Douglas High School in Winston, OR For Sale

68 homes

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NEW - 16 HRS AGO
3.2 ACRES
$539,900
3 Beds
1 Bath
1,794 sqft
320 Rays Ln,
Tenmile, OR 97481
Stellar Realty Northwest, Active
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NEW - 1 DAY AGO
0.61 ACRES
$205,000
2 Beds
1 Bath
1,323 sqft
381 SE Gregory Dr,
Winston, OR 97496
Platinum Realty, Active
NEW - 1 DAY AGO
AUCTION
Price Unknown
2 Beds
1 Bath
1,356 sqft
380 NW Morgan Ave,
Winston, OR 97496
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NEW - 1 DAY AGO
AUCTION
1 ACRE
Est. $422,600
3 Beds
3 Baths
2,270 sqft
150 SW Brantley Dr,
Winston, OR 97496
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NEW - 1 DAY AGO
10.6 ACRES
$599,000
5 Beds
2 Baths
2,405 sqft
1177 Dairy Loop Rd,
Roseburg, OR 97471
Stellar Realty Northwest, Active
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4 ACRES
$125,000
Berry Creek Rd,
Winston, OR 97496
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4 ACRES
$125,000
Berry creek Rd,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Active
6 ACRES
$125,000
Berry creek Rd,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Active
26.2 ACRES
$260,000
2 Beds
1 Bath
1,070 sqft
3707 Willis Creek Rd,
Winston, OR 97496
Sundance Realty LLC, Active
NEW CONSTRUCTION
$499,900
3 Beds
2 Baths
2,576 sqft
2581 NW Brockway Rd,
Winston, OR 97496
Turning Point Realty Group, Active
8.52 ACRES
$725,000
4 Beds
2 Baths
2,362 sqft
1068 Rice Creek Rd,
Winston, OR 97496
The Neil Company Real Estate, Active
FOR SALE BY OWNER
0.73 ACRES
$300,000
5 Beds
2.5 Baths
2,280 sqft
13450 Lookingglass Rd,
Winston, OR 97496
5.4 ACRES
$785,000
3 Beds
3 Baths
2,722 sqft
9114 Old Highway 99 S,
Winston, OR 97496
Umpqua Legacy Realty LLC
6.95 ACRES
$550,000
2 Beds
2 Baths
1,440 sqft
572 Dillard Gardens Rd,
Winston, OR 97496
MORE Realty, Inc., Active
$29,900
2 Beds
1 Bath
1,022 sqft
228 SE Estate Loop,
Winston, OR 97496
J Mann Realty, Active
$349,000
3 Beds
2 Baths
1,408 sqft
206 Church St,
Dillard, OR 97432
Cutting Edge Real Estate, Active
1.95 ACRES
$575,000
3 Beds
2 Baths
1,848 sqft
12589 Old Highway 99 S,
Myrtle Creek, OR 97457
Fathom Realty Oregon, LLC, Active
$375,000
3 Beds
2 Baths
1,613 sqft
186 NW Woodduck St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
$315,000
3 Beds
1 Bath
1,348 sqft
101 SW Peach Ln,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Active
0.74 ACRES
$459,000
3 Beds
1 Bath
1,250 sqft
311 SE Grape Ave,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
$409,900
3 Beds
2 Baths
1,560 sqft
601 SE Rose Ridge Dr,
Winston, OR 97496
Platinum Realty, Active
FOR SALE BY OWNER
$449,000
3 Beds
2 Baths
1,562 sqft
111 Streamside Ln,
Winston, OR 97496
0.38 ACRES
$340,000
2 Beds
2 Baths
1,375 sqft
170 Church St,
Dillard, OR 97432
Harcourts Integrity Team Real Estate Services, LLC., Active
OPEN WED, 8-12PM
NEW CONSTRUCTION
$439,900
3 Beds
2 Baths
1,629 sqft
260 SE Logan St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
40 ACRES
$220,000
Willis Creek Rd,
Winston, OR 97496
$318,000
3 Beds
1 Bath
1,000 sqft
340 SE Darrell Ave,
Winston, OR 97496
Keller Williams Realty Eugene and Springfield, Active
$375,000
3 Beds
2 Baths
1,292 sqft
165 Collins Rd,
Winston, OR 97496
Oregon Life Homes, Active
40 ACRES
$220,000
Willis Creek Rd,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Active
AUCTION
0.45 ACRES
Est. $283,900
3 Beds
2 Baths
1,284 sqft
41 NE Ronald St,
Winston, OR 97496
1.77 ACRES
$864,000
4 Beds
2 Baths
2,805 sqft
300 Mattie K Ln,
Roseburg, OR 97471
All-Pro Realty Advisors, LLC, Active
0.7 ACRES
$425,000
3 Beds
2 Baths
1,959 sqft
192 Reston Ave,
Winston, OR 97496
Hybrid Real Estate, Active
16.96 ACRES
$829,000
3 Beds
2 Baths
2,228 sqft
8160 Lookingglass Rd,
Roseburg, OR 97471
Stellar Realty Northwest, Active
$22,500
111 SE Lebleu Ln,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
137 ACRES
$1,199,900
3 Beds
2 Baths
2,856 sqft
1349 Willis Creek Rd,
Winston, OR 97496
The Anderson Agency, Active
12.89 ACRES
$750,000
4 Beds
2 Baths
2,088 sqft
1868 Larson Rd,
Roseburg, OR 97471
The Neil Company Real Estate, Active
$90,000
3 Beds
2 Baths
1,296 sqft
124 SE Country Side Ln,
Winston, OR 97496
J Mann Realty, Active
$265,000
2 Beds
1 Bath
1,224 sqft
66 NW Cary St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
$355,000
4 Beds
2 Baths
1,710 sqft
380 NW Cary St,
Winston, OR 97496
Oregon Life Homes, Active
OPEN SAT, 11-2PM
30.11 ACRES
$975,000
3 Beds
3 Baths
2,356 sqft
6404 Lookingglass Rd,
Roseburg, OR 97471
Winston Realty & Insurance, Active
3D VIEW
5 ACRES
$1,100,000
3 Beds
2 Baths
2,720 sqft
6700 Upper Olalla Rd,
Winston, OR 97496
Real Broker, Active

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 Zillow, Inc. are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS™, Portland, Oregon. This content last updated on 2026-06-02 16:54:07 PDT. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified.

© 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Zillow Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on 2026-06-02 16:00:27 PDT

Douglas High School in Winston, OR For Sale

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