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Single Family ResidenceResidential
$1,657,702$698 / 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 85How 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 $1,610,000 on Jul 13, 2020

20185 WINSTON LOOP

BEND, OR 97703
3
Beds
3
Baths
2,374 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.
7.5 ac
Lot SizeThe size of the land the home sits on, from county records.
1996
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.

Valuation

$1.7M
$1.4M low$1.9M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$1,610,000 · Jul 13, 2020

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$8,028 (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.$535,912 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$502,642
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,508,750

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyDESCHUTES
Lot (acres)The size of the land the home sits on, from county records.7.50
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Gas
FireplaceWhether the home has a fireplace, and what kind.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.Deck · 144 ft²

Transaction History(2)

Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.

Foreclosure Filings(2)

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

E
North Star Elementary SchoolA-
Elementary · Grades KG–5 · 2.9 mi
M
Sky View Middle SchoolA-
Middle · Grades 6–8 · 3.5 mi
H
Mountain View High SchoolB-
High · Grades 9–12 · 5.7 mi

District: Bend-la Pine Administrative School District 1

Neighborhood · ZIP 97703These 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.77
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.114
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.89

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.88%
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.5.7%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.3%
PopulationHow many people live in this area.32,064
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.84 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$120,233
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$147,618
Average tempThe average temperature here across a full year.42°F
Annual precipHow much rain and melted snow falls here in a typical year.35 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.48%

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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

20185 Winston Loop 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 95% of homes in Deschutes County
  • Costs more per square foot than 96% of homes in Deschutes County
  • Bigger than 77% of homes in Deschutes County
  • Has a bigger lot than 96% of homes in Deschutes County

What homes are worth in Bend 97703

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

This home
$383K$2.8M

This home is worth more than 88% of homes in Bend 97703.

How it measures up in Bend 97703

The dot is this home. The mark in the middle is the typical home in Bend 97703.

Estimated value$1,657,702
CheaperTypical $1,023,431Pricier

Pricier than 88% of homes nearby

Price per ft²$698
CheaperTypical $494Pricier

Pricier than 87% of homes nearby

Living area2,374 ft²
SmallerTypical 2,116 ft²Bigger

Bigger than 61% of homes nearby

Lot size7.5 ac
SmallerTypical 0.25 acBigger

Bigger than 92% of homes nearby

Year built1996
OlderTypical 1999Newer

Newer than 42% of homes nearby

How 20185 Winston Loop ranks against every home in each area.
MeasureThis homeBend 97703Deschutes County
Estimated valuepricier than$1,657,70288% of homes95% of homes
Price per ft²pricier than$69887% of homes96% of homes
Living areabigger than2,374 ft²61% of homes77% of homes
Lot sizebigger than7.5 ac92% of homes96% of homes
Year builtnewer than199642% of homes43% of homes

About 20185 Winston Loop

How much is 20185 Winston Loop, Bend, OR worth?

The TopHap Estimate for 20185 Winston Loop, Bend, OR is $1,657,702 as of Sep 24, 2026. The likely range is $1,403,765 to $1,911,638. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 20185 Winston Loop, Bend, OR last sell?

20185 Winston Loop, Bend, OR last sold on Jul 13, 2020 for $1,610,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 20185 Winston Loop, Bend, OR?

20185 Winston Loop, Bend, OR has 3 bedrooms, 3 bathrooms, 2,374 square feet of living space and a 7.50-acre lot.

When was 20185 Winston Loop, Bend, OR built?

20185 Winston Loop, Bend, OR was built in 1996, making it 30 years old. The building has 1 story.

What schools serve 20185 Winston Loop, Bend, OR?

20185 Winston Loop, Bend, OR is assigned to North Star Elementary School (elementary), rated A-; Sky View Middle School (middle), rated A-; Mountain View High School (high), rated B-. All sit in Bend-la Pine Administrative School District 1. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 20185 Winston Loop, Bend, OR compare to other homes in Bend 97703?

Among the 14,567 homes in Bend 97703, it is worth more than 88% of them ($1,657,702 against a typical $1,023,431), its price per square foot is higher than 87% of them ($698 against a typical $494), it is bigger than 61% of them (2,374 ft² against a typical 2,116 ft²), its lot is bigger than 92% of them (7.5 ac against a typical 0.25 ac) and it is newer than 42% of them (1996 against a typical 1999). Measured against all of Deschutes County, it is worth more than 95% 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 20185 Winston Loop, Bend, OR?

The 2025 property tax bill for 20185 Winston Loop, Bend, OR was $8,028. The county assessed it at $535,912.

More homes on Winston Loop

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Assigned schools

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