Little Bear Dr, Middleton, WI Property Records

Dane County property records for 22 addresses on Little Bear Dr, Middleton, WI · Last verified August 2026

Little Bear Dr Highlights

Properties 22
Median Sale Price $550,000
Deeds and Mortgages on File 55
Median Price per Sqft $217
Owner Occupied 91%
Median Annual Tax Bill $10,599
Median Year Built 2013
Median Ownership Tenure 8 years

Properties on Little Bear Dr

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

218 Little Bear Dr

3 bd · 3 ba · 2,962 sqft · built 2018 · 0.197 acres

Last Sale Tax Bill Prior Sale Owner Records
$495,000Jan 2022 $9,2122025 Amount on Record Dec 2018 Owner on Record Owner Occupied Assessor + 7 DocumentsUpdated Jul 2026

221 Little Bear Dr

2,891 sqft · built 2023 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$800,000Mar 2024 $7,2452024 Amount on Record Jan 2014 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

222 Little Bear Dr

3 bd · 4 ba · 2,751 sqft · built 2015 · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Aug 2015 $11,2392024 Amount on Record Jan 2014 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

226 Little Bear Dr

0.053 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record AssessorUpdated Feb 2026

228 Little Bear Dr

4 bd · 3 ba · 2,121 sqft · built 2019 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$489,900Jun 2020 $10,9292024 Amount on Record Sep 2013 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

232 Little Bear Dr

5 bd · 4 ba · 2,839 sqft · built 2013 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$447,000Aug 2015 $12,0932024 Amount on Record Jan 2014 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

236 Little Bear Dr

3 bd · 4 ba · 2,684 sqft · built 2014 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$571,500May 2022 $10,2532024 Amount on Record Jul 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

302 Little Bear Dr

4 bd · 3 ba · 2,083 sqft · built 2015 · 0.174 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000Nov 2021 $10,0052024 Amount on Record Dec 2020 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

306 Little Bear Dr

4 bd · 3 ba · 2,986 sqft · built 2013 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$382,473Nov 2013 $10,6092024 Amount on Record Sep 2013 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Feb 2026

310 Little Bear Dr

4 bd · 4 ba · 2,907 sqft · built 2013 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$343,200Dec 2013 $9,7862024 Amount on Record Oct 2011 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

319 Little Bear Dr

3 bd · 2 ba · 2,117 sqft · built 2014 · 0.161 acres

Last Sale Tax Bill Prior Sale Owner Records
$361,900Aug 2014 $10,1742024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

320 Little Bear Dr

5 bd · 4 ba · 3,472 sqft · built 2013 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$421,838Nov 2013 $12,3482024 Amount on Record Aug 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

323 Little Bear Dr

4 bd · 3 ba · 2,947 sqft · built 2012 · 0.163 acres

Last Sale Tax Bill Prior Sale Owner Records
$455,000Oct 2018 $10,9412024 Amount on Record Feb 2013 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

324 Little Bear Dr

5 bd · 4 ba · 3,692 sqft · built 2013 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jul 2019 $11,8562024 2 Owners on Record Assessor + 3 DocumentsUpdated Feb 2026

327 Little Bear Dr

5 bd · 3 ba · 2,787 sqft · built 2013 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Jun 2018 $11,6342025 Amount on Record Sep 2014 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

328 Little Bear Dr

4 bd · 4 ba · 3,294 sqft · built 2013 · 0.296 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000May 2024 $11,9332024 Amount on Record Jan 2014 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

408 Little Bear Dr

3 bd · 3 ba · 2,020 sqft · built 2006 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Feb 2007 $8,8682024 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

416 Little Bear Dr

3 bd · 3 ba · 2,730 sqft · built 2009 · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$369,900Mar 2017 $9,6122024 —Feb 2010 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

424 Little Bear Dr

3 bd · 2 ba · 1,607 sqft · built 2008 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$383,000Sep 2018 $9,6132025 Amount on Record Oct 2013 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

430 Little Bear Dr

3 bd · 4 ba · 2,784 sqft · built 2006 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2020 $10,4012024 Amount on Record Jul 2016 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Feb 2026

436 Little Bear Dr

4 bd · 4 ba · 3,394 sqft · built 2007 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000May 2018 $11,7812024 —Sep 2011 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

439 Little Bear Dr

3 bd · 4 ba · 2,775 sqft · built 2005 · 0.233 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Mar 2014 $10,5992024 Amount on Record Nov 2005 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Feb 2026

Property Records in Nearby Streets