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Single Family ResidenceResidential
$3,435,484$630 / 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 96How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Oct 21, 2026

37 WINDING WAY

EAST DENNIS, MA 02641
4
Beds
4.5
Baths
5,456 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.
0.46 ac
Lot SizeThe size of the land the home sits on, from county records.
2000
Year BuiltThe year the home was originally built, according to county records.
3
StoriesHow many floors the home has above ground.
10
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$3.4M
$3.3M low$3.6M high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$11,829 (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.$2,731,900 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$942,600
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$1,789,300
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$2,903,612

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.12 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.62%
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
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.2005
Lot (acres)The size of the land the home sits on, from county records.0.46
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.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
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.DeckElevator

Transaction History(3)

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
Mattacheese Middle SchoolC-
Middle · Grades 6–8 · 5.2 mi
H
Dennis Yarmouth Regional High SchoolD+
High · Grades 9–12 · 5.4 mi
E
Ezra H. Baker Innovation SchoolB-
Elementary · Grades PK–3 · 5.8 mi

District: Dennis-Yarmouth School District

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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

37 Winding Way 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 Barnstable County
  • Costs less per square foot than 76% of homes in ZIP 02641
  • Among the largest homes in Barnstable County
  • Has a smaller lot than 66% of homes in ZIP 02641
  • Newer than 88% of homes in Barnstable County

What homes are worth in ZIP 02641

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

This home
$671K$4.6M

This home is worth more than 92% of homes in ZIP 02641.

How it measures up in ZIP 02641

The dot is this home. The mark in the middle is the typical home in ZIP 02641.

Estimated value$3,435,484
CheaperTypical $1,868,210Pricier

Pricier than 92% of homes nearby

Price per ft²$630
CheaperTypical $798Pricier

Pricier than 24% of homes nearby

Living area5,456 ft²
SmallerTypical 2,484 ft²Bigger

Bigger than 93% of homes nearby

Lot size0.46 ac
SmallerTypical 0.62 acBigger

Bigger than 34% of homes nearby

Year built2000
OlderTypical 1985Newer

Newer than 84% of homes nearby

How 37 Winding Way ranks against every home in each area.
MeasureThis homeZIP 02641Barnstable County
Estimated valuepricier than$3,435,48492% of homes98% of homes
Price per ft²pricier than$63024% of homes73% of homes
Living areabigger than5,456 ft²93% of homesalmost all homes
Lot sizebigger than0.46 ac34% of homes55% of homes
Year builtnewer than200084% of homes88% of homes

About 37 Winding Way

How much is 37 Winding Way, East Dennis, MA worth?

The TopHap Estimate for 37 Winding Way, East Dennis, MA is $3,435,484 as of Oct 21, 2026. The likely range is $3,300,788 to $3,570,180. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 37 Winding Way, East Dennis, MA last sell?

37 Winding Way, East Dennis, MA last sold on Apr 25, 2013, according to the county's recorded deed.

How big is 37 Winding Way, East Dennis, MA?

37 Winding Way, East Dennis, MA has 4 bedrooms, 4.5 bathrooms, 5,456 square feet of living space and a 0.46-acre lot.

When was 37 Winding Way, East Dennis, MA built?

37 Winding Way, East Dennis, MA was built in 2000, making it 26 years old. It is a colonial home. The building has 3 stories.

What schools serve 37 Winding Way, East Dennis, MA?

37 Winding Way, East Dennis, MA is assigned to Mattacheese Middle School (middle), rated C-; Dennis Yarmouth Regional High School (high), rated D+; Ezra H. Baker Innovation School (elementary), rated B-. All sit in Dennis-Yarmouth School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 37 Winding Way, East Dennis, MA compare to other homes in ZIP 02641?

Among the 128 homes in ZIP 02641, it is worth more than 92% of them ($3,435,484 against a typical $1,868,210), its price per square foot is higher than 24% of them ($630 against a typical $798), it is bigger than 93% of them (5,456 ft² against a typical 2,484 ft²), its lot is bigger than 34% of them (0.46 ac against a typical 0.62 ac) and it is newer than 84% of them (2000 against a typical 1985). 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 37 Winding Way, East Dennis, MA?

The 2025 property tax bill for 37 Winding Way, East Dennis, MA was $11,829. The county assessed it at $2,731,900.

Closest homes

More homes in East Dennis 02641

Assigned schools

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