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Single Family ResidenceResidential
$197,851$158 / 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 90How 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 $39,000 on Feb 3, 2015

101 CHESSHER CT

CRESTVIEW, FL 32539
3
Beds
1
Baths
1,254 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.
0.35 ac
Lot SizeThe size of the land the home sits on, from county records.
1975
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.

Valuation

$198K
$178K low$218K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$39,000 · Feb 3, 2015

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$772 (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.$90,658 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$88,103
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$135,487

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyOKALOOSA
Lot (acres)The size of the land the home sits on, from county records.0.35
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
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 · 184 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
Walker Elementary SchoolA-
Elementary · Grades PK–5 · 0.8 mi
H
Crestview High SchoolC
High · Grades 9–12 · 1.6 mi
M
Davidson Middle SchoolA-
Middle · Grades 6–8 · 1.9 mi

District: Okaloosa County School District

Neighborhood · ZIP 32539These 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.74
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.71
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.21

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.93%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.14%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.6.7%
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.31,578
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.182 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$75,675
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$87,974
Average tempThe average temperature here across a full year.67°F
Annual precipHow much rain and melted snow falls here in a typical year.66 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.60%

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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

101 Chessher Ct 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 90% of homes in Okaloosa County
  • Costs less per square foot than 81% of homes in Okaloosa County
  • Smaller than 79% of homes in Crestview 32539
  • Older than 89% of homes in Crestview 32539

What homes are worth in Crestview 32539

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

This home
$102K$506K

This home is worth more than 18% of homes in Crestview 32539.

How it measures up in Crestview 32539

The dot is this home. The mark in the middle is the typical home in Crestview 32539.

Estimated value$197,851
CheaperTypical $277,797Pricier

Pricier than 18% of homes nearby

Price per ft²$158
CheaperTypical $162Pricier

Pricier than 45% of homes nearby

Living area1,254 ft²
SmallerTypical 1,664 ft²Bigger

Bigger than 21% of homes nearby

Lot size0.35 ac
SmallerTypical 0.37 acBigger

Bigger than 48% of homes nearby

Year built1975
OlderTypical 2003Newer

Newer than 11% of homes nearby

How 101 Chessher Ct ranks against every home in each area.
MeasureThis homeCrestview 32539Okaloosa County
Estimated valuepricier than$197,85118% of homes10% of homes
Price per ft²pricier than$15845% of homes19% of homes
Living areabigger than1,254 ft²21% of homes25% of homes
Lot sizebigger than0.35 ac48% of homes58% of homes
Year builtnewer than197511% of homes22% of homes

About 101 Chessher Ct

How much is 101 Chessher Ct, Crestview, FL worth?

The TopHap Estimate for 101 Chessher Ct, Crestview, FL is $197,851 as of Aug 30, 2026. The likely range is $178,172 to $217,530. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 101 Chessher Ct, Crestview, FL last sell?

101 Chessher Ct, Crestview, FL last sold on Feb 3, 2015 for $39,000, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.

How big is 101 Chessher Ct, Crestview, FL?

101 Chessher Ct, Crestview, FL has 3 bedrooms, 1 bathrooms, 1,254 square feet of living space and a 0.35-acre lot.

When was 101 Chessher Ct, Crestview, FL built?

101 Chessher Ct, Crestview, FL was built in 1975, making it 51 years old. The building has 1 story.

What schools serve 101 Chessher Ct, Crestview, FL?

101 Chessher Ct, Crestview, FL is assigned to Walker Elementary School (elementary), rated A-; Crestview High School (high), rated C; Davidson Middle School (middle), rated A-. All sit in Okaloosa County School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 101 Chessher Ct, Crestview, FL compare to other homes in Crestview 32539?

Among the 13,663 homes in Crestview 32539, it is worth more than 18% of them ($197,851 against a typical $277,797), its price per square foot is higher than 45% of them ($158 against a typical $162), it is bigger than 21% of them (1,254 ft² against a typical 1,664 ft²), its lot is bigger than 48% of them (0.35 ac against a typical 0.37 ac) and it is newer than 11% of them (1975 against a typical 2003). Measured against all of Okaloosa County, it is worth more than 10% 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 101 Chessher Ct, Crestview, FL?

The 2025 property tax bill for 101 Chessher Ct, Crestview, FL was $772. The county assessed it at $90,658.

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