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Single Family ResidenceResidential
$483,825$316 / 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 84How 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 $475,000 on Jul 3, 2024

399 WINDSOR AVE

STRATFORD, CT 06614
3
Beds
2
Baths
1,530 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.
0.11 ac
Lot SizeThe size of the land the home sits on, from county records.
1925
Year BuiltThe year the home was originally built, according to county records.
2
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

$484K
$408K low$559K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$475,000 · Jul 3, 2024

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$6,762 (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.$168,210 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$78,540
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$89,670
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$168,210
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$117,747

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.36
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
1
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.
90
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
29
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.Colonial
CountyGREATER BRIDGEPORT
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.1980
Lot (acres)The size of the land the home sits on, from county records.0.11
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
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
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.

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

E
Wilcoxson Elementary SchoolC
Elementary · Grades KG–6 · 0.2 mi
M
David Wooster Middle SchoolC-
Middle · Grades 7–8 · 0.8 mi
H
Stratford High SchoolC+
High · Grades 9–12 · 0.9 mi

District: Stratford School District

Neighborhood · ZIP 06614These 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.64
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 100.70

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.96%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.24%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.3%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.1%
PopulationHow many people live in this area.39,371
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.3,426 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$102,518
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$138,648
Average tempThe average temperature here across a full year.52°F
Annual precipHow much rain and melted snow falls here in a typical year.47 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

399 Windsor Ave 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 smaller lot than 91% of homes in Stratford 06614
  • Older than 91% of homes in Stratford 06614

What homes are worth in Stratford 06614

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

This home
$180K$794K

This home is worth more than 53% of homes in Stratford 06614.

How it measures up in Stratford 06614

The dot is this home. The mark in the middle is the typical home in Stratford 06614.

Estimated value$483,825
CheaperTypical $477,700Pricier

Pricier than 53% of homes nearby

Price per ft²$316
CheaperTypical $313Pricier

Pricier than 52% of homes nearby

Living area1,530 ft²
SmallerTypical 1,452 ft²Bigger

Bigger than 58% of homes nearby

Lot size0.11 ac
SmallerTypical 0.22 acBigger

Bigger than 9% of homes nearby

Year built1925
OlderTypical 1958Newer

Newer than 9% of homes nearby

How 399 Windsor Ave ranks against every home in each area.
MeasureThis homeStratford 06614Greater Bridgeport County
Estimated valuepricier than$483,82553% of homes39% of homes
Price per ft²pricier than$31652% of homes43% of homes
Living areabigger than1,530 ft²58% of homes42% of homes
Lot sizebigger than0.11 ac9% of homes12% of homes
Year builtnewer than19259% of homes17% of homes

About 399 Windsor Ave

How much is 399 Windsor Ave, Stratford, CT worth?

The TopHap Estimate for 399 Windsor Ave, Stratford, CT is $483,825 as of Sep 24, 2026. The likely range is $408,226 to $559,424. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 399 Windsor Ave, Stratford, CT last sell?

399 Windsor Ave, Stratford, CT last sold on Jul 3, 2024 for $475,000, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.

How big is 399 Windsor Ave, Stratford, CT?

399 Windsor Ave, Stratford, CT has 3 bedrooms, 2 bathrooms, 1,530 square feet of living space and a 0.11-acre lot.

When was 399 Windsor Ave, Stratford, CT built?

399 Windsor Ave, Stratford, CT was built in 1925, making it 101 years old. It is a colonial home. The building has 2 stories.

What schools serve 399 Windsor Ave, Stratford, CT?

399 Windsor Ave, Stratford, CT is assigned to Wilcoxson Elementary School (elementary), rated C; David Wooster Middle School (middle), rated C-; Stratford High School (high), rated C+. All sit in Stratford School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 399 Windsor Ave, Stratford, CT compare to other homes in Stratford 06614?

Among the 12,172 homes in Stratford 06614, it is worth more than 53% of them ($483,825 against a typical $477,700), its price per square foot is higher than 52% of them ($316 against a typical $313), it is bigger than 58% of them (1,530 ft² against a typical 1,452 ft²), its lot is bigger than 9% of them (0.11 ac against a typical 0.22 ac) and it is newer than 9% of them (1925 against a typical 1958). Measured against all of Greater Bridgeport 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 399 Windsor Ave, Stratford, CT?

The 2025 property tax bill for 399 Windsor Ave, Stratford, CT was $6,762. The county assessed it at $168,210.

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