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Single Family ResidenceResidential
$3,911,611$1,575 / 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 Aug 30, 2026
Last sold for $1,615,000 on Apr 19, 2006

16 ROOSEVELT RD

WESTPORT, CT 06880
5
Beds
3.5
Baths
2,484 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.
0.17 ac
Lot SizeThe size of the land the home sits on, from county records.
1921
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
10
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$3.9M
$3.7M low$4.1M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$1,615,000 · Apr 19, 2006

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$23,309 (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.$1,235,900 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$869,500
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$366,400
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$1,235,900
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$865,130

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.51 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.89%
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.1 percent flood zone

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
CountyWESTERN CONNECTICUT
Lot (acres)The size of the land the home sits on, from county records.0.17
RoofThe main material covering the roof, such as asphalt shingle or tile.Wood Shingle
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.Spa/Hot Tub (Only)

Transaction History(7)

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
Green's Farms Elementary SchoolA+
Elementary · Grades KG–5 · 2.5 mi
H
Staples High SchoolA+
High · Grades 9–12 · 3.5 mi
M
Bedford Middle SchoolA+
Middle · Grades 6–8 · 3.7 mi

District: Westport School District

Neighborhood · ZIP 06880These 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.94
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.110
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.82

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.92%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.36%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.2%
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.30,681
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.1,183 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$219,182
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$324,431
Average tempThe average temperature here across a full year.52°F
Annual precipHow much rain and melted snow falls here in a typical year.49 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

16 Roosevelt 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 more than 95% of homes in Western Connecticut County
  • Among the highest price per square foot in Western Connecticut County
  • Bigger than 65% of homes in Western Connecticut County
  • Has a smaller lot than 95% of homes in Westport 06880
  • Older than 92% of homes in Western Connecticut County

What homes are worth in Westport 06880

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

This home
$612K$6.8M

This home is worth more than 87% of homes in Westport 06880.

How it measures up in Westport 06880

The dot is this home. The mark in the middle is the typical home in Westport 06880.

Estimated value$3,911,611
CheaperTypical $2,034,302Pricier

Pricier than 87% of homes nearby

Price per ft²$1575
CheaperTypical $697Pricier

Pricier than 98% of homes nearby

Living area2,484 ft²
SmallerTypical 2,905 ft²Bigger

Bigger than 39% of homes nearby

Lot size0.17 ac
SmallerTypical 1 acBigger

Bigger than 5% of homes nearby

Year built1921
OlderTypical 1965Newer

Newer than 9% of homes nearby

How 16 Roosevelt Rd ranks against every home in each area.
MeasureThis homeCompoWestport 06880Western Connecticut County
Estimated valuepricier than$3,911,61178% of homes87% of homes95% of homes
Price per ft²pricier than$157594% of homes98% of homesalmost all homes
Living areabigger than2,484 ft²45% of homes39% of homes65% of homes
Lot sizebigger than0.17 ac17% of homes5% of homes12% of homes
Year builtnewer than192111% of homes9% of homes8% of homes

About 16 Roosevelt Rd

How much is 16 Roosevelt Rd, Westport, CT worth?

The TopHap Estimate for 16 Roosevelt Rd, Westport, CT is $3,911,611 as of Aug 30, 2026. The likely range is $3,705,014 to $4,118,208. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 16 Roosevelt Rd, Westport, CT last sell?

16 Roosevelt Rd, Westport, CT last sold on Apr 19, 2006 for $1,615,000, according to the county's recorded deed.

How big is 16 Roosevelt Rd, Westport, CT?

16 Roosevelt Rd, Westport, CT has 5 bedrooms, 3.5 bathrooms, 2,484 square feet of living space and a 0.17-acre lot.

When was 16 Roosevelt Rd, Westport, CT built?

16 Roosevelt Rd, Westport, CT was built in 1921, making it 105 years old. It is a colonial home. The building has 2 stories.

What schools serve 16 Roosevelt Rd, Westport, CT?

16 Roosevelt Rd, Westport, CT is assigned to Green's Farms Elementary School (elementary), rated A+; Staples High School (high), rated A+; Bedford Middle School (middle), rated A+. All sit in Westport School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 16 Roosevelt Rd, Westport, CT compare to other homes in Westport 06880?

Among the 9,793 homes in Westport 06880, it is worth more than 87% of them ($3,911,611 against a typical $2,034,302), its price per square foot is higher than 98% of them ($1575 against a typical $697), it is bigger than 39% of them (2,484 ft² against a typical 2,905 ft²), its lot is bigger than 5% of them (0.17 ac against a typical 1 ac) and it is newer than 9% of them (1921 against a typical 1965). Measured against all of Western Connecticut County, it is worth more than 95% 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 16 Roosevelt Rd, Westport, CT?

The 2025 property tax bill for 16 Roosevelt Rd, Westport, CT was $23,309. The county assessed it at $1,235,900.

More homes on Roosevelt Rd

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