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Single Family ResidenceResidential
$348,244$247 / 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 95How 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 $140,350 on Apr 30, 1992

27 CHESTNUT DR

DERBY, CT 06418
5
Beds
1
Baths
1,411 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.
0.47 ac
Lot SizeThe size of the land the home sits on, from county records.
1955
Year BuiltThe year the home was originally built, according to county records.
1
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

$348K
$330K low$367K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$140,350 · Apr 30, 1992

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$6,054 (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.$140,140 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$41,640
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$98,500
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$140,140
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$200,200

Climate Risk

Overall riskThe average of the five hazard scores below, on a 0 to 100 scale. Higher means greater projected risk over the coming decades.40
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
4
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
61
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
97
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
39
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
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.minimal

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.Cape Cod
CountyNAUGATUCK VALLEY
Lot (acres)The size of the land the home sits on, from county records.0.47
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
CoolingThe type of cooling or air conditioning in the home.Yes
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Attached
PoolWhether the property has a pool, and what kind, such as in-ground.Yes

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
Bradley SchoolC-
Elementary · Grades KG–5 · 0.9 mi
H
Derby High SchoolD-
High · Grades 9–12 · 2.6 mi
M
Derby Middle SchoolD+
Middle · Grades 6–8 · 2.7 mi

District: Derby School District

Neighborhood · ZIP 06418These 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.109
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.113
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.69

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.16%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.15%
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.12,707
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,336 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$63,431
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$87,707
Average tempThe average temperature here across a full year.51°F
Annual precipHow much rain and melted snow falls here in a typical year.50 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 Chestnut Dr 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.

  • Has a bigger lot than 85% of homes in Derby 06418
  • Older than 67% of homes in Naugatuck Valley County

What homes are worth in Derby 06418

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

This home
$213K$593K

This home is worth more than 51% of homes in Derby 06418.

How it measures up in Derby 06418

The dot is this home. The mark in the middle is the typical home in Derby 06418.

Estimated value$348,244
CheaperTypical $345,353Pricier

Pricier than 51% of homes nearby

Price per ft²$247
CheaperTypical $252Pricier

Pricier than 45% of homes nearby

Living area1,411 ft²
SmallerTypical 1,388 ft²Bigger

Bigger than 52% of homes nearby

Lot size0.47 ac
SmallerTypical 0.25 acBigger

Bigger than 85% of homes nearby

Year built1955
OlderTypical 1959Newer

Newer than 39% of homes nearby

How 27 Chestnut Dr ranks against every home in each area.
MeasureThis homeDerby 06418Naugatuck Valley County
Estimated valuepricier than$348,24451% of homes39% of homes
Price per ft²pricier than$24745% of homes41% of homes
Living areabigger than1,411 ft²52% of homes45% of homes
Lot sizebigger than0.47 ac85% of homes57% of homes
Year builtnewer than195539% of homes33% of homes

About 27 Chestnut Dr

How much is 27 Chestnut Dr, Derby, CT worth?

The TopHap Estimate for 27 Chestnut Dr, Derby, CT is $348,244 as of Sep 24, 2026. The likely range is $329,585 to $366,903. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 27 Chestnut Dr, Derby, CT last sell?

27 Chestnut Dr, Derby, CT last sold on Apr 30, 1992 for $140,350, according to the county's recorded deed.

How big is 27 Chestnut Dr, Derby, CT?

27 Chestnut Dr, Derby, CT has 5 bedrooms, 1 bathrooms, 1,411 square feet of living space and a 0.47-acre lot.

When was 27 Chestnut Dr, Derby, CT built?

27 Chestnut Dr, Derby, CT was built in 1955, making it 71 years old. It is a cape cod home. The building has 1 story.

What schools serve 27 Chestnut Dr, Derby, CT?

27 Chestnut Dr, Derby, CT is assigned to Bradley School (elementary), rated C-; Derby High School (high), rated D-; Derby Middle School (middle), rated D+. All sit in Derby School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 27 Chestnut Dr, Derby, CT compare to other homes in Derby 06418?

Among the 3,850 homes in Derby 06418, it is worth more than 51% of them ($348,244 against a typical $345,353), its price per square foot is higher than 45% of them ($247 against a typical $252), it is bigger than 52% of them (1,411 ft² against a typical 1,388 ft²), its lot is bigger than 85% of them (0.47 ac against a typical 0.25 ac) and it is newer than 39% of them (1955 against a typical 1959). Measured against all of Naugatuck Valley County, it is worth more than 39% 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 Chestnut Dr, Derby, CT?

The 2025 property tax bill for 27 Chestnut Dr, Derby, CT was $6,054. The county assessed it at $140,140.

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