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Single Family ResidenceResidential
$1,377,562$1,025 / 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

75 PENNYWISE PATH

EDGARTOWN, MA 02539
2
Beds
2
Baths
1,344 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.
0.76 ac
Lot SizeThe size of the land the home sits on, from county records.
1997
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
4
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1.4M
$1.2M low$1.5M high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$3,116 (2026)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$1,256,500 (2026)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$410,500
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$846,000
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$1,072,700
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,383,239

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
CountyDUKES
Lot (acres)The size of the land the home sits on, from county records.0.76
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
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(10)

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
Edgartown Elementary SchoolC
Elementary · Grades PK–8 · 0.9 mi
H
Martha's Vineyard Regional High SchoolC+
High · Grades 9–12 · 3.5 mi

District: Edgartown School District

Neighborhood · ZIP 02539These 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.96
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.97
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.40

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.49%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.20%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.4.4%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.4%
PopulationHow many people live in this area.6,633
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.123 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$89,764
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$138,074
Average tempThe average temperature here across a full year.50°F
Annual precipHow much rain and melted snow falls here in a typical year.46 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

75 Pennywise Path 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 77% of homes in Edgartown 02539
  • Smaller than 79% of homes in Edgartown 02539
  • Has a bigger lot than 67% of homes in Edgartown 02539
  • Newer than 76% of homes in Dukes County

What homes are worth in Edgartown 02539

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

This home
$739K$10M

This home is worth more than 23% of homes in Edgartown 02539.

How it measures up in Edgartown 02539

The dot is this home. The mark in the middle is the typical home in Edgartown 02539.

Estimated value$1,377,562
CheaperTypical $1,940,866Pricier

Pricier than 23% of homes nearby

Price per ft²$1025
CheaperTypical $1088Pricier

Pricier than 44% of homes nearby

Living area1,344 ft²
SmallerTypical 1,904 ft²Bigger

Bigger than 21% of homes nearby

Lot size0.76 ac
SmallerTypical 0.54 acBigger

Bigger than 67% of homes nearby

Year built1997
OlderTypical 1986Newer

Newer than 73% of homes nearby

How 75 Pennywise Path ranks against every home in each area.
MeasureThis homeEdgartown 02539Dukes County
Estimated valuepricier than$1,377,56223% of homes36% of homes
Price per ft²pricier than$102544% of homes58% of homes
Living areabigger than1,344 ft²21% of homes27% of homes
Lot sizebigger than0.76 ac67% of homes57% of homes
Year builtnewer than199773% of homes76% of homes

About 75 Pennywise Path

How much is 75 Pennywise Path, Edgartown, MA worth?

The TopHap Estimate for 75 Pennywise Path, Edgartown, MA is $1,377,562 as of Sep 24, 2026. The likely range is $1,208,763 to $1,546,361. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 75 Pennywise Path, Edgartown, MA last sell?

75 Pennywise Path, Edgartown, MA last sold on Sep 2, 2015, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 75 Pennywise Path, Edgartown, MA?

75 Pennywise Path, Edgartown, MA has 2 bedrooms, 2 bathrooms, 1,344 square feet of living space and a 0.76-acre lot.

When was 75 Pennywise Path, Edgartown, MA built?

75 Pennywise Path, Edgartown, MA was built in 1997, making it 29 years old. It is a cape cod home. The building has 2 stories.

What schools serve 75 Pennywise Path, Edgartown, MA?

75 Pennywise Path, Edgartown, MA is assigned to Edgartown Elementary School (elementary), rated C; Martha's Vineyard Regional High School (high), rated C+. All sit in Edgartown School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 75 Pennywise Path, Edgartown, MA compare to other homes in Edgartown 02539?

Among the 4,632 homes in Edgartown 02539, it is worth more than 23% of them ($1,377,562 against a typical $1,940,866), its price per square foot is higher than 44% of them ($1025 against a typical $1088), it is bigger than 21% of them (1,344 ft² against a typical 1,904 ft²), its lot is bigger than 67% of them (0.76 ac against a typical 0.54 ac) and it is newer than 73% of them (1997 against a typical 1986). Measured against all of Dukes County, it is worth more than 36% 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 75 Pennywise Path, Edgartown, MA?

The 2026 property tax bill for 75 Pennywise Path, Edgartown, MA was $3,116. The county assessed it at $1,256,500.

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