5409 MIDDLETON DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Greendale School District
Neighborhood · ZIP 53129These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
5409 Middleton Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 78% of homes in Milwaukee County
- Costs more per square foot than 87% of homes in Milwaukee County
- Smaller than 66% of homes in Greendale 53129
- Has a bigger lot than 82% of homes in Milwaukee County
- Older than 78% of homes in Greendale 53129
What homes are worth in Greendale 53129
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 61% of homes in Greendale 53129.
How it measures up in Greendale 53129
The dot is this home. The mark in the middle is the typical home in Greendale 53129.
Pricier than 61% of homes nearby
Pricier than 79% of homes nearby
Bigger than 34% of homes nearby
Bigger than 57% of homes nearby
Newer than 22% of homes nearby
| Measure | This home | Greendale 53129 | Milwaukee County |
|---|---|---|---|
| Estimated valuepricier than | $405,449 | 61% of homes | 78% of homes |
| Price per ft²pricier than | $288 | 79% of homes | 87% of homes |
| Living areabigger than | 1,409 ft² | 34% of homes | 47% of homes |
| Lot sizebigger than | 0.26 ac | 57% of homes | 82% of homes |
| Year builtnewer than | 1958 | 22% of homes | 71% of homes |
About 5409 Middleton Dr
How much is 5409 Middleton Dr, Greendale, WI worth?
The TopHap Estimate for 5409 Middleton Dr, Greendale, WI is $405,449 as of Jul 14, 2026. The likely range is $393,794 to $417,104. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5409 Middleton Dr, Greendale, WI last sell?
5409 Middleton Dr, Greendale, WI last sold on Jan 6, 2016 for $183,000, according to the county's recorded deed.
How big is 5409 Middleton Dr, Greendale, WI?
5409 Middleton Dr, Greendale, WI has 3 bedrooms, 1.5 bathrooms, 1,409 square feet of living space and a 0.26-acre lot.
When was 5409 Middleton Dr, Greendale, WI built?
5409 Middleton Dr, Greendale, WI was built in 1958, making it 68 years old. The building has 1 story.
What schools serve 5409 Middleton Dr, Greendale, WI?
5409 Middleton Dr, Greendale, WI is assigned to Greendale Middle School (middle), rated A-; Greendale High School (high), rated B+; Highland View Elementary School (elementary), rated A-. All sit in Greendale School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5409 Middleton Dr, Greendale, WI compare to other homes in Greendale 53129?
Among the 4,467 homes in Greendale 53129, it is worth more than 61% of them ($405,449 against a typical $380,371), its price per square foot is higher than 79% of them ($288 against a typical $242), it is bigger than 34% of them (1,409 ft² against a typical 1,590 ft²), its lot is bigger than 57% of them (0.26 ac against a typical 0.25 ac) and it is newer than 22% of them (1958 against a typical 1964). Measured against all of Milwaukee County, it is worth more than 78% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 5409 Middleton Dr, Greendale, WI?
The 2025 property tax bill for 5409 Middleton Dr, Greendale, WI was $2,789. The county assessed it at $317,500.
More homes on Middleton Dr
- 5426 Middleton Dr$386K3 bd · 1.5 ba · 1,194 ft² · Sold $400K · Jul 2026
- 5413 Middleton Dr$380K3 bd · 2 ba · 1,829 ft² · Sold $360K · May 2025
- 5324 Middleton Dr$354K3 bd · 1.5 ba · 1,210 ft² · Sold $327K · Aug 2023
- 5405 Middleton Dr$419K3 bd · 1 ba · 1,101 ft² · Sold $338K · May 2023
- 5404 Middleton Dr$336K3 bd · 1.5 ba · 1,097 ft² · Sold $181K · Sep 2020
- 5420 Middleton Dr$384K2 bd · 1.5 ba · 1,107 ft² · Sold $260K · May 2020
- 5312 Middleton Dr$376K2 bd · 1 ba · 1,221 ft² · Sold $263K · Sep 2019
- 5421 Middleton Dr$473K3 bd · 1 ba · 1,624 ft² · Sold $300K · Jun 2018
- 5318 Middleton Dr$366K2 bd · 1.5 ba · 1,247 ft² · Sold $225K · Jan 2018
- 5309 Middleton Dr$384K3 bd · 2 ba · 1,200 ft² · Sold $195K · Nov 2017
- 5416 Middleton Dr$394K3 bd · 1.5 ba · 1,092 ft² · Sold $215K · Jun 2017
- 5321 Middleton Dr$360K4 bd · 1.5 ba · 2,156 ft² · Sold $105K · Apr 2017
Closest homes
- 5405 Middleton Dr$374K77 ft · 3 bd · 1 ba · 1,101 ft² · Sold $338K · May 2023
- 5413 Middleton Dr$380K87 ft · 3 bd · 2 ba · 1,829 ft² · Sold $360K · May 2025
- 5403 Middleton Dr$358K147 ft · 3 bd · 1 ba · 1,423 ft² · Sold Jan 1900
- 5417 Middleton Dr$401K176 ft · 3 bd · 1.5 ba · 1,324 ft² · Sold Jan 1900
- 5412 Middleton Dr$320K183 ft · 3 bd · 2 ba · 1,243 ft² · Sold $150K · Mar 2010
- 5414 Middleton Dr$354K198 ft · 3 bd · 1.5 ba · 1,459 ft² · Sold $74K · Nov 2011
- 6301 Greenway$405K226 ft · 3 bd · 1.5 ba · 1,234 ft² · Sold $345K · Aug 2023
- 5416 Middleton Dr$338K233 ft · 3 bd · 1.5 ba · 1,092 ft² · Sold $215K · Jun 2017
More homes in Greendale 53129
- 5989 Sugarbush Ln$383K0.23 ac · Sold $436K · Aug 2026
- 6131 Twin Oak Dr$361K3 bd · 1.5 ba · 1,483 ft² · Sold $390K · Aug 2026
- 7227 Edgehill Rd$326K4 bd · 1.5 ba · 1,151 ft² · Sold $326K · Aug 2026
- 7232 Dartmoor Ave$599K3 bd · 1.5 ba · 1,244 ft² · Sold $588K · Aug 2026
- 5806 Glen Flora Dr$478K3 bd · 1.5 ba · 3,087 ft² · Sold $478K · Aug 2026
- 6401 W Edgerton Ave$480K4 bd · 2 ba · 1,815 ft² · Sold $450K · Aug 2026
- 8841 Greenhill Ln$475K3 bd · 2 ba · 1,772 ft² · Sold $370K · Aug 2026
- 7222 Enfield Ave$390K3 bd · 1.5 ba · 1,160 ft² · Sold $390K · Aug 2026
- 5594 Arrowwood St$300K3 bd · 1 ba · 1,276 ft² · Sold $290K · Aug 2026
- 5611 Apricot Ct$258K2 bd · 1 ba · 1,150 ft² · Sold $255K · Aug 2026
- 6085 Trail Ridge Dr$420K4 bd · 1.5 ba · 2,176 ft² · Sold $420K · Aug 2026
- 5249 Lakeside Dr$400K3 bd · 1.5 ba · 1,483 ft² · Sold $400K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 5409 Middleton Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map