Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$3,286,087$769 / 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 89How 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 $3,150,000 on Apr 15, 2022

158 WINDING RIVER RD

WELLESLEY, MA 02482
4
Beds
3.5
Baths
4,274 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.
1.43 ac
Lot SizeThe size of the land the home sits on, from county records.
1968
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
9
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$3.3M
$2.9M low$3.6M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$3,150,000 · Apr 15, 2022

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$33,653 (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.$3,309,000 (2026)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$1,889,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$1,420,000
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$2,959,000
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$3,198,513

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.119 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.51%
FEMA Flood ZoneFEMA's flood zone for this address. Zones starting with A or V are high risk, and lenders usually require flood insurance there.1 percent flood zone

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
CountyNORFOLK
Lot (acres)The size of the land the home sits on, from county records.1.43
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
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(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.

E
Horatio H. Hunnewell Elementary SchoolA+
Elementary · Grades KG–5 · 1.5 mi
H
Wellesley High SchoolA+
High · Grades 9–12 · 2.1 mi
M
Wellesley Middle SchoolA+
Middle · Grades 6–8 · 2.1 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%

Owner Tools

Do you own this home?
Claim this home

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

158 Winding River Rd 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 Norfolk County
  • Costs more per square foot than 87% of homes in Norfolk County
  • Bigger than 96% of homes in Norfolk County
  • Has a bigger lot than 89% of homes in Wellesley 02482

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
$737K$5.3M

This home is worth more than 90% 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$3,286,087
CheaperTypical $1,910,519Pricier

Pricier than 90% of homes nearby

Price per ft²$769
CheaperTypical $818Pricier

Pricier than 40% of homes nearby

Living area4,274 ft²
SmallerTypical 2,355 ft²Bigger

Bigger than 91% of homes nearby

Lot size1.43 ac
SmallerTypical 0.3 acBigger

Bigger than 89% of homes nearby

Year built1968
OlderTypical 1955Newer

Newer than 62% of homes nearby

How 158 Winding River Rd ranks against every home in each area.
MeasureThis homeWellesley 02482Norfolk County
Estimated valuepricier than$3,286,08790% of homes98% of homes
Price per ft²pricier than$76940% of homes87% of homes
Living areabigger than4,274 ft²91% of homes96% of homes
Lot sizebigger than1.43 ac89% of homes85% of homes
Year builtnewer than196862% of homes61% of homes

About 158 Winding River Rd

How much is 158 Winding River Rd, Wellesley, MA worth?

The TopHap Estimate for 158 Winding River Rd, Wellesley, MA is $3,286,087 as of Sep 24, 2026. The likely range is $2,937,501 to $3,634,673. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 158 Winding River Rd, Wellesley, MA last sell?

158 Winding River Rd, Wellesley, MA last sold on Apr 15, 2022 for $3,150,000, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.

How big is 158 Winding River Rd, Wellesley, MA?

158 Winding River Rd, Wellesley, MA has 4 bedrooms, 3.5 bathrooms, 4,274 square feet of living space and a 1.43-acre lot.

When was 158 Winding River Rd, Wellesley, MA built?

158 Winding River Rd, Wellesley, MA was built in 1968, making it 58 years old. It is a colonial home. The building has 2 stories.

What schools serve 158 Winding River Rd, Wellesley, MA?

158 Winding River Rd, Wellesley, MA is assigned to Horatio H. Hunnewell Elementary School (elementary), rated A+; Wellesley High School (high), 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 158 Winding River Rd, Wellesley, MA compare to other homes in Wellesley 02482?

Among the 3,546 homes in Wellesley 02482, it is worth more than 90% of them ($3,286,087 against a typical $1,910,519), its price per square foot is higher than 40% of them ($769 against a typical $818), it is bigger than 91% of them (4,274 ft² against a typical 2,355 ft²), its lot is bigger than 89% of them (1.43 ac against a typical 0.3 ac) and it is newer than 62% of them (1968 against a typical 1955). Measured against all of Norfolk County, it is worth more than 98% 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 158 Winding River Rd, Wellesley, MA?

The 2026 property tax bill for 158 Winding River Rd, Wellesley, MA was $33,653. The county assessed it at $3,309,000.

More homes on Winding River Rd

Closest homes

More homes in Wellesley 02482

Assigned schools

Explore the area

See this home in context

Open 158 Winding River Rd on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.

Open in map
A flyover of TopHap's photorealistic 3D map, with recorded sale prices pinned to homes
Search any address, city, zip, or county…3D$1.9M$6.25MOpen in map