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Single Family ResidenceResidential
$1,127,054$827 / 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 91How 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
Last sold for $18,000 on Aug 3, 1982

59 WINDSOR DR

EDGARTOWN, MA 02539
3
Beds
2
Baths
1,363 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.
0.51 ac
Lot SizeThe size of the land the home sits on, from county records.
1986
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
5
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1.1M
$1M low$1.2M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$18,000 · Aug 3, 1982

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$2,033 (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.$767,100 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$334,200
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$432,900
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$667,200

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.Contemporary
CountyDukes
Lot (acres)The size of the land the home sits on, from county records.0.51
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Baseboard
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(1)

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.

H
Martha's Vineyard Regional High SchoolB-
High · Grades 9–12 · 1.6 mi
E
Edgartown Elementary SchoolA-
Elementary · Grades PK–8 · 2.8 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

59 Windsor 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 87% of homes in Edgartown 02539
  • Costs less per square foot than 83% of homes in Edgartown 02539
  • Smaller than 77% of homes in Edgartown 02539

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
$680K$9M

This home is worth more than 13% 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$1,127,054
CheaperTypical $1,914,955Pricier

Pricier than 13% of homes nearby

Price per ft²$827
CheaperTypical $1089Pricier

Pricier than 17% of homes nearby

Living area1,363 ft²
SmallerTypical 1,863 ft²Bigger

Bigger than 23% of homes nearby

Lot size0.51 ac
SmallerTypical 0.53 acBigger

Bigger than 40% of homes nearby

Year built1986
OlderTypical 1986Newer

Newer than 54% of homes nearby

How 59 Windsor Dr ranks against every home in each area.
MeasureThis homeEdgartown 02539Dukes County
Estimated valuepricier than$1,127,05413% of homes21% of homes
Price per ft²pricier than$82717% of homes30% of homes
Living areabigger than1,363 ft²23% of homes28% of homes
Lot sizebigger than0.51 ac40% of homes43% of homes
Year builtnewer than198654% of homes57% of homes

About 59 Windsor Dr

How much is 59 Windsor Dr, Edgartown, MA worth?

The TopHap Estimate for 59 Windsor Dr, Edgartown, MA is $1,127,054 as of Sep 24, 2026. The likely range is $1,021,313 to $1,232,795. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 59 Windsor Dr, Edgartown, MA last sell?

59 Windsor Dr, Edgartown, MA last sold on Aug 3, 1982 for $18,000, according to the county's recorded deed.

How big is 59 Windsor Dr, Edgartown, MA?

59 Windsor Dr, Edgartown, MA has 3 bedrooms, 2 bathrooms, 1,363 square feet of living space and a 0.51-acre lot.

When was 59 Windsor Dr, Edgartown, MA built?

59 Windsor Dr, Edgartown, MA was built in 1986, making it 40 years old. It is a contemporary home. The building has 2 stories.

What schools serve 59 Windsor Dr, Edgartown, MA?

59 Windsor Dr, Edgartown, MA is assigned to Martha's Vineyard Regional High School (high), rated B-; Edgartown Elementary School (elementary), rated A-. All sit in Edgartown School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 59 Windsor Dr, Edgartown, MA compare to other homes in Edgartown 02539?

Among the 4,634 homes in Edgartown 02539, it is worth more than 13% of them ($1,127,054 against a typical $1,914,955), its price per square foot is higher than 17% of them ($827 against a typical $1089), it is bigger than 23% of them (1,363 ft² against a typical 1,863 ft²), its lot is bigger than 40% of them (0.51 ac against a typical 0.53 ac) and it is newer than 54% of them (1986 against a typical 1986). Measured against all of Dukes County, it is worth more than 21% 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 59 Windsor Dr, Edgartown, MA?

The 2025 property tax bill for 59 Windsor Dr, Edgartown, MA was $2,033. The county assessed it at $767,100.

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