Google street view image for 14127 Lookingglass Rd, Winston, OR 97496

Off market oct 1996 for $90K

$347,740

Est. refi paymentEst. refi $587/mo

•

2 ba

•

2,392

sq ft

14127 Lookingglass Rd, Winston, OR 97496

About this home

14127 Lookingglass Rd is a 2,392 square foot house on a 0.82 acre lot with 4 bedrooms and 2 bathrooms. - it last sold on October 01, 1996 for $90,000. Based on Redfin's Winston data, we estimate the home's value is $347,740.

Single-familyProperty Type

1963Year Built

0.82 acresLot Size

$145Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$347,740

$258K since sold in October 1996$8,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.7% higher than the average sale price ($311K) of 6 comparable homes.

SOLD MAY 15, 2026
$255,000
A
3 beds2 baths1,835 sq ft
151 NW Sherry St, Winston, OR 97496
SOLD AUG 11, 2026
$280,000
B
4 beds3 baths2,270 sq ft
150 SW Brantley Dr, Winston, OR 97496
SOLD JUL 17, 2026
$290,000
C
4 beds2 baths1,782 sq ft
70 SE Darrell Ave, Winston, OR 97496
SOLD JUL 6, 2026
$325,000
D
3 beds2 baths1,156 sq ft
301 NW Midway St, Winston, OR 97496
SOLD JUN 24, 2026
$338,000
E
3 beds2 baths1,848 sq ft
210 NW Timothy Ave, Winston, OR 97496
SOLD AUG 6, 2026
$380,000
F
5 beds2 baths2,058 sq ft
1997 Castle Ave, Roseburg, OR 97471

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,267/mo

Redfin rental estimate

List your home for rent

Market trends in 97496, OR

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

98.8%

+2.0% MoM

Median sale price

$369K

$10K MoM

Avg. days on market

43d

17 days MoM

Recently sold homes

1 MoM

New listings for sale

$250,000
3 beds1 bath1,700 sq ft
621 SE Thompson Ave, Winston, OR 97496
Jackie Twyman • eXp Realty, LLC
$340,000
3 beds2 baths1,809 sq ft
124 NW Woodland Dr, Winston, OR 97496
Makayla Lippis • The Neil Company Real Estate
$250,000
4 beds2 baths— sq ft
251 SE Grape Ave, Winston, OR 97496
Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley
$409,900
3 beds2 baths1,580 sq ft
630 SE Rose Ridge Dr, Winston, OR 97496
Jodi Brecht • Stellar Realty Northwest
$375,000
3 beds3 baths2,610 sq ft
11 NE Brosi Orchard Rd, Winston, OR 97496
Anthony Beckham • Different Better Real Estate
See all

Provided by Redfin

Sale history for 14127 Lookingglass Rd

Tax history for 14127 Lookingglass Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Permits

Aug 12, 2021 • Active

Mechanical

Work on a gas furnace.

Gas

HVAC

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Basement Information
Basement Sq. Ft: 1,196
Basement Type: Finished

Heating & Cooling
Heating Type: Heat Pump

Fireplace Information
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Floor Construction Type: Asphalt
Foundation Type: Concrete
Exterior Wall: Siding Sheathing
Roof Shape Type: Hip
Building Improvement Type: Residential

Property Information
Living Sq. Ft: 2,392
Ground Floor Sq. Ft: 1,196
Building Sq. Ft: 2,392
Legal Description: TRACT M&B V172 P339 LESS PT SD, ACRES 0.82

Lot Information
# of Buildings: 1
Land Sq. Ft: 35,719
Acres: 0.82
State Use Description: RESIDENTIAL-IMPROVED

Financial

Assessor Information
Assessment Year: 2025
Tax Area: 116.04

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,392
Stories: —
Lot Size: 0.82 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: 1963
County: Douglas County
APN: R41097

Home facts updated by county records on Oct 19, 2026

Around this home

Schools

K - 12
Preschool & daycare

Mcgovern Elementary School

Public 3-5 • Assigned • 0.3mi

7/10

Winston Middle School

Public 6-8 • Assigned • 1.0mi

4/10

Douglas High School

Public 9-12 • Assigned • 1.2mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

1% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

9/10 Air Factor

10 unhealthy days expected this year, 11 days in 30 years

Provided by First Street

Historical weather

Winston, OR • 97496

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 11 hours in June and 2.4 hours in December, which is comparable to the U.S. average for solar exposure.

11 hrs

2.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$331,000 – $400,000

Sell confidently with a local market expert in Winston. 3 minutes to get started.

