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Single Family ResidenceResidential
$1,045,771$459 / 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 Jul 14, 2026
Last sold for $760,000 on Feb 13, 2023

27 CHESSOR LN

WILTON, CT 06897
4
Beds
2.5
Baths
2,276 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.
1.03 ac
Lot SizeThe size of the land the home sits on, from county records.
1958
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
7
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1M
$943K low$1.1M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$760,000 · Feb 13, 2023

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$13,312 (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.$545,370 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$293,020
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$252,350
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$381,759

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.Split Level
CountyWESTERN CONNECTICUT
Lot (acres)The size of the land the home sits on, from county records.1.03
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Hot Water
FireplaceWhether the home has a fireplace, and what kind.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(4)

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 · 0.6 mi
M
Middlebrook SchoolA+
Middle · Grades 6–8 · 2.3 mi
H
Wilton High SchoolA+
High · Grades 9–12 · 2.9 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

27 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 less than 74% of homes in Wilton 06897
  • Smaller than 68% of homes in Wilton 06897
  • Has a smaller lot than 82% of homes in Wilton 06897
  • Older than 73% 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
$499K$2.9M

This home is worth more than 26% 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$1,045,771
CheaperTypical $1,308,104Pricier

Pricier than 26% of homes nearby

Price per ft²$459
CheaperTypical $475Pricier

Pricier than 41% of homes nearby

Living area2,276 ft²
SmallerTypical 2,776 ft²Bigger

Bigger than 32% of homes nearby

Lot size1.03 ac
SmallerTypical 2 acBigger

Bigger than 18% of homes nearby

Year built1958
OlderTypical 1969Newer

Newer than 27% of homes nearby

How 27 Chessor Ln ranks against every home in each area.
MeasureThis homeWilton 06897Western Connecticut County
Estimated valuepricier than$1,045,77126% of homes63% of homes
Price per ft²pricier than$45941% of homes59% of homes
Living areabigger than2,276 ft²32% of homes59% of homes
Lot sizebigger than1.03 ac18% of homes65% of homes
Year builtnewer than195827% of homes36% of homes

About 27 Chessor Ln

How much is 27 Chessor Ln, Wilton, CT worth?

The TopHap Estimate for 27 Chessor Ln, Wilton, CT is $1,045,771 as of Jul 14, 2026. The likely range is $942,875 to $1,148,667. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 27 Chessor Ln, Wilton, CT last sell?

27 Chessor Ln, Wilton, CT last sold on Feb 13, 2023 for $760,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 27 Chessor Ln, Wilton, CT?

27 Chessor Ln, Wilton, CT has 4 bedrooms, 2.5 bathrooms, 2,276 square feet of living space and a 1.03-acre lot.

When was 27 Chessor Ln, Wilton, CT built?

27 Chessor Ln, Wilton, CT was built in 1958, making it 68 years old. It is a split level home. The building has 2 stories.

What schools serve 27 Chessor Ln, Wilton, CT?

27 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 27 Chessor Ln, Wilton, CT compare to other homes in Wilton 06897?

Among the 5,949 homes in Wilton 06897, it is worth more than 26% of them ($1,045,771 against a typical $1,308,104), its price per square foot is higher than 41% of them ($459 against a typical $475), it is bigger than 32% of them (2,276 ft² against a typical 2,776 ft²), its lot is bigger than 18% of them (1.03 ac against a typical 2 ac) and it is newer than 27% of them (1958 against a typical 1969). Measured against all of Western Connecticut County, it is worth more than 63% 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 27 Chessor Ln, Wilton, CT?

The 2024 property tax bill for 27 Chessor Ln, Wilton, CT was $13,312. The county assessed it at $545,370.

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