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Single Family ResidenceResidential
$369,780$234 / 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 93How 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 $236,000 on May 27, 2020

2092 JESSA DR

KISSIMMEE, FL 34743
4
Beds
2.5
Baths
1,577 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.
0.16 ac
Lot SizeThe size of the land the home sits on, from county records.
2001
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
1
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$370K
$343K low$397K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$236,000 · May 27, 2020

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$2,995 (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.$220,833 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$214,610
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$293,000

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.52
25
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
33
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.
73
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.4 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%
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.Single Family Residence
StyleThe architectural style of the home, such as ranch or colonial.Conventional
CountyOSCEOLA
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.2005
Lot (acres)The size of the land the home sits on, from county records.0.17
ConstructionThe main material the home's frame and walls are built from.Masonry/Concrete Masonry Units (Cmus)
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
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Attached
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.Patio · 100 ft²Porch · 76 ft²

Transaction History(8)

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(2)

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

E
Cypress Elementary SchoolD
Elementary · Grades KG–5 · 0.3 mi
H
Gateway High SchoolC
High · Grades 9–12 · 1.0 mi
M
Denn John Middle SchoolD-
Middle · Grades 6–8 · 1.7 mi

District: Osceola County School District

Neighborhood · ZIP 34743These 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.57
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.146
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.23

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.97%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.17%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.10%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.2%
PopulationHow many people live in this area.46,376
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.6,562 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$57,838
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$68,991
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

2092 Jessa Dr 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 71% of homes in Kissimmee 34743
  • Costs more per square foot than 81% of homes in Osceola County
  • Smaller than 65% of homes in Osceola County
  • Has a bigger lot than 71% of homes in Lakeside
  • Newer than 83% of homes in Kissimmee 34743

What homes are worth in Kissimmee 34743

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

This home
$187K$453K

This home is worth more than 71% of homes in Kissimmee 34743.

How it measures up in Kissimmee 34743

The dot is this home. The mark in the middle is the typical home in Kissimmee 34743.

Estimated value$369,780
CheaperTypical $336,810Pricier

Pricier than 71% of homes nearby

Price per ft²$234
CheaperTypical $220Pricier

Pricier than 68% of homes nearby

Living area1,577 ft²
SmallerTypical 1,492 ft²Bigger

Bigger than 55% of homes nearby

Lot size0.16 ac
SmallerTypical 0.17 acBigger

Bigger than 46% of homes nearby

Year built2001
OlderTypical 1990Newer

Newer than 83% of homes nearby

How 2092 Jessa Dr ranks against every home in each area.
MeasureThis homeLakesideKissimmee 34743Osceola County
Estimated valuepricier than$369,78066% of homes71% of homes54% of homes
Price per ft²pricier than$23464% of homes68% of homes81% of homes
Living areabigger than1,577 ft²49% of homes55% of homes35% of homes
Lot sizebigger than0.16 ac71% of homes46% of homes49% of homes
Year builtnewer than200182% of homes83% of homes40% of homes

About 2092 Jessa Dr

How much is 2092 Jessa Dr, Kissimmee, FL worth?

The TopHap Estimate for 2092 Jessa Dr, Kissimmee, FL is $369,780 as of Sep 24, 2026. The likely range is $342,809 to $396,751. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 2092 Jessa Dr, Kissimmee, FL last sell?

2092 Jessa Dr, Kissimmee, FL last sold on May 27, 2020 for $236,000, according to the county's recorded deed. TopHap holds 8 recorded sales for this parcel.

How big is 2092 Jessa Dr, Kissimmee, FL?

2092 Jessa Dr, Kissimmee, FL has 4 bedrooms, 2.5 bathrooms, 1,577 square feet of living space and a 0.17-acre lot.

When was 2092 Jessa Dr, Kissimmee, FL built?

2092 Jessa Dr, Kissimmee, FL was built in 2001, making it 25 years old. It is a conventional home. The building has 2 stories.

What schools serve 2092 Jessa Dr, Kissimmee, FL?

2092 Jessa Dr, Kissimmee, FL is assigned to Cypress Elementary School (elementary), rated D; Gateway High School (high), rated C; Denn John Middle School (middle), rated D-. All sit in Osceola County School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 2092 Jessa Dr, Kissimmee, FL compare to other homes in Kissimmee 34743?

Among the 12,170 homes in Kissimmee 34743, it is worth more than 71% of them ($369,780 against a typical $336,810), its price per square foot is higher than 68% of them ($234 against a typical $220), it is bigger than 55% of them (1,577 ft² against a typical 1,492 ft²), its lot is bigger than 46% of them (0.16 ac against a typical 0.17 ac) and it is newer than 83% of them (2001 against a typical 1990). Measured against all of Osceola County, it is worth more than 54% 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 2092 Jessa Dr, Kissimmee, FL?

The 2024 property tax bill for 2092 Jessa Dr, Kissimmee, FL was $2,995. The county assessed it at $220,833.

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