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Single Family ResidenceResidential
$5,871,171$600 / 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 90How 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 $3,725,000 on Jul 16, 2020

66 SKYLINE DR

WESTWOOD, MA 02090
7
Beds
9.5
Baths
9,788 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.
2.53 ac
Lot SizeThe size of the land the home sits on, from county records.
1995
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
22
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.
6
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$5.9M
$5.3M low$6.4M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$3,725,000 · Jul 16, 2020

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$71,496 (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.$5,585,600 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$900,400
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$4,685,200
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$3,947,250

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.Mansion
CountyNORFOLK
Lot (acres)The size of the land the home sits on, from county records.2.53
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
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(8)

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.

M
E.W. Thurston Middle SchoolA
Middle · Grades 6–8 · 2.3 mi
H
Westwood High SchoolA+
High · Grades 9–12 · 2.5 mi
E
Pine Hill SchoolA-
Elementary · Grades KG–5 · 2.6 mi

District: Westwood School District

Neighborhood · ZIP 02090These 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.46
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.102
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.70

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.96%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.38%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.8%
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.16,882
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.1,504 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$181,840
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$206,489
Average tempThe average temperature here across a full year.49°F
Annual precipHow much rain and melted snow falls here in a typical year.48 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.52%

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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

66 Skyline 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.

  • Among the most valuable homes in Westwood 02090
  • Costs more per square foot than 78% of homes in Norfolk County
  • Among the largest homes in Westwood 02090
  • Has a bigger lot than 96% of homes in Westwood 02090
  • Newer than 85% of homes in Norfolk County

What homes are worth in Westwood 02090

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

This home
$633K$3.4M

This home is worth more than almost all homes in Westwood 02090.

How it measures up in Westwood 02090

The dot is this home. The mark in the middle is the typical home in Westwood 02090.

Estimated value$5,871,171
CheaperTypical $1,195,167Pricier

Pricier than almost all homes nearby

Price per ft²$600
CheaperTypical $572Pricier

Pricier than 61% of homes nearby

Living area9,788 ft²
SmallerTypical 2,129 ft²Bigger

Bigger than almost all homes nearby

Lot size2.53 ac
SmallerTypical 0.53 acBigger

Bigger than 96% of homes nearby

Year built1995
OlderTypical 1959Newer

Newer than 81% of homes nearby

How 66 Skyline Dr ranks against every home in each area.
MeasureThis homeWestwood 02090Norfolk County
Estimated valuepricier than$5,871,171almost all homesalmost all homes
Price per ft²pricier than$60061% of homes78% of homes
Living areabigger than9,788 ft²almost all homesalmost all homes
Lot sizebigger than2.53 ac96% of homes91% of homes
Year builtnewer than199581% of homes85% of homes

About 66 Skyline Dr

How much is 66 Skyline Dr, Westwood, MA worth?

The TopHap Estimate for 66 Skyline Dr, Westwood, MA is $5,871,171 as of Aug 30, 2026. The likely range is $5,311,558 to $6,430,784. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 66 Skyline Dr, Westwood, MA last sell?

66 Skyline Dr, Westwood, MA last sold on Jul 16, 2020 for $3,725,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.

How big is 66 Skyline Dr, Westwood, MA?

66 Skyline Dr, Westwood, MA has 7 bedrooms, 9.5 bathrooms, 9,788 square feet of living space and a 2.53-acre lot.

When was 66 Skyline Dr, Westwood, MA built?

66 Skyline Dr, Westwood, MA was built in 1995, making it 31 years old. It is a mansion home. The building has 2 stories.

What schools serve 66 Skyline Dr, Westwood, MA?

66 Skyline Dr, Westwood, MA is assigned to E.W. Thurston Middle School (middle), rated A; Westwood High School (high), rated A+; Pine Hill School (elementary), rated A-. All sit in Westwood School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 66 Skyline Dr, Westwood, MA compare to other homes in Westwood 02090?

Among the 4,822 homes in Westwood 02090, it is worth more than almost all of them ($5,871,171 against a typical $1,195,167), its price per square foot is higher than 61% of them ($600 against a typical $572), it is bigger than almost all of them (9,788 ft² against a typical 2,129 ft²), its lot is bigger than 96% of them (2.53 ac against a typical 0.53 ac) and it is newer than 81% of them (1995 against a typical 1959). Measured against all of Norfolk County, it is worth more than almost all 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 66 Skyline Dr, Westwood, MA?

The 2025 property tax bill for 66 Skyline Dr, Westwood, MA was $71,496. The county assessed it at $5,585,600.

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