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Single Family ResidenceResidential
$352,420$298 / 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 Oct 21, 2026

199 HIGHLAND VIEW DR

SOUTH WINDHAM, CT 06266
3
Beds
1
Baths
1,184 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.
1.13 ac
Lot SizeThe size of the land the home sits on, from county records.
1994
Year BuiltThe year the home was originally built, according to county records.
1
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.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$352K
$323K low$382K high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$5,543 (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.$185,690 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$41,490
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$144,200
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$185,690
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$129,983

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
CountySOUTHEASTERN CONNECTICUT
Lot (acres)The size of the land the home sits on, from county records.1.13
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
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(3)

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
Windham Center SchoolD-
Elementary · Grades KG–5 · 2.1 mi
H
Windham High SchoolF
High · Grades 9–12 · 4.4 mi
M
Windham Middle SchoolD+
Middle · Grades 6–8 · 4.8 mi

District: Windham School District

Neighborhood · ZIP 06266These 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.23
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.116
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.63

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.18%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.9%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.8%
PopulationHow many people live in this area.243
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.311 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$71,083
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$94,269
Average tempThe average temperature here across a full year.49°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%

Owner Tools

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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

199 Highland View 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 less than 67% of homes in Southeastern Connecticut County
  • Costs more per square foot than 91% of homes in South Windham 06266
  • Smaller than 72% of homes in Southeastern Connecticut County
  • Has a bigger lot than 70% of homes in Southeastern Connecticut County
  • Newer than 93% of homes in South Windham 06266

What homes are worth in South Windham 06266

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

This home
$215K$525K

This home is worth more than 64% of homes in South Windham 06266.

How it measures up in South Windham 06266

The dot is this home. The mark in the middle is the typical home in South Windham 06266.

Estimated value$352,420
CheaperTypical $329,629Pricier

Pricier than 64% of homes nearby

Price per ft²$298
CheaperTypical $229Pricier

Pricier than 91% of homes nearby

Living area1,184 ft²
SmallerTypical 1,436 ft²Bigger

Bigger than 31% of homes nearby

Lot size1.13 ac
SmallerTypical 0.92 acBigger

Bigger than 68% of homes nearby

Year built1994
OlderTypical 1961Newer

Newer than 93% of homes nearby

How 199 Highland View Dr ranks against every home in each area.
MeasureThis homeSouth Windham 06266Southeastern Connecticut County
Estimated valuepricier than$352,42064% of homes33% of homes
Price per ft²pricier than$29891% of homes61% of homes
Living areabigger than1,184 ft²31% of homes28% of homes
Lot sizebigger than1.13 ac68% of homes70% of homes
Year builtnewer than199493% of homes81% of homes

About 199 Highland View Dr

How much is 199 Highland View Dr, South Windham, CT worth?

The TopHap Estimate for 199 Highland View Dr, South Windham, CT is $352,420 as of Oct 21, 2026. The likely range is $323,143 to $381,697. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 199 Highland View Dr, South Windham, CT last sell?

199 Highland View Dr, South Windham, CT last sold on Jan 1, 1900, according to the county's recorded deed.

How big is 199 Highland View Dr, South Windham, CT?

199 Highland View Dr, South Windham, CT has 3 bedrooms, 1 bathrooms, 1,184 square feet of living space and a 1.13-acre lot.

When was 199 Highland View Dr, South Windham, CT built?

199 Highland View Dr, South Windham, CT was built in 1994, making it 32 years old. It is a raised ranch home. The building has 1 story.

What schools serve 199 Highland View Dr, South Windham, CT?

199 Highland View Dr, South Windham, CT is assigned to Windham Center School (elementary), rated D-; Windham High School (high), rated F; Windham Middle School (middle), rated D+. All sit in Windham School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 199 Highland View Dr, South Windham, CT compare to other homes in South Windham 06266?

Among the 176 homes in South Windham 06266, it is worth more than 64% of them ($352,420 against a typical $329,629), its price per square foot is higher than 91% of them ($298 against a typical $229), it is bigger than 31% of them (1,184 ft² against a typical 1,436 ft²), its lot is bigger than 68% of them (1.13 ac against a typical 0.92 ac) and it is newer than 93% of them (1994 against a typical 1961). Measured against all of Southeastern 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 199 Highland View Dr, South Windham, CT?

The 2025 property tax bill for 199 Highland View Dr, South Windham, CT was $5,543. The county assessed it at $185,690.

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