Hillendale Dr, Oconomowoc, WI Property Records

Jefferson County property records for 23 addresses on Hillendale Dr, Oconomowoc, WI · Last verified October 2026

Hillendale Dr Highlights

Properties 23
Median Sale Price $400,000
Deeds and Mortgages on File 35
Owner Occupied 100%
Median Annual Tax Bill $4,507
Median Ownership Tenure 5 years

Properties on Hillendale Dr

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

W117 Hillendale Dr

1.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$263,000Aug 2016 $5,3922025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

W123 Hillendale Dr

1.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2012025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

W141 Hillendale Dr

0.782 acres

Last Sale Tax Bill Prior Sale Owner Records
$196,000Apr 2003 $4,4872025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

W155 Hillendale Dr

1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9402025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

W163 Hillendale Dr

0.964 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Jul 2021 $5,1712025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

W175 Hillendale Dr

0.912 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,4182025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

W181 Hillendale Dr

0.926 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9122025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

W193 Hillendale Dr

0.821 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Jan 2022 $3,9122025 —Nov 2021 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Feb 2026

W215 Hillendale Dr

0.683 acres

Last Sale Tax Bill Prior Sale Owner Records
$446,500Apr 2024 $5,1132025 —Dec 2019 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

W221 Hillendale Dr

0.685 acres

Last Sale Tax Bill Prior Sale Owner Records
$241,500Jul 2015 $4,7582025 Amount on Record Jun 2009 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

W224 Hillendale Dr

0.646 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000May 2024 $4,2412025 Amount on Record Jun 2023 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

W247 Hillendale Dr

0.746 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Aug 2016 $4,9142025 Amount on Record Sep 2015 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

W248 Hillendale Dr

0.533 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2632025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

W253 Hillendale Dr

0.537 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Oct 2025 $4,8862025 Amount on Record Jan 2019 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

W254 Hillendale Dr

0.533 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Aug 2022 $4,1682025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

W262 Hillendale Dr

0.533 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7122025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

W263 Hillendale Dr

0.537 acres

Last Sale Tax Bill Prior Sale Owner Records
$408,000Mar 2025 $4,5072025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

W274 Hillendale Dr

0.533 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Dec 2021 $4,1192025 —Mar 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

W280 Hillendale Dr

0.533 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2024 $4,2362025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

W283 Hillendale Dr

0.573 acres

Last Sale Tax Bill Prior Sale Owner Records
$171,500Jan 2008 $3,9792025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

W290 Hillendale Dr

0.473 acres

Last Sale Tax Bill Prior Sale Owner Records
$158,900Apr 2000 $3,9302025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

W293 Hillendale Dr

0.685 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 1997 $5,9372025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

W296 Hillendale Dr

0.605 acres

Last Sale Tax Bill Prior Sale Owner Records
$86,500Jun 1990 $3,8202025 2 Owners on Record Owner Occupied AssessorUpdated Feb 2026

Property Records in Nearby Streets