Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$738,655$482 / 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 97How 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 $650,000 on Jun 2, 2023

109 MAIN ST

CHESTER, CT 06412
3
Beds
2.5
Baths
1,532 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.
0.45 ac
Lot SizeThe size of the land the home sits on, from county records.
1868
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
5
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$739K
$714K low$764K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$650,000 · Jun 2, 2023

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$10,441 (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.$385,560 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$98,770
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$286,790
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$385,560
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$269,892

Climate Risk

Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.76 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.51%
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.0.2 percent flood zone

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.Colonial
CountyLOWER CONNECTICUT RIVER VALLEY
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.1987
Lot (acres)The size of the land the home sits on, from county records.0.45
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.Shingle
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
CoolingThe type of cooling or air conditioning in the home.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(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.

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

E
Chester Elementary SchoolB
Elementary · Grades PK–6 · 0.6 mi
H
Valley Regional High SchoolB
High · Grades 9–12 · 2.2 mi
M
John Winthrop Middle SchoolB-
Middle · Grades 7–8 · 2.7 mi

District: Regional High School District 04

Neighborhood · ZIP 06412These 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.84
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.114
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.57

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.92%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.20%
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.0.8%
PopulationHow many people live in this area.3,484
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.211 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$87,420
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$112,617
Average tempThe average temperature here across a full year.49°F
Annual precipHow much rain and melted snow falls here in a typical year.52 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.56%

Owner Tools

Do you own this home?
Claim this home

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

109 Main St 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 81% of homes in Lower Connecticut River Valley County
  • Costs more per square foot than 96% of homes in Chester 06412
  • Has a smaller lot than 82% of homes in Chester 06412
  • Older than 97% of homes in Lower Connecticut River Valley County

What homes are worth in Chester 06412

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

This home
$222K$1.3M

This home is worth more than 79% of homes in Chester 06412.

How it measures up in Chester 06412

The dot is this home. The mark in the middle is the typical home in Chester 06412.

Estimated value$738,655
CheaperTypical $537,976Pricier

Pricier than 79% of homes nearby

Price per ft²$482
CheaperTypical $310Pricier

Pricier than 96% of homes nearby

Living area1,532 ft²
SmallerTypical 1,774 ft²Bigger

Bigger than 37% of homes nearby

Lot size0.45 ac
SmallerTypical 1.3 acBigger

Bigger than 18% of homes nearby

Year built1868
OlderTypical 1967Newer

Newer than 7% of homes nearby

How 109 Main St ranks against every home in each area.
MeasureThis homeChester 06412Lower Connecticut River Valley County
Estimated valuepricier than$738,65579% of homes81% of homes
Price per ft²pricier than$48296% of homes88% of homes
Living areabigger than1,532 ft²37% of homes44% of homes
Lot sizebigger than0.45 ac18% of homes37% of homes
Year builtnewer than18687% of homes3% of homes

About 109 Main St

How much is 109 Main St, Chester, CT worth?

The TopHap Estimate for 109 Main St, Chester, CT is $738,655 as of Sep 24, 2026. The likely range is $713,703 to $763,607. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 109 Main St, Chester, CT last sell?

109 Main St, Chester, CT last sold on Jun 2, 2023 for $650,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.

How big is 109 Main St, Chester, CT?

109 Main St, Chester, CT has 3 bedrooms, 2.5 bathrooms, 1,532 square feet of living space and a 0.45-acre lot.

When was 109 Main St, Chester, CT built?

109 Main St, Chester, CT was built in 1868, making it 158 years old. It is a colonial home. The building has 2 stories.

What schools serve 109 Main St, Chester, CT?

109 Main St, Chester, CT is assigned to Chester Elementary School (elementary), rated B; Valley Regional High School (high), rated B; John Winthrop Middle School (middle), rated B-. All sit in Regional High School District 04. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 109 Main St, Chester, CT compare to other homes in Chester 06412?

Among the 1,415 homes in Chester 06412, it is worth more than 79% of them ($738,655 against a typical $537,976), its price per square foot is higher than 96% of them ($482 against a typical $310), it is bigger than 37% of them (1,532 ft² against a typical 1,774 ft²), its lot is bigger than 18% of them (0.45 ac against a typical 1.3 ac) and it is newer than 7% of them (1868 against a typical 1967). Measured against all of Lower Connecticut River Valley County, it is worth more than 81% 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 109 Main St, Chester, CT?

The 2025 property tax bill for 109 Main St, Chester, CT was $10,441. The county assessed it at $385,560.

More homes on Main St

Closest homes

More homes in Chester 06412

Assigned schools

Explore the area

See this home in context

Open 109 Main St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.

Open in map
A flyover of TopHap's photorealistic 3D map, with recorded sale prices pinned to homes
Search any address, city, zip, or county…3D$1.9M$6.25MOpen in map