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Single Family ResidenceResidential
$1,145,832$394 / 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 88How 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

38 PENNYWHISTLE DR

WINDHAM, ME 04062
3
Beds
2.5
Baths
2,908 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.
1.15 ac
Lot SizeThe size of the land the home sits on, from county records.
2022
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
7
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1.1M
$1M low$1.3M high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$11,040 (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.$915,400 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$165,200
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$750,200
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$875,000

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

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
CountyCUMBERLAND
Lot (acres)The size of the land the home sits on, from county records.1.15
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Hot Water
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

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

H
Windham High SchoolD+
High · Grades 9–12 · 2.7 mi
M
Windham Middle SchoolC
Middle · Grades 6–8 · 2.8 mi
E
Windham Primary SchoolB-
Elementary · Grades KG–3 · 2.8 mi

District: Regional School Unit 14

Neighborhood · ZIP 04062These 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.80
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.88
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.89

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.91%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.31%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.3.8%
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.19,269
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.383 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$102,304
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$123,314
Average tempThe average temperature here across a full year.45°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.57%

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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

38 Pennywhistle 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 98% of homes in Windham 04062
  • Costs more per square foot than 69% of homes in Windham 04062
  • Bigger than 95% of homes in Windham 04062
  • Has a bigger lot than 65% of homes in Cumberland County
  • Newer than 98% of homes in Windham 04062

What homes are worth in Windham 04062

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

This home
$293K$1.2M

This home is worth more than 98% of homes in Windham 04062.

How it measures up in Windham 04062

The dot is this home. The mark in the middle is the typical home in Windham 04062.

Estimated value$1,145,832
CheaperTypical $492,884Pricier

Pricier than 98% of homes nearby

Price per ft²$394
CheaperTypical $342Pricier

Pricier than 69% of homes nearby

Living area2,908 ft²
SmallerTypical 1,440 ft²Bigger

Bigger than 95% of homes nearby

Lot size1.15 ac
SmallerTypical 0.99 acBigger

Bigger than 55% of homes nearby

Year built2022
OlderTypical 1988Newer

Newer than 98% of homes nearby

How 38 Pennywhistle Dr ranks against every home in each area.
MeasureThis homeWindham 04062Cumberland County
Estimated valuepricier than$1,145,83298% of homes90% of homes
Price per ft²pricier than$39469% of homes48% of homes
Living areabigger than2,908 ft²95% of homes91% of homes
Lot sizebigger than1.15 ac55% of homes65% of homes
Year builtnewer than202298% of homes98% of homes

About 38 Pennywhistle Dr

How much is 38 Pennywhistle Dr, Windham, ME worth?

The TopHap Estimate for 38 Pennywhistle Dr, Windham, ME is $1,145,832 as of Sep 24, 2026. The likely range is $1,002,972 to $1,288,692. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 38 Pennywhistle Dr, Windham, ME last sell?

38 Pennywhistle Dr, Windham, ME last sold on Jan 1, 1900, according to the county's recorded deed.

How big is 38 Pennywhistle Dr, Windham, ME?

38 Pennywhistle Dr, Windham, ME has 3 bedrooms, 2.5 bathrooms, 2,908 square feet of living space and a 1.15-acre lot.

When was 38 Pennywhistle Dr, Windham, ME built?

38 Pennywhistle Dr, Windham, ME was built in 2022, making it 4 years old. It is a colonial home. The building has 2 stories.

What schools serve 38 Pennywhistle Dr, Windham, ME?

38 Pennywhistle Dr, Windham, ME is assigned to Windham High School (high), rated D+; Windham Middle School (middle), rated C; Windham Primary School (elementary), rated B-. All sit in Regional School Unit 14. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 38 Pennywhistle Dr, Windham, ME compare to other homes in Windham 04062?

Among the 7,616 homes in Windham 04062, it is worth more than 98% of them ($1,145,832 against a typical $492,884), its price per square foot is higher than 69% of them ($394 against a typical $342), it is bigger than 95% of them (2,908 ft² against a typical 1,440 ft²), its lot is bigger than 55% of them (1.15 ac against a typical 0.99 ac) and it is newer than 98% of them (2022 against a typical 1988). Measured against all of Cumberland 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 38 Pennywhistle Dr, Windham, ME?

The 2025 property tax bill for 38 Pennywhistle Dr, Windham, ME was $11,040. The county assessed it at $915,400.

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