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Single Family ResidenceResidential
$257,695$265 / 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

14106 LOOKINGGLASS RD

WINSTON, OR 97496
2
Beds
2
Baths
972 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.
1948
Year BuiltThe year the home was originally built, according to county records.

Valuation

$258K
$241K low$275K high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$2,029 (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.$122,116 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$118,560
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$222,360

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyDouglas
Lot (acres)The size of the land the home sits on, from county records.0.46
FoundationWhat the home is built on, such as a concrete slab, a crawl space, or a basement.Mat/Raft Foundation (Slab)
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Floor/Wall Furnace
FireplaceWhether the home has a fireplace, and what kind.Yes
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Detached
ViewThe type of view from the property, or another feature of the site that affects value.Yes - Type Unknown
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Shed · 160 ft²

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

M
Winston Middle SchoolD-
Middle · Grades 6–8 · 1.0 mi
H
Douglas High SchoolC-
High · Grades 9–12 · 1.2 mi
E
Brockway Elementary SchoolD-
Elementary · Grades PK–2 · 1.2 mi

District: Winston-Dillard School District 116

Neighborhood · ZIP 97496These 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.125
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.117
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.190

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.95%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.9.6%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.16%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.2%
PopulationHow many people live in this area.7,529
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.56 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$55,451
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$71,529
Average tempThe average temperature here across a full year.52°F
Annual precipHow much rain and melted snow falls here in a typical year.43 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

14106 Lookingglass Rd 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 75% of homes in Douglas County
  • Costs more per square foot than 78% of homes in Winston 97496
  • Smaller than 85% of homes in Winston 97496
  • Has a bigger lot than 68% of homes in Winston 97496
  • Older than 92% of homes in Winston 97496

What homes are worth in Winston 97496

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

This home
$135K$586K

This home is worth more than 28% of homes in Winston 97496.

How it measures up in Winston 97496

The dot is this home. The mark in the middle is the typical home in Winston 97496.

Estimated value$257,695
CheaperTypical $311,946Pricier

Pricier than 28% of homes nearby

Price per ft²$265
CheaperTypical $234Pricier

Pricier than 78% of homes nearby

Living area972 ft²
SmallerTypical 1,404 ft²Bigger

Bigger than 15% of homes nearby

Lot size0.46 ac
SmallerTypical 0.24 acBigger

Bigger than 68% of homes nearby

Year built1948
OlderTypical 1980Newer

Newer than 8% of homes nearby

How 14106 Lookingglass Rd ranks against every home in each area.
MeasureThis homeWinston 97496Douglas County
Estimated valuepricier than$257,69528% of homes25% of homes
Price per ft²pricier than$26578% of homes69% of homes
Living areabigger than972 ft²15% of homes16% of homes
Lot sizebigger than0.46 ac68% of homes55% of homes
Year builtnewer than19488% of homes16% of homes

About 14106 Lookingglass Rd

How much is 14106 Lookingglass Rd, Winston, OR worth?

The TopHap Estimate for 14106 Lookingglass Rd, Winston, OR is $257,695 as of Sep 24, 2026. The likely range is $240,836 to $274,554. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 14106 Lookingglass Rd, Winston, OR last sell?

14106 Lookingglass Rd, Winston, OR last sold on Jan 8, 2018, according to the county's recorded deed.

How big is 14106 Lookingglass Rd, Winston, OR?

14106 Lookingglass Rd, Winston, OR has 2 bedrooms, 2 bathrooms, 972 square feet of living space and a 0.46-acre lot.

When was 14106 Lookingglass Rd, Winston, OR built?

14106 Lookingglass Rd, Winston, OR was built in 1948, making it 78 years old.

What schools serve 14106 Lookingglass Rd, Winston, OR?

14106 Lookingglass Rd, Winston, OR is assigned to Winston Middle School (middle), rated D-; Douglas High School (high), rated C-; Brockway Elementary School (elementary), rated D-. All sit in Winston-Dillard School District 116. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 14106 Lookingglass Rd, Winston, OR compare to other homes in Winston 97496?

Among the 2,508 homes in Winston 97496, it is worth more than 28% of them ($257,695 against a typical $311,946), its price per square foot is higher than 78% of them ($265 against a typical $234), it is bigger than 15% of them (972 ft² against a typical 1,404 ft²), its lot is bigger than 68% of them (0.46 ac against a typical 0.24 ac) and it is newer than 8% of them (1948 against a typical 1980). Measured against all of Douglas County, it is worth more than 25% 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 14106 Lookingglass Rd, Winston, OR?

The 2025 property tax bill for 14106 Lookingglass Rd, Winston, OR was $2,029. The county assessed it at $122,116.

More homes on Lookingglass Rd

Closest homes

More homes in Winston 97496

Assigned schools

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