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Single Family ResidenceResidential
$1,655,417$648 / 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 92How 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
Last sold for $1,000,000 on Oct 19, 2005

1001 OSCEOLA AVE

WINTER PARK, FL 32789
3
Beds
3
Baths
2,555 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.
0.92 ac
Lot SizeThe size of the land the home sits on, from county records.
1981
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$1.7M
$1.5M low$1.8M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$1,000,000 · Oct 19, 2005

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$10,634 (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.$723,914 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$703,512
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,449,930

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.1985
Lot (acres)The size of the land the home sits on, from county records.0.92
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
FireplaceWhether the home has a fireplace, and what kind.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.Spa/Hot Tub (Only)
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Porch · 160 ft²Boat access

Transaction History(3)

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 · 1.3 mi
H
Winter Park High SchoolB
High · Grades 9–12 · 1.4 mi
M
Glenridge Middle SchoolB+
Middle · Grades 6–8 · 1.4 mi

District: Orange County School District

Neighborhood · ZIP 32789These 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.112
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.134
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.22

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.91%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.38%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.6.1%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.9%
PopulationHow many people live in this area.27,837
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,897 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$113,286
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$168,785
Average tempThe average temperature here across a full year.72°F
Annual precipHow much rain and melted snow falls here in a typical year.51 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

1001 Osceola 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 98% of homes in Orange County
  • Among the highest price per square foot in Orange County
  • Bigger than 80% of homes in Orange County
  • Has a bigger lot than 96% of homes in Winter Park 32789
  • Older than 70% of homes in Orange County

What homes are worth in Winter Park 32789

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

This home
$173K$4.9M

This home is worth more than 73% of homes in Winter Park 32789.

How it measures up in Winter Park 32789

The dot is this home. The mark in the middle is the typical home in Winter Park 32789.

Estimated value$1,655,417
CheaperTypical $850,251Pricier

Pricier than 73% of homes nearby

Price per ft²$648
CheaperTypical $455Pricier

Pricier than 81% of homes nearby

Living area2,555 ft²
SmallerTypical 1,957 ft²Bigger

Bigger than 64% of homes nearby

Lot size0.92 ac
SmallerTypical 0.24 acBigger

Bigger than 96% of homes nearby

Year built1981
OlderTypical 1967Newer

Newer than 64% of homes nearby

How 1001 Osceola Ave ranks against every home in each area.
MeasureThis homeWinter Park 32789Orange County
Estimated valuepricier than$1,655,41773% of homes98% of homes
Price per ft²pricier than$64881% of homesalmost all homes
Living areabigger than2,555 ft²64% of homes80% of homes
Lot sizebigger than0.92 ac96% of homes94% of homes
Year builtnewer than198164% of homes30% of homes

About 1001 Osceola Ave

How much is 1001 Osceola Ave, Winter Park, FL worth?

The TopHap Estimate for 1001 Osceola Ave, Winter Park, FL is $1,655,417 as of Aug 30, 2026. The likely range is $1,520,037 to $1,790,797. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 1001 Osceola Ave, Winter Park, FL last sell?

1001 Osceola Ave, Winter Park, FL last sold on Oct 19, 2005 for $1,000,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 1001 Osceola Ave, Winter Park, FL?

1001 Osceola Ave, Winter Park, FL has 3 bedrooms, 3 bathrooms, 2,555 square feet of living space and a 0.92-acre lot.

When was 1001 Osceola Ave, Winter Park, FL built?

1001 Osceola Ave, Winter Park, FL was built in 1981, making it 45 years old. The building has 2 stories.

What schools serve 1001 Osceola Ave, Winter Park, FL?

1001 Osceola 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 1001 Osceola Ave, Winter Park, FL compare to other homes in Winter Park 32789?

Among the 10,209 homes in Winter Park 32789, it is worth more than 73% of them ($1,655,417 against a typical $850,251), its price per square foot is higher than 81% of them ($648 against a typical $455), it is bigger than 64% of them (2,555 ft² against a typical 1,957 ft²), its lot is bigger than 96% of them (0.92 ac against a typical 0.24 ac) and it is newer than 64% of them (1981 against a typical 1967). Measured against all of Orange County, it is worth more than 98% 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 1001 Osceola Ave, Winter Park, FL?

The 2024 property tax bill for 1001 Osceola Ave, Winter Park, FL was $10,634. The county assessed it at $723,914.

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