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Single Family ResidenceResidential
$2,753,587$747 / 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 Sep 24, 2026
Last sold for $415,500 on Aug 1, 1990

27 SKYLINE DR

WELLESLEY, MA 02482
6
Beds
4.5
Baths
3,688 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.
0.55 ac
Lot SizeThe size of the land the home sits on, from county records.
1963
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
12
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$2.8M
$2.6M low$2.9M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$415,500 · Aug 1, 1990

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$19,851 (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.$1,931,000 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$1,353,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$578,000
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$2,721,940

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyNORFOLK
Lot (acres)The size of the land the home sits on, from county records.0.55
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
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
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(4)

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
Wellesley High SchoolA+
High · Grades 9–12 · 0.6 mi
E
Horatio H. Hunnewell Elementary SchoolA
Elementary · Grades KG–5 · 0.9 mi
M
Wellesley Middle SchoolA
Middle · Grades 6–8 · 1.1 mi

District: Wellesley School District

Neighborhood · ZIP 02482These 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.79
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.99
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.93%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.27%
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.0.9%
PopulationHow many people live in this area.13,654
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,850 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$209,564
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$298,285
Average tempThe average temperature here across a full year.49°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.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

27 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.

  • Worth more than 97% of homes in Norfolk County
  • Costs more per square foot than 86% of homes in Norfolk County
  • Bigger than 94% of homes in Norfolk County
  • Has a bigger lot than 78% of homes in Wellesley 02482
  • Newer than 70% of homes in Babson Park

What homes are worth in Wellesley 02482

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

This home
$750K$5.2M

This home is worth more than 81% of homes in Wellesley 02482.

How it measures up in Wellesley 02482

The dot is this home. The mark in the middle is the typical home in Wellesley 02482.

Estimated value$2,753,587
CheaperTypical $1,906,195Pricier

Pricier than 81% of homes nearby

Price per ft²$747
CheaperTypical $822Pricier

Pricier than 35% of homes nearby

Living area3,688 ft²
SmallerTypical 2,329 ft²Bigger

Bigger than 85% of homes nearby

Lot size0.55 ac
SmallerTypical 0.3 acBigger

Bigger than 78% of homes nearby

Year built1963
OlderTypical 1955Newer

Newer than 57% of homes nearby

How 27 Skyline Dr ranks against every home in each area.
MeasureThis homeBabson ParkWellesley 02482Norfolk County
Estimated valuepricier than$2,753,58747% of homes81% of homes97% of homes
Price per ft²pricier than$74725% of homes35% of homes86% of homes
Living areabigger than3,688 ft²56% of homes85% of homes94% of homes
Lot sizebigger than0.55 ac70% of homes78% of homes65% of homes
Year builtnewer than196370% of homes57% of homes55% of homes

About 27 Skyline Dr

How much is 27 Skyline Dr, Wellesley, MA worth?

The TopHap Estimate for 27 Skyline Dr, Wellesley, MA is $2,753,587 as of Sep 24, 2026. The likely range is $2,575,738 to $2,931,436. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 27 Skyline Dr, Wellesley, MA last sell?

27 Skyline Dr, Wellesley, MA last sold on Aug 1, 1990 for $415,500, according to the county's recorded deed.

How big is 27 Skyline Dr, Wellesley, MA?

27 Skyline Dr, Wellesley, MA has 6 bedrooms, 4.5 bathrooms, 3,688 square feet of living space and a 0.55-acre lot.

When was 27 Skyline Dr, Wellesley, MA built?

27 Skyline Dr, Wellesley, MA was built in 1963, making it 63 years old. The building has 2 stories.

What schools serve 27 Skyline Dr, Wellesley, MA?

27 Skyline Dr, Wellesley, MA is assigned to Wellesley High School (high), rated A+; Horatio H. Hunnewell Elementary School (elementary), rated A; Wellesley Middle School (middle), rated A. All sit in Wellesley School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 27 Skyline Dr, Wellesley, MA compare to other homes in Wellesley 02482?

Among the 3,546 homes in Wellesley 02482, it is worth more than 81% of them ($2,753,587 against a typical $1,906,195), its price per square foot is higher than 35% of them ($747 against a typical $822), it is bigger than 85% of them (3,688 ft² against a typical 2,329 ft²), its lot is bigger than 78% of them (0.55 ac against a typical 0.3 ac) and it is newer than 57% of them (1963 against a typical 1955). Measured against all of Norfolk County, it is worth more than 97% 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 27 Skyline Dr, Wellesley, MA?

The 2025 property tax bill for 27 Skyline Dr, Wellesley, MA was $19,851. The county assessed it at $1,931,000.

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