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Single Family ResidenceResidential
$237,114$260 / 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 87How 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 $235,000 on Apr 30, 2025

2529 LEEWARD WAY

WINTER PARK, FL 32792
2
Beds
2
Baths
912 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.
2,359 ft²
Lot SizeThe size of the land the home sits on, from county records.
1977
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.

Valuation

$237K
$207K low$267K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$235,000 · Apr 30, 2025

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$3,612 (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.$50,161 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$48,747
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$199,874

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.45
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
26
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
98
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
72
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
32
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.

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
CountySeminole
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.1987
ConstructionThe main material the home's frame and walls are built from.Concrete Blocks
FoundationWhat the home is built on, such as a concrete slab, a crawl space, or a basement.Footing
RoofThe main material covering the roof, such as asphalt shingle or tile.Roll Tar & Gravel
HeatingThe type of heating system in the home.Central
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 · 64 ft²

Transaction History(2)

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
Eastbrook Elementary SchoolB
Elementary · Grades KG–5 · 1.0 mi
H
Lake Howell High SchoolB-
High · Grades 9–12 · 2.5 mi
M
Tuskawilla Middle SchoolB
Middle · Grades 6–8 · 2.9 mi

District: Seminole 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

2529 Leeward Way 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 less than 86% of homes in Seminole County
  • Costs more per square foot than 84% of homes in Seminole County
  • Smaller than 95% of homes in Seminole County
  • Has a smaller lot than 91% of homes in Winter Park 32792
  • Older than 73% of homes in Seminole County

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
$107K$1.1M

This home is worth more than 16% 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$237,114
CheaperTypical $388,702Pricier

Pricier than 16% of homes nearby

Price per ft²$260
CheaperTypical $237Pricier

Pricier than 66% of homes nearby

Living area912 ft²
SmallerTypical 1,599 ft²Bigger

Bigger than 6% of homes nearby

Lot size2,359 ft²
SmallerTypical 0.21 acBigger

Bigger than 9% of homes nearby

Year built1977
OlderTypical 1978Newer

Newer than 49% of homes nearby

How 2529 Leeward Way ranks against every home in each area.
MeasureThis homeWinter Park 32792Seminole County
Estimated valuepricier than$237,11416% of homes14% of homes
Price per ft²pricier than$26066% of homes84% of homes
Living areabigger than912 ft²6% of homes5% of homes
Lot sizebigger than2,359 ft²9% of homes15% of homes
Year builtnewer than197749% of homes27% of homes

About 2529 Leeward Way

How much is 2529 Leeward Way, Winter Park, FL worth?

The TopHap Estimate for 2529 Leeward Way, Winter Park, FL is $237,114 as of Sep 24, 2026. The likely range is $207,210 to $267,018. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 2529 Leeward Way, Winter Park, FL last sell?

2529 Leeward Way, Winter Park, FL last sold on Apr 30, 2025 for $235,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 2529 Leeward Way, Winter Park, FL?

2529 Leeward Way, Winter Park, FL has 2 bedrooms, 2 bathrooms and 912 square feet of living space.

When was 2529 Leeward Way, Winter Park, FL built?

2529 Leeward Way, Winter Park, FL was built in 1977, making it 49 years old. The building has 1 story.

What schools serve 2529 Leeward Way, Winter Park, FL?

2529 Leeward Way, Winter Park, FL is assigned to Eastbrook Elementary School (elementary), rated B; Lake Howell High School (high), rated B-; Tuskawilla Middle School (middle), rated B. All sit in Seminole County School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 2529 Leeward Way, 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 16% of them ($237,114 against a typical $388,702), its price per square foot is higher than 66% of them ($260 against a typical $237), it is bigger than 6% of them (912 ft² against a typical 1,599 ft²), its lot is bigger than 9% of them (2,359 ft² against a typical 0.21 ac) and it is newer than 49% of them (1977 against a typical 1978). Measured against all of Seminole County, it is worth more than 14% 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 2529 Leeward Way, Winter Park, FL?

The 2025 property tax bill for 2529 Leeward Way, Winter Park, FL was $3,612. The county assessed it at $50,161.

More homes on Leeward Way

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