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TownhouseResidential
$52,781$61 / 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 Sep 24, 2026
Last sold for $54,600 on Apr 18, 2022

3255 CHESSWOOD AVE

KISSIMMEE, FL 34741
2
Beds
2
Baths
864 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.
1,133 ft²
Lot SizeThe size of the land the home sits on, from county records.
1986
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.

Valuation

$53K
$49K low$57K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$54,600 · Apr 18, 2022

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$2,736 (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.$145,800 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$25,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$120,800
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$148,700
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$145,800

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.46
10
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.
68
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.
Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.8 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.6%
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.minimal

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Townhouse
CountyOsceola
Lot (acres)The size of the land the home sits on, from county records.0.03
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.Composition Shingle
HeatingThe type of heating system in the home.Yes
CoolingThe type of cooling or air conditioning in the home.Package
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 · 96 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.

Foreclosure Filings(1)

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

M
Kissimmee Middle SchoolD-
Middle · Grades 6–8 · 0.3 mi
E
Kissimmee Elementary SchoolD-
Elementary · Grades KG–5 · 0.4 mi
H
Osceola High SchoolD+
High · Grades 9–12 · 1.7 mi

District: Osceola County School District

Neighborhood · ZIP 34741These 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.150
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.164
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.25

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.19%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.25%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.1%
PopulationHow many people live in this area.66,836
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.4,260 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$43,191
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$52,629
Average tempThe average temperature here across a full year.72°F
Annual precipHow much rain and melted snow falls here in a typical year.50 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

3255 Chesswood 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.

  • Among the least valuable homes in Kissimmee 34741
  • Among the lowest price per square foot in Osceola County
  • Smaller than 97% of homes in Osceola County
  • Has a smaller lot than 91% of homes in Osceola County
  • Older than 85% of homes in Osceola County

What homes are worth in Kissimmee 34741

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

This home
$73K$622K

This home is worth less than almost all homes in Kissimmee 34741.

How it measures up in Kissimmee 34741

The dot is this home. The mark in the middle is the typical home in Kissimmee 34741.

Estimated value$52,781
CheaperTypical $280,128Pricier

Cheaper than almost all homes nearby

Price per ft²$61
CheaperTypical $184Pricier

Cheaper than almost all homes nearby

Living area864 ft²
SmallerTypical 1,458 ft²Bigger

Bigger than 10% of homes nearby

Lot size1,133 ft²
SmallerTypical 0.12 acBigger

Bigger than 30% of homes nearby

Year built1986
OlderTypical 1993Newer

Newer than 32% of homes nearby

How 3255 Chesswood Ave ranks against every home in each area.
MeasureThis homeKissimmee 34741Osceola County
Estimated valuepricier than$52,781almost no homesalmost no homes
Price per ft²pricier than$61almost no homesalmost no homes
Living areabigger than864 ft²10% of homes3% of homes
Lot sizebigger than1,133 ft²30% of homes9% of homes
Year builtnewer than198632% of homes15% of homes

About 3255 Chesswood Ave

How much is 3255 Chesswood Ave, Kissimmee, FL worth?

The TopHap Estimate for 3255 Chesswood Ave, Kissimmee, FL is $52,781 as of Sep 24, 2026. The likely range is $48,524 to $57,038. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 3255 Chesswood Ave, Kissimmee, FL last sell?

3255 Chesswood Ave, Kissimmee, FL last sold on Apr 18, 2022 for $54,600, according to the county's recorded deed.

How big is 3255 Chesswood Ave, Kissimmee, FL?

3255 Chesswood Ave, Kissimmee, FL has 2 bedrooms, 2 bathrooms, 864 square feet of living space and a 0.03-acre lot.

When was 3255 Chesswood Ave, Kissimmee, FL built?

3255 Chesswood Ave, Kissimmee, FL was built in 1986, making it 40 years old. The building has 1 story.

What schools serve 3255 Chesswood Ave, Kissimmee, FL?

3255 Chesswood Ave, Kissimmee, FL is assigned to Kissimmee Middle School (middle), rated D-; Kissimmee Elementary School (elementary), rated D-; Osceola High School (high), rated D+. All sit in Osceola County School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 3255 Chesswood Ave, Kissimmee, FL compare to other homes in Kissimmee 34741?

Among the 13,045 homes in Kissimmee 34741, it is worth more than almost none of them ($52,781 against a typical $280,128), its price per square foot is higher than almost none of them ($61 against a typical $184), it is bigger than 10% of them (864 ft² against a typical 1,458 ft²), its lot is bigger than 30% of them (1,133 ft² against a typical 0.12 ac) and it is newer than 32% of them (1986 against a typical 1993). Measured against all of Osceola County, it is worth more than almost no 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 3255 Chesswood Ave, Kissimmee, FL?

The 2025 property tax bill for 3255 Chesswood Ave, Kissimmee, FL was $2,736. The county assessed it at $145,800.

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