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Single Family ResidenceResidential
$420,169$202 / 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 91How 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 $169,000 on Jan 3, 2006

166 LEONARD RD

MIDDLEBURY, CT 06762
4
Beds
1
Baths
2,075 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.
2 ac
Lot SizeThe size of the land the home sits on, from county records.
1828
Year BuiltThe year the home was originally built, according to county records.
3
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

$420K
$382K low$458K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$169,000 · Jan 3, 2006

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,556 (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.$140,100 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$75,100
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$65,000
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$140,100
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$200,143

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.11 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%
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.Colonial
CountyNAUGATUCK VALLEY
Lot (acres)The size of the land the home sits on, from county records.2.00
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
FireplaceWhether the home has a fireplace, and what kind.Yes
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Basement
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(2)

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
Middlebury Elementary SchoolB-
Elementary · Grades PK–5 · 0.6 mi
M
Memorial Middle SchoolB
Middle · Grades 6–8 · 1.7 mi
H
Pomperaug Regional High SchoolA-
High · Grades 9–12 · 3.2 mi

District: Regional School District 15

Neighborhood · ZIP 06762These 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.110
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.104
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.30%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.8%
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.7,893
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.429 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$134,216
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$150,984
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.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

166 Leonard Rd 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 81% of homes in Middlebury 06762
  • Costs less per square foot than 92% of homes in Middlebury 06762
  • Bigger than 74% of homes in Naugatuck Valley County
  • Has a bigger lot than 92% of homes in Naugatuck Valley County
  • Among the oldest homes in Naugatuck Valley County

What homes are worth in Middlebury 06762

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

This home
$294K$1.4M

This home is worth more than 19% of homes in Middlebury 06762.

How it measures up in Middlebury 06762

The dot is this home. The mark in the middle is the typical home in Middlebury 06762.

Estimated value$420,169
CheaperTypical $541,426Pricier

Pricier than 19% of homes nearby

Price per ft²$202
CheaperTypical $264Pricier

Pricier than 8% of homes nearby

Living area2,075 ft²
SmallerTypical 2,066 ft²Bigger

Bigger than 50% of homes nearby

Lot size2 ac
SmallerTypical 1 acBigger

Bigger than 80% of homes nearby

Year built1828
OlderTypical 1972Newer

Older than almost all homes nearby

How 166 Leonard Rd ranks against every home in each area.
MeasureThis homeMiddlebury 06762Naugatuck Valley County
Estimated valuepricier than$420,16919% of homes58% of homes
Price per ft²pricier than$2028% of homes16% of homes
Living areabigger than2,075 ft²50% of homes74% of homes
Lot sizebigger than2 ac80% of homes92% of homes
Year builtnewer than1828almost no homesalmost no homes

About 166 Leonard Rd

How much is 166 Leonard Rd, Middlebury, CT worth?

The TopHap Estimate for 166 Leonard Rd, Middlebury, CT is $420,169 as of Sep 24, 2026. The likely range is $382,434 to $457,904. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 166 Leonard Rd, Middlebury, CT last sell?

166 Leonard Rd, Middlebury, CT last sold on Jan 3, 2006 for $169,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 166 Leonard Rd, Middlebury, CT?

166 Leonard Rd, Middlebury, CT has 4 bedrooms, 1 bathrooms, 2,075 square feet of living space and a 2.00-acre lot.

When was 166 Leonard Rd, Middlebury, CT built?

166 Leonard Rd, Middlebury, CT was built in 1828, making it 198 years old. It is a colonial home. The building has 3 stories.

What schools serve 166 Leonard Rd, Middlebury, CT?

166 Leonard Rd, Middlebury, CT is assigned to Middlebury Elementary School (elementary), rated B-; Memorial Middle School (middle), rated B; Pomperaug Regional High School (high), rated A-. All sit in Regional School District 15. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 166 Leonard Rd, Middlebury, CT compare to other homes in Middlebury 06762?

Among the 3,076 homes in Middlebury 06762, it is worth more than 19% of them ($420,169 against a typical $541,426), its price per square foot is higher than 8% of them ($202 against a typical $264), it is bigger than 50% of them (2,075 ft² against a typical 2,066 ft²), its lot is bigger than 80% of them (2 ac against a typical 1 ac) and it is newer than almost none of them (1828 against a typical 1972). Measured against all of Naugatuck Valley County, it is worth more than 58% 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 166 Leonard Rd, Middlebury, CT?

The 2025 property tax bill for 166 Leonard Rd, Middlebury, CT was $4,556. The county assessed it at $140,100.

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