Nearby similar homes

$1,990,000

2 beds1 bath1,312 sq ft

5961 Lookingglass Rd, Roseburg, OR 97471

Multiple residences • Income potential • Multiple ponds

Brett Veatch • Berkshire Hathaway HomeServices NW Real Estate

$598,000

3 beds2 baths1,664 sq ft

911 Harlan St, Roseburg, OR 97471

Single-level home • 1.22 acres • In-ground pool

Jason Mann • J Mann Realty

$274,000

4 beds2 baths1,498 sq ft

641 W Ballf St, Roseburg, OR 97471

Historic home • Main level bedroom • Manageable yard

Jason Pargeter • The Neil Company Real Estate

$475,000

4 beds3 baths2,296 sq ft

725 SE Summit Dr, Roseburg, OR 97470

Three decks • Covered deck • Private deck

Xinia Donnelly • Keller Williams Southern Oregon-Umpqua Valley

3D WALKTHROUGH

$474,999

3 beds2 baths2,699 sq ft

1172 SE Hawthorne Dr, Roseburg, OR 97470

Breathtaking views • Abundant cabinetry • Granite countertops

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

OPEN TODAY, 10AM TO 12PM3D WALKTHROUGH

$327,000

3 beds2 baths1,221 sq ft

125 Aloha Ct, Roseburg, OR 97471

Move in ready • Covered back deck • Fully fenced yard

Lacey Williams • Trueblood Real Estate

New listings for sale in 97496

$250,000

3 beds1 bath1,700 sq ft

621 SE Thompson Ave, Winston, OR 97496

Stick-built addition • Accessibility ramp • 0.44 acre lot

Jackie Twyman • eXp Realty, LLC

$340,000

3 beds2 baths1,809 sq ft

124 NW Woodland Dr, Winston, OR 97496

New flooring • 8,712 sq ft lot • 2 garage spots

Makayla Lippis • The Neil Company Real Estate

$250,000

4 beds2 baths— sq ft

251 SE Grape Ave, Winston, OR 97496

Bright open living • Raised deck • Mature trees

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

$409,900

3 beds2 baths1,580 sq ft

630 SE Rose Ridge Dr, Winston, OR 97496

Quartz counter tops • Recessed lighting • Vaulted ceilings

Jodi Brecht • Stellar Realty Northwest

$375,000

3 beds3 baths2,610 sq ft

11 NE Brosi Orchard Rd, Winston, OR 97496

Daylight basement • Oversized garage • Loft with storage

Anthony Beckham • Different Better Real Estate

Home values near 14127 Lookingglass Rd

Data from public records.

Address	Redfin Estimate
14071 Lookingglass Rd, Winston, OR 2 Beds \| 2 Baths \| 1650 Sq. Ft.	$178,369
14173 Lookingglass Rd, Winston, OR 3 Beds \| 1 Baths \| 1484 Sq. Ft.	$261,835
14124 Lookingglass Rd, Winston, OR 4 Beds \| 2 Baths \| 2480 Sq. Ft.	$380,011
401 Northwest Cary St, Winston, OR 2 Beds \| 2 Baths \| 1472 Sq. Ft.	$283,212
371 Northwest Cary St, Winston, OR 3 Beds \| 2 Baths \| 1368 Sq. Ft.	$301,820
354 Northwest Civil Bend Ave, Winston, OR 2 Beds \| 1 Baths \| 896 Sq. Ft.	$275,115
380 Northwest Civil Bend Ave, Winston, OR 2 Beds \| 1 Baths \| 768 Sq. Ft.	$252,766

Address	Redfin Estimate
14057 Lookingglass Rd, Winston, OR 3 Beds \| 2 Baths \| 1625 Sq. Ft.	$332,325
14098 Lookingglass Rd, Winston, OR 3 Beds \| 2 Baths \| 1704 Sq. Ft.	$337,630
14192 Lookingglass Rd, Winston, OR 2 Beds \| 1 Baths \| 940 Sq. Ft.	$280,414
360 Northwest Civil Bend Ave, Winston, OR 2 Beds \| 1 Baths \| 1046 Sq. Ft.	$230,843
421 Northwest Cary St, Winston, OR 3 Beds \| 1 Baths \| 1352 Sq. Ft.	$380,572
344 Northwest Civil Bend Ave, Winston, OR 3 Beds \| 2 Baths \| 1182 Sq. Ft.	$295,280
381 Northwest Cary St, Winston, OR 2 Beds \| 1 Baths \| 846 Sq. Ft.	$228,185

Address	Redfin Estimate
14195 Lookingglass Rd, Winston, OR 3 Beds \| 3 Baths \| 1818 Sq. Ft.	$369,663
14106 Lookingglass Rd, Winston, OR 2 Beds \| 1 Baths \| 972 Sq. Ft.	$241,521
316 Northwest Civil Bend Ave, Winston, OR 2 Beds \| 1 Baths \| 784 Sq. Ft.	$99,591
338 Northwest Civil Bend Ave, Winston, OR 1 Beds \| 1 Baths \| 728 Sq. Ft.	$213,411
405 Northwest Galaxy Dr, Winston, OR 3 Beds \| 1 Baths \| 1014 Sq. Ft.	$271,508
380 Northwest Cary St, Winston, OR 4 Beds \| 2 Baths \| 1710 Sq. Ft.	—
314 Northwest Civil Bend Ave, Winston, OR 3 Beds \| 2 Baths \| 1296 Sq. Ft.	—

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Winston	Agents near me	Lake Oswego, OR homes for sale	Winston Housing Market
Houses for sale near me	Portland, OR homes for sale	Salem, OR homes for sale
Land for sale near me	Bend, OR homes for sale	Hillsboro, OR homes for sale
Open Houses near me	Beaverton, OR homes for sale	Winston Property Records
Condos for sale near me	Eugene, OR homes for sale	OR New Listings

Myrtle Creek homes for sale
Roseburg homes for sale
Sutherlin homes for sale