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Single Family ResidenceResidential
$591,883$536 / 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 $299,000 on Jul 30, 2018

38 CALDWELL DR

NEW MILFORD, CT 06776
4
Beds
2.5
Baths
1,104 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.
0.39 ac
Lot SizeThe size of the land the home sits on, from county records.
1960
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
8
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$592K
$557K low$627K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$299,000 · Jul 30, 2018

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$9,003 (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.$187,620 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$46,010
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$141,610
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$295,190
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$131,334

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.49
42
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
16
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
60
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.
32
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.9 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%

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.Raised Ranch
CountyWESTERN CONNECTICUT
Lot (acres)The size of the land the home sits on, from county records.0.39
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Hot Water
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.

Foreclosure Filings(1)

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

E
Hill and Plain Elementary School
Elementary · Grades KG–2 · 2.1 mi
H
New Milford High SchoolB-
High · Grades 9–12 · 2.6 mi
M
Schaghticoke Middle SchoolC+
Middle · Grades 6–8 · 4.2 mi

District: New Milford School District

Neighborhood · ZIP 06776These 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.96
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.101
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.78

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.93%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.25%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.8.0%
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.30,238
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.514 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$99,813
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$121,218
Average tempThe average temperature here across a full year.48°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.56%

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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

38 Caldwell 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.

  • Worth more than 75% of homes in New Milford 06776
  • Costs more per square foot than 97% of homes in New Milford 06776
  • Smaller than 87% of homes in Western Connecticut County
  • Has a smaller lot than 81% of homes in New Milford 06776
  • Older than 78% of homes in New Milford 06776

What homes are worth in New Milford 06776

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

This home
$157K$1.2M

This home is worth more than 75% of homes in New Milford 06776.

How it measures up in New Milford 06776

The dot is this home. The mark in the middle is the typical home in New Milford 06776.

Estimated value$591,883
CheaperTypical $482,064Pricier

Pricier than 75% of homes nearby

Price per ft²$536
CheaperTypical $284Pricier

Pricier than 97% of homes nearby

Living area1,104 ft²
SmallerTypical 1,563 ft²Bigger

Bigger than 24% of homes nearby

Lot size0.39 ac
SmallerTypical 0.93 acBigger

Bigger than 19% of homes nearby

Year built1960
OlderTypical 1977Newer

Newer than 22% of homes nearby

How 38 Caldwell Dr ranks against every home in each area.
MeasureThis homeNew Milford 06776Western Connecticut County
Estimated valuepricier than$591,88375% of homes33% of homes
Price per ft²pricier than$53697% of homes71% of homes
Living areabigger than1,104 ft²24% of homes13% of homes
Lot sizebigger than0.39 ac19% of homes37% of homes
Year builtnewer than196022% of homes40% of homes

About 38 Caldwell Dr

How much is 38 Caldwell Dr, New Milford, CT worth?

The TopHap Estimate for 38 Caldwell Dr, New Milford, CT is $591,883 as of Aug 30, 2026. The likely range is $556,588 to $627,178. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 38 Caldwell Dr, New Milford, CT last sell?

38 Caldwell Dr, New Milford, CT last sold on Jul 30, 2018 for $299,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.

How big is 38 Caldwell Dr, New Milford, CT?

38 Caldwell Dr, New Milford, CT has 4 bedrooms, 2.5 bathrooms, 1,104 square feet of living space and a 0.39-acre lot.

When was 38 Caldwell Dr, New Milford, CT built?

38 Caldwell Dr, New Milford, CT was built in 1960, making it 66 years old. It is a raised ranch home. The building has 1 story.

What schools serve 38 Caldwell Dr, New Milford, CT?

38 Caldwell Dr, New Milford, CT is assigned to Hill and Plain Elementary School (elementary); New Milford High School (high), rated B-; Schaghticoke Middle School (middle), rated C+. All sit in New Milford School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 38 Caldwell Dr, New Milford, CT compare to other homes in New Milford 06776?

Among the 10,061 homes in New Milford 06776, it is worth more than 75% of them ($591,883 against a typical $482,064), its price per square foot is higher than 97% of them ($536 against a typical $284), it is bigger than 24% of them (1,104 ft² against a typical 1,563 ft²), its lot is bigger than 19% of them (0.39 ac against a typical 0.93 ac) and it is newer than 22% of them (1960 against a typical 1977). Measured against all of Western Connecticut County, it is worth more than 33% 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 Caldwell Dr, New Milford, CT?

The 2025 property tax bill for 38 Caldwell Dr, New Milford, CT was $9,003. The county assessed it at $187,620.

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