14208 Lookingglass Road

Sold 10/13/04

Last Sold Price

$79,900

1 bed1 bath540 sqft$148/sqft

14208 Lookingglass Rd, Winston, OR 97496

Property Details for 14208 Lookingglass Road

Status

Sold

MLS #

Days on Market

Taxes

HOA Fees

Condo/Co-op Fees

Property Type

MLS Type

Sale / Residential / Building / 1 / 1

Year Built

1947

Lot Size

0.67 AC / 29,185 SF

County

Douglas County

Recent comparable sales

Median sold price

$148,000

Avg days on market

Sale-to-list ratio

98.2%

1/20

$184,400

Sold 05/23/25

1
Bedrooms: 1
Bathrooms: 728
Square Feet: 0.33
Acres

338 Northwest Civil Bend Avenue, Winston, OR 97496

$77,000

Sold 02/21/25

2
Bedrooms: 1
Bathrooms: 1,356
Square Feet: 0.17
Acres

380 Northwest Morgan Avenue, Winston, OR 97496

1/8

$148,000

Sold 03/19/26

1
Bedrooms: 1
Bathrooms: 978
Square Feet: 0.5
Acres

31 Darrell Avenue, Winston, OR 97496

$150,000

Sold 03/03/26

2
Bedrooms: 1
Bathrooms: 560
Square Feet: 0.19
Acres

300 Reston Avenue, Winston, OR 97496

$100,000

Sold 02/24/26

2
Bedrooms: 1
Bathrooms: 1,064
Square Feet: 0.28
Acres

451 Northeast Lillie Avenue, Winston, OR 97496

1/32

$52,000

Sold 09/30/25

2
Bedrooms: 1
Bathrooms: 840
Square Feet: Unavailable
Acres

111 Sharway Lane, Winston, OR 97496

Sold 09/16/25

1
Bedrooms: 1
Bathrooms: 515
Square Feet: 3.3
Acres

29918 145th Street, Winston, MO 64689

$225,000

Sold 12/23/25

2
Bedrooms: 1
Bathrooms: 1,031
Square Feet: 0.23
Acres

50 Northwest Brosi Orchard Road, Winston, OR 97496

1/10

$245,000

Sold 03/17/25

2
Bedrooms: 1
Bathrooms: 956
Square Feet: 0.18
Acres

51 Northwest Snow Avenue, Winston, OR 97496

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Location

Homepage
OR
Douglas County
Winston
97496
14208 Lookingglass Rd

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Building Information for 14208 Lookingglass Road

Stories-Residences-Year Built1947Lot Size0.67 AC / 29,185 SF

Payment Calculator

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$634 per month

30 year fixed, 6.55% Interest

Principal and Interest

$406

Property Taxes

$228

HOA Dues

The Payment Calculator is for illustrative purposes only.

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Property History for 14208 Lookingglass Road

Date	Event & Source	Price	Appreciation
Oct 13, 2004	Sold (Public Record) Public Record #241860251	$79,900	—

Date	Event & Source	Price
10/13/2004	Sold (Public Record) Public Record #241860251	$79,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 14208 Lookingglass Road

Taxable ValueLand-Additions-Total-

Tax Record2025$2,740 ($228 / month)

Home Facts

Beds1Total Finished SqFt540 SqFtAbove Grade Finished SqFt540 SqFtLot Size29,185 SqFtStyleSingle Family ResidenceYear Built1947CountyDOUGLASAPN28-06W-21BA-03200Fireplace TypeHas Fireplace

Schools near 14208 Lookingglass Road

This home is within Winston-Dillard School District 116.


Rating	School	Type	Grades	Distance
7/10	Mcgovern Elementary School	Public - Nearby school	3 to 5	0.4 mi
4/10	Winston Middle School	Public - Nearby school	6 to 8	1.0 mi
5/10	Douglas High School	Public - Serves this home	9 to 12	1.3 mi
NR	Brockway Elementary School	Public - Nearby school	PK to 2	1.2 mi
NR	Dillard Alternative High School	Public - Choice school	9 to 12	1.9 mi
6/10	Lookingglass Elementary School	Public - Nearby school	PK to 5	4.9 mi


Rating	School	Distance
7/10	Mcgovern Elementary School Public3 to 5 Nearby school	0.4 mi
4/10	Winston Middle School Public6 to 8 Nearby school	1.0 mi
5/10	Douglas High School Public9 to 12 Serves this home	1.3 mi
NR	Brockway Elementary School PublicPK to 2 Nearby school	1.2 mi
NR	Dillard Alternative High School Public9 to 12 Choice school	1.9 mi
6/10	Lookingglass Elementary School PublicPK to 5 Nearby school	4.9 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 14208 Lookingglass Road, Winston, OR 97496	$79,900	1	1	540	29,185
14236 Lookingglass Road, Winston, OR 97496	$85,000	2	1	1,211	20,473
14184 Lookingglass Road, Winston, OR 97496	$150,000	3	2	1,152	12,197
14235 Lookingglass Road, Winston, OR 97496	–	3	2	1,469	11,326
14173 Lookingglass Road, Winston, OR 97496	–	3	1	1,484	21,780
14162 Lookingglass Road, Winston, OR 97496	$22,500	–	–	–	23,958
14178 Lookingglass Road, Winston, OR 97496	–	4	2	1,404	30,492
401 Northwest Civil Bend Avenue, Winston, OR 97496	–	–	–	–	9,583
380 Northwest Civil Bend Avenue, Winston, OR 97496	$185,000	2	1	768	14,810
360 Northwest Civil Bend Avenue, Winston, OR 97496	–	2	1	1,046	25,700
14124 Lookingglass Road, Winston, OR 97496	$150,000	4	2	2,480	39,204
14127 Lookingglass Road, Winston, OR 97496	–	4	2	1,196	35,719
344 Northwest Civil Bend Avenue, Winston, OR 97496	$222,500	3	2	1,182	7,840
14100 Lookingglass Road, Winston, OR 97496	$90,000	3	2	1,080	23,522
354 Northwest Civil Bend Avenue, Winston, OR 97496	$129,000	2	1	896	33,541
341 Sherry Street, Winston, OR 97496	–	2	1	768	14,375

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than Compass are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2026 RMLS, Portland, Oregon. Last updated:

Winston, OR

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