Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$455,947$308 / 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 94How 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 $296,000 on Jul 1, 2014

38 PLEASANT ST

CHESTER, CT 06412
3
Beds
1.5
Baths
1,482 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.
0.52 ac
Lot SizeThe size of the land the home sits on, from county records.
1850
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
6
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$456K
$428K low$484K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$296,000 · Jul 1, 2014

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$5,751 (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.$212,380 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$52,710
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$159,670
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$212,380
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$148,666

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.1990
Lot (acres)The size of the land the home sits on, from county records.0.52
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
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
Chester Elementary SchoolB+
Elementary · Grades PK–6 · 0.2 mi
H
Valley Regional High SchoolB
High · Grades 9–12 · 2.4 mi
M
John Winthrop Middle SchoolC
Middle · Grades 7–8 · 2.8 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

38 Pleasant 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 less than 69% of homes in Chester 06412
  • Smaller than 65% of homes in Chester 06412
  • Has a smaller lot than 77% of homes in Chester 06412
  • Older than 98% 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
$247K$1.4M

This home is worth more than 31% 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$455,947
CheaperTypical $537,324Pricier

Pricier than 31% of homes nearby

Price per ft²$308
CheaperTypical $310Pricier

Pricier than 48% of homes nearby

Living area1,482 ft²
SmallerTypical 1,778 ft²Bigger

Bigger than 35% of homes nearby

Lot size0.52 ac
SmallerTypical 1.31 acBigger

Bigger than 23% of homes nearby

Year built1850
OlderTypical 1966Newer

Newer than 5% of homes nearby

How 38 Pleasant St ranks against every home in each area.
MeasureThis homeChester 06412Lower Connecticut River Valley County
Estimated valuepricier than$455,94731% of homes44% of homes
Price per ft²pricier than$30848% of homes59% of homes
Living areabigger than1,482 ft²35% of homes42% of homes
Lot sizebigger than0.52 ac23% of homes42% of homes
Year builtnewer than18505% of homes2% of homes

About 38 Pleasant St

How much is 38 Pleasant St, Chester, CT worth?

The TopHap Estimate for 38 Pleasant St, Chester, CT is $455,947 as of Aug 30, 2026. The likely range is $427,905 to $483,989. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 38 Pleasant St, Chester, CT last sell?

38 Pleasant St, Chester, CT last sold on Jul 1, 2014 for $296,000, according to the county's recorded deed.

How big is 38 Pleasant St, Chester, CT?

38 Pleasant St, Chester, CT has 3 bedrooms, 1.5 bathrooms, 1,482 square feet of living space and a 0.52-acre lot.

When was 38 Pleasant St, Chester, CT built?

38 Pleasant St, Chester, CT was built in 1850, making it 176 years old. It is a colonial home. The building has 2 stories.

What schools serve 38 Pleasant St, Chester, CT?

38 Pleasant 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 C. All sit in Regional High School District 04. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 38 Pleasant St, Chester, CT compare to other homes in Chester 06412?

Among the 1,415 homes in Chester 06412, it is worth more than 31% of them ($455,947 against a typical $537,324), its price per square foot is higher than 48% of them ($308 against a typical $310), it is bigger than 35% of them (1,482 ft² against a typical 1,778 ft²), its lot is bigger than 23% of them (0.52 ac against a typical 1.31 ac) and it is newer than 5% of them (1850 against a typical 1966). Measured against all of Lower Connecticut River Valley County, it is worth more than 44% 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 38 Pleasant St, Chester, CT?

The 2025 property tax bill for 38 Pleasant St, Chester, CT was $5,751. The county assessed it at $212,380.

More homes on Pleasant St

Closest homes

More homes in Chester 06412

Assigned schools

Explore the area

See this home in context

Open 38 Pleasant 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