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Single Family ResidenceResidential
$3,957,690$687 / 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 Aug 30, 2026
Last sold for $3,625,000 on Jan 11, 2021

50 CHESTNUT DR

ORLEANS, MA 02653
6
Beds
5.5
Baths
5,758 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.
2.31 ac
Lot SizeThe size of the land the home sits on, from county records.
2019
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.
3
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$4M
$3.6M low$4.3M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$3,625,000 · Jan 11, 2021

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$31,075 (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.$4,979,900 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$693,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$4,286,900
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$5,124,775

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.67 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.92%
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.Contemporary
CountyBARNSTABLE
Lot (acres)The size of the land the home sits on, from county records.2.31
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.Wood Shingle
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
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(7)

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
Nauset Regional Middle SchoolB
Middle · Grades 6–8 · 2.1 mi
E
Orleans Elementary SchoolA
Elementary · Grades KG–5 · 2.2 mi
H
Nauset Regional High SchoolB-
High · Grades 9–12 · 6.5 mi

District: Orleans School District

Neighborhood · ZIP 02653These 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.109
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.92
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.41

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.60%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.35%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.9.6%
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.6,477
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.292 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$101,520
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$126,078
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

50 Chestnut 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 98% of homes in Orleans 02653
  • Costs more per square foot than 79% of homes in Barnstable County
  • Among the largest homes in Orleans 02653
  • Has a bigger lot than 97% of homes in Barnstable County
  • Among the newest homes in Orleans 02653

What homes are worth in Orleans 02653

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

This home
$287K$3.7M

This home is worth more than 98% of homes in Orleans 02653.

How it measures up in Orleans 02653

The dot is this home. The mark in the middle is the typical home in Orleans 02653.

Estimated value$3,957,690
CheaperTypical $1,031,036Pricier

Pricier than 98% of homes nearby

Price per ft²$687
CheaperTypical $550Pricier

Pricier than 74% of homes nearby

Living area5,758 ft²
SmallerTypical 1,899 ft²Bigger

Bigger than almost all homes nearby

Lot size2.31 ac
SmallerTypical 0.75 acBigger

Bigger than 96% of homes nearby

Year built2019
OlderTypical 1976Newer

Newer than almost all homes nearby

How 50 Chestnut Dr ranks against every home in each area.
MeasureThis homeOrleans 02653Barnstable County
Estimated valuepricier than$3,957,69098% of homes98% of homes
Price per ft²pricier than$68774% of homes79% of homes
Living areabigger than5,758 ft²almost all homesalmost all homes
Lot sizebigger than2.31 ac96% of homes97% of homes
Year builtnewer than2019almost all homes98% of homes

About 50 Chestnut Dr

How much is 50 Chestnut Dr, Orleans, MA worth?

The TopHap Estimate for 50 Chestnut Dr, Orleans, MA is $3,957,690 as of Aug 30, 2026. The likely range is $3,603,979 to $4,311,401. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 50 Chestnut Dr, Orleans, MA last sell?

50 Chestnut Dr, Orleans, MA last sold on Jan 11, 2021 for $3,625,000, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.

How big is 50 Chestnut Dr, Orleans, MA?

50 Chestnut Dr, Orleans, MA has 6 bedrooms, 5.5 bathrooms, 5,758 square feet of living space and a 2.31-acre lot.

When was 50 Chestnut Dr, Orleans, MA built?

50 Chestnut Dr, Orleans, MA was built in 2019, making it 7 years old. It is a contemporary home. The building has 2 stories.

What schools serve 50 Chestnut Dr, Orleans, MA?

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

How does 50 Chestnut Dr, Orleans, MA compare to other homes in Orleans 02653?

Among the 4,916 homes in Orleans 02653, it is worth more than 98% of them ($3,957,690 against a typical $1,031,036), its price per square foot is higher than 74% of them ($687 against a typical $550), it is bigger than almost all of them (5,758 ft² against a typical 1,899 ft²), its lot is bigger than 96% of them (2.31 ac against a typical 0.75 ac) and it is newer than almost all of them (2019 against a typical 1976). Measured against all of Barnstable 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 50 Chestnut Dr, Orleans, MA?

The 2025 property tax bill for 50 Chestnut Dr, Orleans, MA was $31,075. The county assessed it at $4,979,900.

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