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Single Family ResidenceResidential
$1,412,196$418 / 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 Aug 30, 2026
Last sold for $540,000 on Aug 1, 1997

55 CHESSOR LN

WILTON, CT 06897
4
Beds
3.5
Baths
3,379 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.
1.09 ac
Lot SizeThe size of the land the home sits on, from county records.
1995
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
9
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1.4M
$1.3M low$1.5M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$540,000 · Aug 1, 1997

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$19,522 (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.$799,750 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$280,140
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$519,610
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$799,750
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$559,825

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.Colonial
CountyWESTERN CONNECTICUT
Lot (acres)The size of the land the home sits on, from county records.1.09
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
CoolingThe type of cooling or air conditioning in the home.Yes
FireplaceWhether the home has a fireplace, and what kind.Yes
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.Deck

Transaction History(7)

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
Miller-Driscoll School
Elementary · Grades PK–2 · 0.8 mi
M
Middlebrook SchoolA+
Middle · Grades 6–8 · 2.5 mi
H
Wilton High SchoolA+
High · Grades 9–12 · 3.1 mi

District: Wilton School District

Neighborhood · ZIP 06897These 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.53
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.109
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.94

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.95%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.40%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.2.4%
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.20,748
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.761 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$210,807
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$277,551
Average tempThe average temperature here across a full year.51°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.58%

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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

55 Chessor Ln 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 75% of homes in Western Connecticut County
  • Costs less per square foot than 79% of homes in Wilton 06897
  • Bigger than 83% of homes in Western Connecticut County
  • Has a smaller lot than 80% of homes in Wilton 06897
  • Newer than 89% of homes in Wilton 06897

What homes are worth in Wilton 06897

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

This home
$547K$2.9M

This home is worth more than 61% of homes in Wilton 06897.

How it measures up in Wilton 06897

The dot is this home. The mark in the middle is the typical home in Wilton 06897.

Estimated value$1,412,196
CheaperTypical $1,286,868Pricier

Pricier than 61% of homes nearby

Price per ft²$418
CheaperTypical $471Pricier

Pricier than 21% of homes nearby

Living area3,379 ft²
SmallerTypical 2,777 ft²Bigger

Bigger than 69% of homes nearby

Lot size1.09 ac
SmallerTypical 2 acBigger

Bigger than 20% of homes nearby

Year built1995
OlderTypical 1969Newer

Newer than 89% of homes nearby

How 55 Chessor Ln ranks against every home in each area.
MeasureThis homeWilton 06897Western Connecticut County
Estimated valuepricier than$1,412,19661% of homes75% of homes
Price per ft²pricier than$41821% of homes49% of homes
Living areabigger than3,379 ft²69% of homes83% of homes
Lot sizebigger than1.09 ac20% of homes67% of homes
Year builtnewer than199589% of homes84% of homes

About 55 Chessor Ln

How much is 55 Chessor Ln, Wilton, CT worth?

The TopHap Estimate for 55 Chessor Ln, Wilton, CT is $1,412,196 as of Aug 30, 2026. The likely range is $1,314,837 to $1,509,555. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 55 Chessor Ln, Wilton, CT last sell?

55 Chessor Ln, Wilton, CT last sold on Aug 1, 1997 for $540,000, according to the county's recorded deed.

How big is 55 Chessor Ln, Wilton, CT?

55 Chessor Ln, Wilton, CT has 4 bedrooms, 3.5 bathrooms, 3,379 square feet of living space and a 1.09-acre lot.

When was 55 Chessor Ln, Wilton, CT built?

55 Chessor Ln, Wilton, CT was built in 1995, making it 31 years old. It is a colonial home. The building has 2 stories.

What schools serve 55 Chessor Ln, Wilton, CT?

55 Chessor Ln, Wilton, CT is assigned to Miller-Driscoll School (elementary); Middlebrook School (middle), rated A+; Wilton High School (high), rated A+. All sit in Wilton School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 55 Chessor Ln, Wilton, CT compare to other homes in Wilton 06897?

Among the 5,949 homes in Wilton 06897, it is worth more than 61% of them ($1,412,196 against a typical $1,286,868), its price per square foot is higher than 21% of them ($418 against a typical $471), it is bigger than 69% of them (3,379 ft² against a typical 2,777 ft²), its lot is bigger than 20% of them (1.09 ac against a typical 2 ac) and it is newer than 89% of them (1995 against a typical 1969). Measured against all of Western Connecticut County, it is worth more than 75% 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 55 Chessor Ln, Wilton, CT?

The 2025 property tax bill for 55 Chessor Ln, Wilton, CT was $19,522. The county assessed it at $799,750.

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