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Single Family ResidenceResidential
$429,599$274 / 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 92How 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 $238,900 on Aug 8, 2013

399 ROUTE 165

PRESTON, CT 06365
3
Beds
3.5
Baths
1,569 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.
1.7 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.
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

$430K
$397K low$462K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$238,900 · Aug 8, 2013

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,642 (2024)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$184,870 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$54,250
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$130,620
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$129,409

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
CountySOUTHEASTERN CONNECTICUT
Lot (acres)The size of the land the home sits on, from county records.1.70
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Hot Water
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(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
Preston Veterans' Memorial SchoolC
Elementary · Grades PK–5 · 0.5 mi
M
Preston Plains Middle SchoolB
Middle · Grades 6–8 · 2.9 mi
H
Griswold High SchoolB-
High · Grades 9–12 · 4.5 mi

District: Preston School District

Neighborhood · ZIP 06365These 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.30
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.109
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.60

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.17%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.1.9%
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.4,841
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.153 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$104,111
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$123,885
Average tempThe average temperature here across a full year.50°F
Annual precipHow much rain and melted snow falls here in a typical year.51 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

399 Route 165 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 79% of homes in Southeastern Connecticut County
  • Older than 76% of homes in Preston 06365

What homes are worth in Preston 06365

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

This home
$216K$713K

This home is worth more than 56% of homes in Preston 06365.

How it measures up in Preston 06365

The dot is this home. The mark in the middle is the typical home in Preston 06365.

Estimated value$429,599
CheaperTypical $411,162Pricier

Pricier than 56% of homes nearby

Price per ft²$274
CheaperTypical $252Pricier

Pricier than 64% of homes nearby

Living area1,569 ft²
SmallerTypical 1,642 ft²Bigger

Bigger than 46% of homes nearby

Lot size1.7 ac
SmallerTypical 1.67 acBigger

Bigger than 51% of homes nearby

Year built1955
OlderTypical 1973Newer

Newer than 24% of homes nearby

How 399 Route 165 ranks against every home in each area.
MeasureThis homePreston 06365Southeastern Connecticut County
Estimated valuepricier than$429,59956% of homes55% of homes
Price per ft²pricier than$27464% of homes49% of homes
Living areabigger than1,569 ft²46% of homes54% of homes
Lot sizebigger than1.7 ac51% of homes79% of homes
Year builtnewer than195524% of homes33% of homes

About 399 Route 165

How much is 399 Route 165, Preston, CT worth?

The TopHap Estimate for 399 Route 165, Preston, CT is $429,599 as of Sep 24, 2026. The likely range is $396,983 to $462,215. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 399 Route 165, Preston, CT last sell?

399 Route 165, Preston, CT last sold on Aug 8, 2013 for $238,900, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 399 Route 165, Preston, CT?

399 Route 165, Preston, CT has 3 bedrooms, 3.5 bathrooms, 1,569 square feet of living space and a 1.70-acre lot.

When was 399 Route 165, Preston, CT built?

399 Route 165, Preston, CT was built in 1955, making it 71 years old. It is a cape cod home. The building has 2 stories.

What schools serve 399 Route 165, Preston, CT?

399 Route 165, Preston, CT is assigned to Preston Veterans' Memorial School (elementary), rated C; Preston Plains Middle School (middle), rated B; Griswold High School (high), rated B-. All sit in Preston School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 399 Route 165, Preston, CT compare to other homes in Preston 06365?

Among the 1,969 homes in Preston 06365, it is worth more than 56% of them ($429,599 against a typical $411,162), its price per square foot is higher than 64% of them ($274 against a typical $252), it is bigger than 46% of them (1,569 ft² against a typical 1,642 ft²), its lot is bigger than 51% of them (1.7 ac against a typical 1.67 ac) and it is newer than 24% of them (1955 against a typical 1973). Measured against all of Southeastern Connecticut County, it is worth more than 55% 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 399 Route 165, Preston, CT?

The 2024 property tax bill for 399 Route 165, Preston, CT was $4,642. The county assessed it at $184,870.

More homes on Route 165

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Assigned schools

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