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Single Family ResidenceResidential
$623,736$320 / 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 89How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Aug 30, 2026

2238 MIDDLETON AVE

WINTER PARK, FL 32792
4
Beds
3
Baths
1,948 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.
0.28 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.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$624K
$557K low$691K high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$1,706 (2024)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$165,234 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$160,577
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$490,070

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyOrange
Effective Year BuiltAn adjusted build year that accounts for condition and major remodels. A big renovation can make a home count as newer than it is.1966
Lot (acres)The size of the land the home sits on, from county records.0.28
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Forced Air
CoolingThe type of cooling or air conditioning in the home.Central
PoolWhether the property has a pool, and what kind, such as in-ground.No
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Porch · 56 ft²

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.

E
Brookshire Elementary SchoolC-
Elementary · Grades PK–5 · 0.3 mi
H
Winter Park High SchoolB
High · Grades 9–12 · 0.4 mi
M
Glenridge Middle SchoolB+
Middle · Grades 6–8 · 1.2 mi

District: Orange County School District

Neighborhood · ZIP 32792These 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.127
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.115
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.24

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.94%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.25%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.13%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.0%
PopulationHow many people live in this area.54,699
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.4,208 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$66,566
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$86,918
Average tempThe average temperature here across a full year.72°F
Annual precipHow much rain and melted snow falls here in a typical year.52 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.64%

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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

2238 Middleton Ave 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 85% of homes in Winter Park 32792
  • Costs more per square foot than 89% of homes in Orange County
  • Bigger than 75% of homes in Winter Park 32792
  • Has a bigger lot than 80% of homes in Winter Park 32792
  • Older than 93% of homes in Winter Park 32792

What homes are worth in Winter Park 32792

Each bar is how many homes fall in that price range. The marker is this home.

This home
$109K$1.1M

This home is worth more than 85% of homes in Winter Park 32792.

How it measures up in Winter Park 32792

The dot is this home. The mark in the middle is the typical home in Winter Park 32792.

Estimated value$623,736
CheaperTypical $386,135Pricier

Pricier than 85% of homes nearby

Price per ft²$320
CheaperTypical $237Pricier

Pricier than 85% of homes nearby

Living area1,948 ft²
SmallerTypical 1,604 ft²Bigger

Bigger than 75% of homes nearby

Lot size0.28 ac
SmallerTypical 0.21 acBigger

Bigger than 80% of homes nearby

Year built1958
OlderTypical 1978Newer

Newer than 7% of homes nearby

How 2238 Middleton Ave ranks against every home in each area.
MeasureThis homeWinter Park 32792Orange County
Estimated valuepricier than$623,73685% of homes81% of homes
Price per ft²pricier than$32085% of homes89% of homes
Living areabigger than1,948 ft²75% of homes62% of homes
Lot sizebigger than0.28 ac80% of homes76% of homes
Year builtnewer than19587% of homes9% of homes

About 2238 Middleton Ave

How much is 2238 Middleton Ave, Winter Park, FL worth?

The TopHap Estimate for 2238 Middleton Ave, Winter Park, FL is $623,736 as of Aug 30, 2026. The likely range is $556,701 to $690,771. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

How big is 2238 Middleton Ave, Winter Park, FL?

2238 Middleton Ave, Winter Park, FL has 4 bedrooms, 3 bathrooms, 1,948 square feet of living space and a 0.28-acre lot.

When was 2238 Middleton Ave, Winter Park, FL built?

2238 Middleton Ave, Winter Park, FL was built in 1958, making it 68 years old. The building has 1 story.

What schools serve 2238 Middleton Ave, Winter Park, FL?

2238 Middleton Ave, Winter Park, FL is assigned to Brookshire Elementary School (elementary), rated C-; Winter Park High School (high), rated B; Glenridge Middle School (middle), rated B+. All sit in Orange County School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 2238 Middleton Ave, Winter Park, FL compare to other homes in Winter Park 32792?

Among the 14,462 homes in Winter Park 32792, it is worth more than 85% of them ($623,736 against a typical $386,135), its price per square foot is higher than 85% of them ($320 against a typical $237), it is bigger than 75% of them (1,948 ft² against a typical 1,604 ft²), its lot is bigger than 80% of them (0.28 ac against a typical 0.21 ac) and it is newer than 7% of them (1958 against a typical 1978). Measured against all of Orange County, it is worth more than 81% 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 2238 Middleton Ave, Winter Park, FL?

The 2024 property tax bill for 2238 Middleton Ave, Winter Park, FL was $1,706. The county assessed it at $165,234.

More homes on Middleton Ave

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More homes in Winter Park 32792

Assigned schools

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