5437 MONTGOMERY DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(2)
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
5437 Montgomery 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 90% of homes in Milwaukee County
- Costs less per square foot than 96% of homes in Greendale 53129
- Bigger than 98% of homes in Greendale 53129
- Has a bigger lot than 87% of homes in Milwaukee County
- Newer than 80% of homes in Milwaukee County
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 89% 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 89% of homes nearby
Pricier than 4% of homes nearby
Bigger than 98% of homes nearby
Bigger than 77% of homes nearby
Newer than 60% of homes nearby
| Measure | This home | Greendale 53129 | Milwaukee County |
|---|---|---|---|
| Estimated valuepricier than | $527,070 | 89% of homes | 90% of homes |
| Price per ft²pricier than | $145 | 4% of homes | 23% of homes |
| Living areabigger than | 3,625 ft² | 98% of homes | 97% of homes |
| Lot sizebigger than | 0.33 ac | 77% of homes | 87% of homes |
| Year builtnewer than | 1966 | 60% of homes | 80% of homes |
About 5437 Montgomery Dr
How much is 5437 Montgomery Dr, Greendale, WI worth?
The TopHap Estimate for 5437 Montgomery Dr, Greendale, WI is $527,070 as of Aug 30, 2026. The likely range is $476,714 to $577,426. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5437 Montgomery Dr, Greendale, WI last sell?
5437 Montgomery Dr, Greendale, WI last sold on Jul 11, 2012 for $141,100, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 5437 Montgomery Dr, Greendale, WI?
5437 Montgomery Dr, Greendale, WI has 3,625 square feet of living space and a 0.33-acre lot.
When was 5437 Montgomery Dr, Greendale, WI built?
5437 Montgomery Dr, Greendale, WI was built in 1966, making it 60 years old. The building has 1 story.
What schools serve 5437 Montgomery Dr, Greendale, WI?
5437 Montgomery 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 5437 Montgomery Dr, Greendale, WI compare to other homes in Greendale 53129?
Among the 4,467 homes in Greendale 53129, it is worth more than 89% of them ($527,070 against a typical $370,382), its price per square foot is higher than 4% of them ($145 against a typical $234), it is bigger than 98% of them (3,625 ft² against a typical 1,592 ft²), its lot is bigger than 77% of them (0.33 ac against a typical 0.25 ac) and it is newer than 60% of them (1966 against a typical 1964). Measured against all of Milwaukee County, it is worth more than 90% 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 5437 Montgomery Dr, Greendale, WI?
The 2025 property tax bill for 5437 Montgomery Dr, Greendale, WI was $4,047. The county assessed it at $444,200.
More homes on Montgomery Dr
- 5438 Montgomery Dr$426K4 bd · 2.5 ba · 2,137 ft² · Sold $399K · Dec 2024
- 6733 Montgomery Dr$394K3 bd · 1.5 ba · 1,124 ft² · Sold $360K · Aug 2023
- 6631 Montgomery Dr$394K3 bd · 1.5 ba · 1,102 ft² · Sold $348K · Oct 2022
- 6644 Montgomery Dr$346K3 bd · 1.5 ba · 1,145 ft² · Sold $308K · May 2022
- 6701 Montgomery Dr$319K0.39 ac · Sold Jan 2022
- 5425 Montgomery Dr$408K3 bd · 2 ba · 1,407 ft² · Sold $325K · Sep 2021
- 5410 Montgomery Dr$398K3 bd · 1.5 ba · 1,596 ft² · Sold $326K · Aug 2021
- 5429 Montgomery Dr$611K5 bd · 2.5 ba · 3,003 ft² · Sold $327K · Nov 2018
- 5417 Montgomery Dr$408K4 bd · 2.5 ba · 1,725 ft² · Sold $230K · Jun 2018
- 6730 Montgomery Dr$335K3 bd · 1 ba · 1,371 ft² · Sold $186K · Mar 2017
- 6720 Montgomery Dr$308K3 bd · 1 ba · 1,043 ft² · Sold $150K · Jan 2017
- 5433 Montgomery Dr$472K3 bd · 1.5 ba · 1,904 ft² · Sold $268K · Oct 2014
Closest homes
- 5441 Montgomery Dr$387K77 ft · 4 bd · 1.5 ba · 1,802 ft² · Sold Jan 1900
- 5433 Montgomery Dr$472K114 ft · 3 bd · 1.5 ba · 1,904 ft² · Sold $268K · Oct 2014
- 5438 Montgomery Dr$426K194 ft · 4 bd · 2.5 ba · 2,137 ft² · Sold $399K · Dec 2024
- 5445 Montgomery Dr$411K161 ft · 3 bd · 2 ba · 1,880 ft² · Sold $220K · Aug 2007
- 5429 Montgomery Dr$611K199 ft · 5 bd · 2.5 ba · 3,003 ft² · Sold $327K · Nov 2018
- 5425 Montgomery Dr$408K258 ft · 3 bd · 2 ba · 1,407 ft² · Sold $325K · Sep 2021
- 5426 Montgomery Dr$380K277 ft · 4 bd · 1.5 ba · 1,836 ft² · Sold $210K · Jul 2013
- 5444 Montgomery Dr$410K245 ft · 4 bd · 2.5 ba · 2,177 ft² · Sold Jan 1900
More homes in Greendale 53129
- 5818 Currant Ln$340K3 bd · 1 ba · 1,276 ft² · Sold $340K · Sep 2026
- 5888 Riverside Dr$425K4 bd · 1.5 ba · 1,847 ft² · Sold $420K · Sep 2026
- 5576 Angle Ln$345K3 bd · 1 ba · 1,276 ft² · Sold $340K · Sep 2026
- 8246 Firwood Ln$760K4 bd · 2.5 ba · 2,995 ft² · Sold $784K · Sep 2026
- 9111 Westlake Dr$330K0.13 ac · Sold $320K · Aug 2026
- 5792 Finch Ln$800K3 bd · 2 ba · 1,568 ft² · Sold $800K · Aug 2026
- 5989 Sugarbush Ln$436K0.23 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$588K3 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$450K4 bd · 2 ba · 1,815 ft² · Sold $450K · Aug 2026
Assigned schools
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