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Single Family ResidenceResidential
$555,840$280 / 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 $579,000 on Nov 6, 2024

16414 WINDING RIVER DR

MILTON, DE 19968
3
Beds
3
Baths
1,986 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.
0.76 ac
Lot SizeThe size of the land the home sits on, from county records.
2012
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.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$556K
$517K low$595K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$579,000 · Nov 6, 2024

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$991 (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.$30,500 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$7,500
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$23,000
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$469,300

Climate Risk

Overall riskThe average of the five hazard scores below, on a 0 to 100 scale. Higher means greater projected risk over the coming decades.39
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
28
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
70
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
71
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
25
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.

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
CountySUSSEX
Lot (acres)The size of the land the home sits on, from county records.0.76
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.Yes
CoolingThe type of cooling or air conditioning in the home.Central
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.DeckElevatorPatio · 238 ft²Porch · 236 ft²

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
Mariner Middle SchoolB
Middle · Grades 6–8 · 3.8 mi
E
Milton Elementary SchoolA
Elementary · Grades KG–5 · 4.0 mi
H
Cape Henlopen High SchoolD+
High · Grades 9–12 · 5.0 mi

District: Cape Henlopen School District

Neighborhood · ZIP 19968These 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.76
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 100.33

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.80%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.22%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.8.7%
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.17,087
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.258 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$79,394
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$102,221
Average tempThe average temperature here across a full year.56°F
Annual precipHow much rain and melted snow falls here in a typical year.45 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.70%

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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

16414 Winding River 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 70% of homes in Milton 19968
  • Bigger than 72% of homes in Sussex County
  • Has a bigger lot than 81% of homes in Sussex County
  • Newer than 74% of homes in Sussex County

What homes are worth in Milton 19968

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

This home
$231K$1.3M

This home is worth more than 70% of homes in Milton 19968.

How it measures up in Milton 19968

The dot is this home. The mark in the middle is the typical home in Milton 19968.

Estimated value$555,840
CheaperTypical $487,993Pricier

Pricier than 70% of homes nearby

Price per ft²$280
CheaperTypical $263Pricier

Pricier than 63% of homes nearby

Living area1,986 ft²
SmallerTypical 1,759 ft²Bigger

Bigger than 66% of homes nearby

Lot size0.76 ac
SmallerTypical 0.28 acBigger

Bigger than 75% of homes nearby

Year built2012
OlderTypical 2006Newer

Newer than 63% of homes nearby

How 16414 Winding River Dr ranks against every home in each area.
MeasureThis homeMilton 19968Sussex County
Estimated valuepricier than$555,84070% of homes60% of homes
Price per ft²pricier than$28063% of homes50% of homes
Living areabigger than1,986 ft²66% of homes72% of homes
Lot sizebigger than0.76 ac75% of homes81% of homes
Year builtnewer than201263% of homes74% of homes

About 16414 Winding River Dr

How much is 16414 Winding River Dr, Milton, DE worth?

The TopHap Estimate for 16414 Winding River Dr, Milton, DE is $555,840 as of Sep 24, 2026. The likely range is $516,844 to $594,836. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 16414 Winding River Dr, Milton, DE last sell?

16414 Winding River Dr, Milton, DE last sold on Nov 6, 2024 for $579,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.

How big is 16414 Winding River Dr, Milton, DE?

16414 Winding River Dr, Milton, DE has 3 bedrooms, 3 bathrooms, 1,986 square feet of living space and a 0.76-acre lot.

When was 16414 Winding River Dr, Milton, DE built?

16414 Winding River Dr, Milton, DE was built in 2012, making it 14 years old. The building has 1 story.

What schools serve 16414 Winding River Dr, Milton, DE?

16414 Winding River Dr, Milton, DE is assigned to Mariner Middle School (middle), rated B; Milton Elementary School (elementary), rated A; Cape Henlopen High School (high), rated D+. All sit in Cape Henlopen School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 16414 Winding River Dr, Milton, DE compare to other homes in Milton 19968?

Among the 8,807 homes in Milton 19968, it is worth more than 70% of them ($555,840 against a typical $487,993), its price per square foot is higher than 63% of them ($280 against a typical $263), it is bigger than 66% of them (1,986 ft² against a typical 1,759 ft²), its lot is bigger than 75% of them (0.76 ac against a typical 0.28 ac) and it is newer than 63% of them (2012 against a typical 2006). Measured against all of Sussex County, it is worth more than 60% 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 16414 Winding River Dr, Milton, DE?

The 2025 property tax bill for 16414 Winding River Dr, Milton, DE was $991. The county assessed it at $30,500.

More homes on Winding River Dr

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