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Single Family ResidenceResidential
$372,776$312 / ft²
TopHap EstimateOur estimate of what this home would sell for today, based on nearby sales, the home's size and features, and local price trends. It is a starting point, not an appraisal.· confidence 80How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Sep 24, 2026
Last sold for $174,900 on Jun 20, 2005

5305 MIDDLETON DR

GREENDALE, WI 53129
3
Beds
2
Baths
1,195 ft²
Living AreaTotal finished area of the structures, from county records. Some counties include shared space like hallways or a building gym, so it may not match a listing.
0.24 ac
Lot SizeThe size of the land the home sits on, from county records.
1958
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
5
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$373K
$298K low$448K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$174,900 · Jun 20, 2005

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$2,559 (2025)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$292,500 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$73,100
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$219,400
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$339,000

Climate Risk

Overall riskThe average of the five hazard scores below, on a 0 to 100 scale. Higher means greater projected risk over the coming decades.40
35
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
11
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
55
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
66
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
33
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.3 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%
FEMA Flood ZoneFEMA's flood zone for this address. Zones starting with A or V are high risk, and lenders usually require flood insurance there.1 percent flood zone

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyMILWAUKEE
Lot (acres)The size of the land the home sits on, from county records.0.24
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Attached
PoolWhether the property has a pool, and what kind, such as in-ground.No

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.

M
Greendale Middle SchoolA
Middle · Grades 6–8 · 0.7 mi
H
Greendale High SchoolA+
High · Grades 9–12 · 1.1 mi
E
Highland View Elementary SchoolB+
Elementary · Grades PK–5 · 1.1 mi

District: Greendale School District

Neighborhood · ZIP 53129These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.

CrimeLocal crime compared with the rest of the country, where 100 is average. It reflects things like population density, income, and how crime gets reported.64
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.86
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.27

Index scale: 100 = US average (tick). Lower is better.

Homes occupiedThe share of homes here that someone lives in. The rest sit empty, including vacation and for-sale homes.97%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.34%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.6%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.2%
PopulationHow many people live in this area.14,047
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,699 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$95,840
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$107,266
Average tempThe average temperature here across a full year.47°F
Annual precipHow much rain and melted snow falls here in a typical year.34 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.54%

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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

5305 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 73% of homes in Milwaukee County
  • Costs more per square foot than 93% of homes in Milwaukee County
  • Smaller than 82% of homes in Greendale 53129
  • Has a bigger lot than 79% 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
$238K$690K

This home is worth more than 50% 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.

Estimated value$372,776
CheaperTypical $372,526Pricier

Pricier than 50% of homes nearby

Price per ft²$312
CheaperTypical $235Pricier

Pricier than 92% of homes nearby

Living area1,195 ft²
SmallerTypical 1,594 ft²Bigger

Bigger than 18% of homes nearby

Lot size0.24 ac
SmallerTypical 0.25 acBigger

Bigger than 46% of homes nearby

Year built1958
OlderTypical 1964Newer

Newer than 22% of homes nearby

How 5305 Middleton Dr ranks against every home in each area.
MeasureThis homeGreendale 53129Milwaukee County
Estimated valuepricier than$372,77650% of homes73% of homes
Price per ft²pricier than$31292% of homes93% of homes
Living areabigger than1,195 ft²18% of homes31% of homes
Lot sizebigger than0.24 ac46% of homes79% of homes
Year builtnewer than195822% of homes71% of homes

About 5305 Middleton Dr

How much is 5305 Middleton Dr, Greendale, WI worth?

The TopHap Estimate for 5305 Middleton Dr, Greendale, WI is $372,776 as of Sep 24, 2026. The likely range is $297,951 to $447,601. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 5305 Middleton Dr, Greendale, WI last sell?

5305 Middleton Dr, Greendale, WI last sold on Jun 20, 2005 for $174,900, according to the county's recorded deed.

How big is 5305 Middleton Dr, Greendale, WI?

5305 Middleton Dr, Greendale, WI has 3 bedrooms, 2 bathrooms, 1,195 square feet of living space and a 0.24-acre lot.

When was 5305 Middleton Dr, Greendale, WI built?

5305 Middleton Dr, Greendale, WI was built in 1958, making it 68 years old. The building has 1 story.

What schools serve 5305 Middleton Dr, Greendale, WI?

5305 Middleton Dr, Greendale, WI is assigned to Greendale Middle School (middle), rated A; Greendale High School (high), rated A+; Highland View Elementary School (elementary), rated B+. All sit in Greendale School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 5305 Middleton Dr, Greendale, WI compare to other homes in Greendale 53129?

Among the 4,467 homes in Greendale 53129, it is worth more than 50% of them ($372,776 against a typical $372,526), its price per square foot is higher than 92% of them ($312 against a typical $235), it is bigger than 18% of them (1,195 ft² against a typical 1,594 ft²), its lot is bigger than 46% of them (0.24 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 73% 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 5305 Middleton Dr, Greendale, WI?

The 2025 property tax bill for 5305 Middleton Dr, Greendale, WI was $2,559. The county assessed it at $292,500.

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