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Single Family ResidenceResidential
$515,244$459 / 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 77How 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

2338 MIDDLETON AVE

WINTER PARK, FL 32792
2
Beds
1
Baths
1,122 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.
0.23 ac
Lot SizeThe size of the land the home sits on, from county records.
1959
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

$515K
$397K low$634K high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$1,608 (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.$132,958 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$129,211
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$423,400

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.1968
Lot (acres)The size of the land the home sits on, from county records.0.23
RoofThe main material covering the roof, such as asphalt shingle or tile.Roll Composition (rolled Mineral Roof)
HeatingThe type of heating system in the home.Forced Air
CoolingThe type of cooling or air conditioning in the home.Central
GarageWhether the property has a garage, and details like whether it is attached to the home.Carport (Unspecified)
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 · 146 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 · 0.2 mi
H
Winter Park High SchoolB
High · Grades 9–12 · 0.4 mi
M
Glenridge Middle SchoolB+
Middle · Grades 6–8 · 1.3 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

2338 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 74% of homes in Winter Park 32792
  • Among the highest price per square foot in Winter Park 32792
  • Smaller than 84% of homes in Orange County
  • Older than 90% 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
$102K$1.1M

This home is worth more than 74% 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$515,244
CheaperTypical $388,489Pricier

Pricier than 74% of homes nearby

Price per ft²$459
CheaperTypical $238Pricier

Pricier than almost all homes nearby

Living area1,122 ft²
SmallerTypical 1,599 ft²Bigger

Bigger than 18% of homes nearby

Lot size0.23 ac
SmallerTypical 0.21 acBigger

Bigger than 63% of homes nearby

Year built1959
OlderTypical 1978Newer

Newer than 10% of homes nearby

How 2338 Middleton Ave ranks against every home in each area.
MeasureThis homeWinter Park 32792Orange County
Estimated valuepricier than$515,24474% of homes70% of homes
Price per ft²pricier than$459almost all homes97% of homes
Living areabigger than1,122 ft²18% of homes16% of homes
Lot sizebigger than0.23 ac63% of homes63% of homes
Year builtnewer than195910% of homes11% of homes

About 2338 Middleton Ave

How much is 2338 Middleton Ave, Winter Park, FL worth?

The TopHap Estimate for 2338 Middleton Ave, Winter Park, FL is $515,244 as of Sep 24, 2026. The likely range is $396,815 to $633,673. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

How big is 2338 Middleton Ave, Winter Park, FL?

2338 Middleton Ave, Winter Park, FL has 2 bedrooms, 1 bathrooms, 1,122 square feet of living space and a 0.23-acre lot.

When was 2338 Middleton Ave, Winter Park, FL built?

2338 Middleton Ave, Winter Park, FL was built in 1959, making it 67 years old. The building has 1 story.

What schools serve 2338 Middleton Ave, Winter Park, FL?

2338 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 2338 Middleton Ave, Winter Park, FL compare to other homes in Winter Park 32792?

Among the 14,459 homes in Winter Park 32792, it is worth more than 74% of them ($515,244 against a typical $388,489), its price per square foot is higher than almost all of them ($459 against a typical $238), it is bigger than 18% of them (1,122 ft² against a typical 1,599 ft²), its lot is bigger than 63% of them (0.23 ac against a typical 0.21 ac) and it is newer than 10% of them (1959 against a typical 1978). Measured against all of Orange County, it is worth more than 70% 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 2338 Middleton Ave, Winter Park, FL?

The 2024 property tax bill for 2338 Middleton Ave, Winter Park, FL was $1,608. The county assessed it at $132,958.

More homes on Middleton Ave

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More homes in Winter Park 32792

Assigned schools

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