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Single Family ResidenceResidential
$878,511$682 / 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 93How 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 $340,000 on Aug 20, 2010

50 WINTERSET DR

CHATHAM, MA 02633
3
Beds
4 / 2
Baths
1,288 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.
0.33 ac
Lot SizeThe size of the land the home sits on, from county records.
1976
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
6
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$879K
$821K low$936K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$340,000 · Aug 20, 2010

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$2,397 (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.$690,800 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$301,200
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$389,600
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$720,195

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.Ranch
CountyBARNSTABLE
Effective Year BuiltAn adjusted build year that accounts for condition and major remodels. A big renovation can make a home count as newer than it is.1989
Lot (acres)The size of the land the home sits on, from county records.0.33
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
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
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.

M
Monomoy Regional Middle SchoolB
Middle · Grades 5–7 · 0.3 mi
E
Chatham Elementary SchoolB+
Elementary · Grades PK–4 · 0.9 mi
H
Monomoy Regional High SchoolB-
High · Grades 8–12 · 4.7 mi

District: Monomoy Regional School District

Neighborhood · ZIP 02633These 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.118
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.94
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.43

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.50%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.34%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.5%
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.4,131
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.248 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$106,531
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$156,535
Average tempThe average temperature here across a full year.50°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.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

50 Winterset 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 80% of homes in Chatham 02633
  • Costs more per square foot than 78% of homes in Barnstable County
  • Smaller than 77% of homes in Chatham 02633
  • Has a smaller lot than 68% of homes in Chatham 02633

What homes are worth in Chatham 02633

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

This home
$428K$6.7M

This home is worth more than 20% of homes in Chatham 02633.

How it measures up in Chatham 02633

The dot is this home. The mark in the middle is the typical home in Chatham 02633.

Estimated value$878,511
CheaperTypical $1,376,712Pricier

Pricier than 20% of homes nearby

Price per ft²$682
CheaperTypical $798Pricier

Pricier than 33% of homes nearby

Living area1,288 ft²
SmallerTypical 1,873 ft²Bigger

Bigger than 23% of homes nearby

Lot size0.33 ac
SmallerTypical 0.47 acBigger

Bigger than 32% of homes nearby

Year built1976
OlderTypical 1973Newer

Newer than 54% of homes nearby

How 50 Winterset Dr ranks against every home in each area.
MeasureThis homeChatham 02633Barnstable County
Estimated valuepricier than$878,51120% of homes63% of homes
Price per ft²pricier than$68233% of homes78% of homes
Living areabigger than1,288 ft²23% of homes33% of homes
Lot sizebigger than0.33 ac32% of homes35% of homes
Year builtnewer than197654% of homes49% of homes

About 50 Winterset Dr

How much is 50 Winterset Dr, Chatham, MA worth?

The TopHap Estimate for 50 Winterset Dr, Chatham, MA is $878,511 as of Sep 24, 2026. The likely range is $820,627 to $936,396. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 50 Winterset Dr, Chatham, MA last sell?

50 Winterset Dr, Chatham, MA last sold on Aug 20, 2010 for $340,000, according to the county's recorded deed.

How big is 50 Winterset Dr, Chatham, MA?

50 Winterset Dr, Chatham, MA has 3 bedrooms, 4 bathrooms, 1,288 square feet of living space and a 0.33-acre lot.

When was 50 Winterset Dr, Chatham, MA built?

50 Winterset Dr, Chatham, MA was built in 1976, making it 50 years old. It is a ranch home. The building has 1 story.

What schools serve 50 Winterset Dr, Chatham, MA?

50 Winterset Dr, Chatham, MA is assigned to Monomoy Regional Middle School (middle), rated B; Chatham Elementary School (elementary), rated B+; Monomoy Regional High School (high), rated B-. All sit in Monomoy Regional School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 50 Winterset Dr, Chatham, MA compare to other homes in Chatham 02633?

Among the 4,872 homes in Chatham 02633, it is worth more than 20% of them ($878,511 against a typical $1,376,712), its price per square foot is higher than 33% of them ($682 against a typical $798), it is bigger than 23% of them (1,288 ft² against a typical 1,873 ft²), its lot is bigger than 32% of them (0.33 ac against a typical 0.47 ac) and it is newer than 54% of them (1976 against a typical 1973). Measured against all of Barnstable County, it is worth more than 63% 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 50 Winterset Dr, Chatham, MA?

The 2025 property tax bill for 50 Winterset Dr, Chatham, MA was $2,397. The county assessed it at $690,800.

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