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Single Family ResidenceResidential
$794,618$324 / 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 94How 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 $452,000 on Jun 26, 2007

100 TRAILWOOD DR

GUILFORD, CT 06437
4
Beds
2.5
Baths
2,452 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.
0.58 ac
Lot SizeThe size of the land the home sits on, from county records.
1976
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
9
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

$795K
$744K low$845K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$452,000 · Jun 26, 2007

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$10,955 (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.$396,200 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$190,820
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$205,380
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$566,000

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
CountySOUTH CENTRAL CONNECTICUT
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.2000
Lot (acres)The size of the land the home sits on, from county records.0.58
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
RoofThe main material covering the roof, such as asphalt shingle or tile.Shingle
HeatingThe type of heating system in the home.Hot Water
CoolingThe type of cooling or air conditioning in the home.Yes
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(5)

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
Calvin Leete Elementary SchoolA
Elementary · Grades KG–4 · 0.9 mi
M
Elisabeth C. Adams Middle SchoolA-
Middle · Grades 7–8 · 1.6 mi
H
Guilford High SchoolA
High · Grades 9–12 · 3.3 mi

District: Guilford School District

Neighborhood · ZIP 06437These 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.56
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.113
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.59

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.28%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.2.8%
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.21,178
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.$124,284
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$167,172
Average tempThe average temperature here across a full year.50°F
Annual precipHow much rain and melted snow falls here in a typical year.50 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

100 Trailwood 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 more than 90% of homes in South Central Connecticut County
  • Costs more per square foot than 67% of homes in South Central Connecticut County
  • Bigger than 83% of homes in South Central Connecticut County
  • Has a bigger lot than 71% of homes in South Central Connecticut County
  • Newer than 70% of homes in South Central Connecticut County

What homes are worth in Guilford 06437

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

This home
$237K$2M

This home is worth more than 68% of homes in Guilford 06437.

How it measures up in Guilford 06437

The dot is this home. The mark in the middle is the typical home in Guilford 06437.

Estimated value$794,618
CheaperTypical $660,797Pricier

Pricier than 68% of homes nearby

Price per ft²$324
CheaperTypical $348Pricier

Pricier than 38% of homes nearby

Living area2,452 ft²
SmallerTypical 1,936 ft²Bigger

Bigger than 69% of homes nearby

Lot size0.58 ac
SmallerTypical 0.96 acBigger

Bigger than 31% of homes nearby

Year built1976
OlderTypical 1976Newer

Newer than 52% of homes nearby

How 100 Trailwood Dr ranks against every home in each area.
MeasureThis homeGuilford 06437South Central Connecticut County
Estimated valuepricier than$794,61868% of homes90% of homes
Price per ft²pricier than$32438% of homes67% of homes
Living areabigger than2,452 ft²69% of homes83% of homes
Lot sizebigger than0.58 ac31% of homes71% of homes
Year builtnewer than197652% of homes70% of homes

About 100 Trailwood Dr

How much is 100 Trailwood Dr, Guilford, CT worth?

The TopHap Estimate for 100 Trailwood Dr, Guilford, CT is $794,618 as of Aug 30, 2026. The likely range is $743,877 to $845,359. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 100 Trailwood Dr, Guilford, CT last sell?

100 Trailwood Dr, Guilford, CT last sold on Jun 26, 2007 for $452,000, according to the county's recorded deed.

How big is 100 Trailwood Dr, Guilford, CT?

100 Trailwood Dr, Guilford, CT has 4 bedrooms, 2.5 bathrooms, 2,452 square feet of living space and a 0.58-acre lot.

When was 100 Trailwood Dr, Guilford, CT built?

100 Trailwood Dr, Guilford, CT was built in 1976, making it 50 years old. It is a cape cod home. The building has 2 stories.

What schools serve 100 Trailwood Dr, Guilford, CT?

100 Trailwood Dr, Guilford, CT is assigned to Calvin Leete Elementary School (elementary), rated A; Elisabeth C. Adams Middle School (middle), rated A-; Guilford High School (high), rated A. All sit in Guilford School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 100 Trailwood Dr, Guilford, CT compare to other homes in Guilford 06437?

Among the 8,820 homes in Guilford 06437, it is worth more than 68% of them ($794,618 against a typical $660,797), its price per square foot is higher than 38% of them ($324 against a typical $348), it is bigger than 69% of them (2,452 ft² against a typical 1,936 ft²), its lot is bigger than 31% of them (0.58 ac against a typical 0.96 ac) and it is newer than 52% of them (1976 against a typical 1976). Measured against all of South Central Connecticut County, it is worth more than 90% 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 100 Trailwood Dr, Guilford, CT?

The 2024 property tax bill for 100 Trailwood Dr, Guilford, CT was $10,955. The county assessed it at $396,200.

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