Winston Way

3 bd · 1 ba · 1,622 sqft · 0.471 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jun 2005 $6,8222025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

109 Winston Way

3 bd · 2 ba · 1,616 sqft · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1992025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

110 Winston Way

4 bd · 2 ba · 2,270 sqft · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
$339,900Nov 2020 $6,5502025 —Nov 2020 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

111 Winston Way

3 bd · 1 ba · 1,452 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Aug 2022 $6,0252025 Amount on Record Oct 2011 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

112 Winston Way

3 bd · 2 ba · 3,176 sqft · 0.467 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Oct 2020 $9,6502025 —Apr 2006 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Feb 2026

113 Winston Way

3 bd · 2 ba · 1,464 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2762025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

114 Winston Way

3 bd · 2 ba · 1,762 sqft · 0.464 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jul 2008 $7,8112025 —Jan 2013 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

115 Winston Way

3 bd · 2 ba · 1,637 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,5452025 Owner on Record Owner Occupied AssessorUpdated Feb 2026

116 Winston Way

4 bd · 2 ba · 3,152 sqft · 0.462 acres

Last Sale Tax Bill Prior Sale Owner Records
$392,000Oct 2016 $9,3932025 —Oct 2009 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

117 Winston Way

4 bd · 2 ba · 2,106 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$213,000Jul 2010 $5,1502025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

118 Winston Way

3 bd · 2 ba · 1,771 sqft · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8632025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

119 Winston Way

3 bd · 1 ba · 1,976 sqft · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,8232025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

120 Winston Way

3 bd · 3 ba · 1,792 sqft · 0.458 acres

Last Sale Tax Bill Prior Sale Owner Records
$592,500Dec 2025 $6,9322025 Amount on Record Oct 2021 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

121 Winston Way

3 bd · 2 ba · 1,622 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7682025 Owner on Record Owner Occupied AssessorUpdated Feb 2026

122 Winston Way

3 bd · 2 ba · 1,590 sqft · 0.457 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6122025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

123 Winston Way

1 bd · 2 ba · 1,152 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,900Dec 2009 $4,9882025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

124 Winston Way

4 bd · 2 ba · 2,166 sqft · 0.455 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2012 $6,3052025 —Jan 2009 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

125 Winston Way

4 bd · 1 ba · 1,620 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$296,500Aug 2019 $5,6942025 Amount on Record Jun 2016 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

126 Winston Way

3 bd · 2 ba · 2,026 sqft · 0.453 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000May 2020 $7,2152025 Owner on Record Assessor + 3 DocumentsUpdated Oct 2026

127 Winston Way

3 bd · 1 ba · 1,300 sqft · 0.373 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3832025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

200 Winston Way

4 bd · 3 ba · 2,118 sqft · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,4992025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

202 Winston Way

4 bd · 2 ba · 3,382 sqft · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000May 2025 $6,5142025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

203 Winston Way

3 bd · 2 ba · 2,094 sqft · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6922025 Amount on Record Jul 2005 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

204 Winston Way

3 bd · 2 ba · 1,576 sqft · 0.448 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jun 2007 $5,6422025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

205 Winston Way

3 bd · 2 ba · 1,828 sqft · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Sep 2024 $5,6162025 Owner on Record Owner Occupied AssessorUpdated Feb 2026

206 Winston Way

4 bd · 2 ba · 2,142 sqft · 0.446 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Feb 2021 $7,2862025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

207 Winston Way

3 bd · 2 ba · 1,336 sqft · 0.226 acres

Last Sale Tax Bill Prior Sale Owner Records
$447,000Jan 2025 $5,4252025 Amount on Record Aug 2005 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

208 Winston Way

4 bd · 2 ba · 2,776 sqft · 0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8142025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

209 Winston Way

3 bd · 1 ba · 1,932 sqft · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8292025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

210 Winston Way

3 bd · 2 ba · 3,158 sqft · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,300Aug 2021 $7,3222025 Amount on Record Nov 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

212 Winston Way

4 bd · 2 ba · 2,125 sqft · 0.494 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2932025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

804 Winston Way

4 bd · 2 ba · 1,400 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jul 2019 $5,1672025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

805 Winston Way

3 bd · 2 ba · 1,880 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$314,000Mar 2021 $5,2512025 Amount on Record Jan 2016 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

806 Winston Way

3 bd · 1 ba · 1,601 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Dec 2016 $5,1112025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

807 Winston Way

4 bd · 2 ba · 2,066 sqft · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,0912025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

808 Winston Way

3 bd · 2 ba · 1,624 sqft · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9832025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

900 Winston Way

3 bd · 1 ba · 1,690 sqft · 0.276 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,4302025 Owner on Record Owner Occupied AssessorUpdated Feb 2026

902 Winston Way

3 bd · 3 ba · 2,217 sqft · 0.308 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6702025 3 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

903 Winston Way

5 bd · 2 ba · 1,833 sqft · 0.282 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9972025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

904 Winston Way

4 bd · 3 ba · 2,254 sqft · 0.282 acres

Last Sale Tax Bill Prior Sale Owner Records
$236,000Apr 2012 $6,0842025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

905 Winston Way

3 bd · 2 ba · 2,236 sqft · 0.291 acres

Last Sale Tax Bill Prior Sale Owner Records
$263,000Jun 2014 $5,6862025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

906 Winston Way

4 bd · 3 ba · 2,704 sqft · 0.307 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4992025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

907 Winston Way

3 bd · 2 ba · 1,526 sqft · 0.307 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Mar 2017 $6,2032025 —Feb 2008 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

1002 Winston Way

3 bd · 2 ba · 1,300 sqft · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Feb 2022 $5,9102025 Amount on Record Jun 2021 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

1003 Winston Way

3 bd · 1 ba · 1,742 sqft · 0.282 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9472025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

1004 Winston Way

4 bd · 2 ba · 2,148 sqft · 0.382 acres

Last Sale Tax Bill Prior Sale Owner Records
$324,000Dec 2018 $6,7512025 —Dec 2017 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Feb 2026

1005 Winston Way

3 bd · 1 ba · 1,260 sqft · 0.285 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8982025 Owner on Record Owner Occupied AssessorUpdated Feb 2026

1006 Winston Way

3 bd · 2 ba · 1,796 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9042025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

1007 Winston Way

3 bd · 2 ba · 1,577 sqft · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$351,100Apr 2021 $5,7862025 Amount on Record Oct 2016 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

1008 Winston Way

4 bd · 3 ba · 2,508 sqft · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7002025 3 Owners on Record Owner Occupied AssessorUpdated Feb 2026

1009 Winston Way

3 bd · 2 ba · 1,990 sqft · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$403,000Mar 2022 $5,5452025 Amount on Record Jun 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

Property Records in Nearby Streets