Middleton Dr, Greendale, WI Property Records

Milwaukee County property records for 30 addresses on Middleton Dr, Greendale, WI · Last verified August 2026

Middleton Dr Highlights

Properties 30
Median Sale Price $327,000
Deeds and Mortgages on File 60
Median Price per Sqft $234
Owner Occupied 100%
Median Annual Tax Bill $2,593
Median Year Built 1959
Median Ownership Tenure 9 years

Properties on Middleton Dr

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

5300 Middleton Dr

3 bd · 1.5 ba · 1,201 sqft · 0.196 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,6592025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

5305 Middleton Dr

3 bd · 2 ba · 1,195 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$174,900Jun 2005 $2,5592025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5306 Middleton Dr

3 bd · 1.5 ba · 1,385 sqft · 0.201 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$126,000Aug 1997 $2,5242025 —Aug 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5309 Middleton Dr

3 bd · 2 ba · 1,200 sqft · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Nov 2017 $2,5402025 Amount on Record Mar 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5312 Middleton Dr

2 bd · 1 ba · 1,221 sqft · 0.208 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$262,500Sep 2019 $2,6702025 Amount on Record Mar 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5313 Middleton Dr

3 bd · 1 ba · 1,290 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$124,000Jan 1998 $2,5552025 —Jan 1998 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5318 Middleton Dr

2 bd · 1.5 ba · 1,247 sqft · 0.212 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jan 2018 $2,6542025 Amount on Record Feb 2017 1 Name on Record Owner Occupied Assessor + 7 DocumentsUpdated Aug 2026

5321 Middleton Dr

4 bd · 1.5 ba · 2,156 sqft · 0.223 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$105,000Apr 2017 $1,3602025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5324 Middleton Dr

3 bd · 1.5 ba · 1,210 sqft · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,000Aug 2023 $2,0692025 Amount on Record Aug 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5327 Middleton Dr

3 bd · 1 ba · 1,679 sqft · 0.214 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,4292025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

5330 Middleton Dr

3 bd · 1.5 ba · 1,194 sqft · 0.217 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,5112025 —Sep 2001 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5333 Middleton Dr

3 bd · 1.5 ba · 1,281 sqft · 0.271 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$137,900Jul 1998 $2,6712025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5336 Middleton Dr

3 bd · 1 ba · 1,142 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,500Apr 2012 $2,4572025 Amount on Record Jun 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5400 Middleton Dr

3 bd · 1.5 ba · 1,255 sqft · 0.237 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$117,500Jan 1999 $2,5512025 —Jan 1999 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5403 Middleton Dr

3 bd · 1 ba · 1,423 sqft · 0.251 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,6372025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5404 Middleton Dr

3 bd · 1.5 ba · 1,097 sqft · 0.201 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$181,000Sep 2020 $2,3512025 Amount on Record Aug 2015 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5405 Middleton Dr

3 bd · 1 ba · 1,101 sqft · 0.235 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$337,500May 2023 $3,2082025 Amount on Record Jan 2007 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5408 Middleton Dr

4 bd · 1.5 ba · 1,252 sqft · 0.185 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jun 2013 $2,9942025 2 Names on Record Owner Occupied Assessor + 11 DocumentsUpdated Aug 2026

5409 Middleton Dr

3 bd · 1.5 ba · 1,409 sqft · 0.262 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$183,000Jan 2016 $2,7882025 —Dec 2006 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

5412 Middleton Dr

3 bd · 2 ba · 1,243 sqft · 0.185 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$150,000Mar 2010 $2,5992025 Amount on Record Dec 2000 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5413 Middleton Dr

3 bd · 2 ba · 1,829 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$360,000May 2025 $3,2682025 —Jun 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5414 Middleton Dr

3 bd · 1.5 ba · 1,459 sqft · 0.191 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$74,300Nov 2011 $2,7762025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5416 Middleton Dr

3 bd · 1.5 ba · 1,092 sqft · 0.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$215,200Jun 2017 $2,5932025 Amount on Record Mar 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5417 Middleton Dr

3 bd · 1.5 ba · 1,324 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,9172025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

5420 Middleton Dr

2 bd · 1.5 ba · 1,107 sqft · 0.189 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000May 2020 $2,4102025 Amount on Record Jun 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5421 Middleton Dr

3 bd · 1 ba · 1,624 sqft · 0.246 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jun 2018 $4,1202025 —Aug 2011 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

5425 Middleton Dr

3 bd · 1 ba · 1,097 sqft · 0.287 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,3222025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5426 Middleton Dr

3 bd · 1.5 ba · 1,194 sqft · 0.242 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jul 2026 $2,4452025 Amount on Record Aug 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5427 Middleton Dr

3 bd · 1.5 ba · 1,259 sqft · 0.385 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$178,000Sep 2004 $3,0172025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5429 Middleton Dr

3 bd · 1.5 ba · 1,172 sqft · 0.396 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$149,000May 2002 $2,5302025 —Mar 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

Wildfire Risk on Middleton Dr

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets