Homes For Sale in Winston, OR Under $500k

52 homes

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NEW - 1 DAY AGO
0.4 ACRES
$399,900
3 Beds
2 Baths
1,296 sqft
2461 NW Brockway Rd,
Winston, OR 97496
RE/MAX Integrity, Active
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NEW CONSTRUCTION
$379,900
3 Beds
2 Baths
1,245 sqft
754 SE Hall St,
Winston, OR 97496
J Mann Realty, Active
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$99,000
3 Beds
2 Baths
1,404 sqft
180 Twin Oaks Loop,
Winston, OR 97496
Different Better Real Estate, Active
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$364,000
3 Beds
2 Baths
1,559 sqft
411 Sunnyside Dr,
Winston, OR 97496
Neath The Wind Realty, Inc., Active
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$219,000
2 Beds
1 Bath
1,242 sqft
70 NE Brosi Orchard Rd,
Winston, OR 97496
Oregon Life Homes, Active
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NEW CONSTRUCTION
$319,000
3 Beds
2 Baths
1,318 sqft
76 SE Darrell Ave,
Winston, OR 97496
RE/MAX Integrity, Active
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NEW CONSTRUCTION
$439,900
3 Beds
2 Baths
1,564 sqft
158 Collins Rd,
Winston, OR 97496
The Neil Company Real Estate, Active
NEW CONSTRUCTION
3D VIEW
$469,900
3 Beds
2 Baths
1,770 sqft
161 Collins Ct,
Winston, OR 97496
The Neil Company Real Estate, Active
0.36 ACRES
$487,000
3 Beds
2 Baths
1,800 sqft
104 Kenya Ct,
Winston, OR 97496
Platinum Realty, Active
$409,900
3 Beds
2 Baths
1,680 sqft
623 SE Garden Way Dr,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
0.33 ACRES
$285,000
2 Beds
1 Bath
1,080 sqft
261 SE Darrell Ave,
Winston, OR 97496
Trueblood Real Estate, Active
50 ACRES
$350,000
Lookingglass Rd #TL-203,
Winston, OR 97496
MORE Realty, Active
AUCTION
Est. $334,300
3 Beds
2 Baths
1,442 sqft
731 Brier Ct,
Winston, OR 97496
0.37 ACRES
$309,900
3 Beds
1 Bath
960 sqft
351 SE Darrell Ave,
Winston, OR 97496
Currieco Real Estate, Active
$399,000
3 Beds
2 Baths
1,498 sqft
675 SE Brush Ct,
Winston, OR 97496
J Mann Realty, Active
$329,900
3 Beds
2 Baths
1,257 sqft
185 SE Lebleu Ln,
Winston, OR 97496
The Neil Company Real Estate, Active
0.26 ACRES
$439,900
3 Beds
2 Baths
1,832 sqft
128 Watusi Ct,
Winston, OR 97496
Heritage Real Estate, Active
$469,900
3 Beds
2 Baths
4,024 sqft
2620 NW Brockway Rd,
Winston, OR 97496
Turning Point Realty Group, Active
27.31 ACRES
$230,000
E Willis Creek Rd,
Winston, OR 97496
DORE, Active
$88,950
3 Beds
2 Baths
1,215 sqft
190 SE Twin Oaks Loop,
Winston, OR 97496
eXp Realty, LLC, Active
0.97 ACRES
$199,000
740 Ireland Rd,
Winston, OR 97496
The Neil Company Real Estate, Active
$364,900
3 Beds
1 Bath
1,440 sqft
10 SW Peach Ln,
Winston, OR 97496
Stellar Realty Northwest, Active
$160,000
3 Beds
2 Baths
1,176 sqft
105 NW Stephanie Ct,
Winston, OR 97496
eXp Realty, LLC, Active
$485,000
6 Beds
6 Baths
4,400 sqft
51 SW Brantley Dr,
Winston, OR 97496
Vera-Anne International Real Estate, Active
20 ACRES
$190,000
1 Bed
1 Bath
1,000 sqft
Rice Creek Rd,
Winston, OR 97496
Starlight Realty, Active
AUCTION
Price Unknown
2 Beds
1 Bath
1,356 sqft
380 NW Morgan Ave,
Winston, OR 97496
4 ACRES
$125,000
Berry Creek Rd,
Winston, OR 97496
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
$250,000
2 Beds
1 Bath
1,070 sqft
3707 Willis Creek Rd,
Winston, OR 97496
Sundance Realty LLC, Active
NEW CONSTRUCTION
3D VIEW
$499,900
3 Beds
2 Baths
2,576 sqft
2581 NW Brockway Rd,
Winston, OR 97496
Turning Point Realty Group, Active
6.95 ACRES
$498,000
2 Beds
2 Baths
1,440 sqft
572 Dillard Gardens Rd,
Winston, OR 97496
MORE Realty, Active
$18,499
2 Beds
1 Bath
1,022 sqft
228 SE Estate Loop,
Winston, OR 97496
J Mann Realty, Active
$329,000
3 Beds
2 Baths
1,408 sqft
206 Church St,
Dillard, OR 97432
Cutting Edge Real Estate, Active
$366,000
3 Beds
2 Baths
1,613 sqft
186 NW Woodduck St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
$299,000
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
FOR SALE BY OWNER
$449,000
3 Beds
2 Baths
1,562 sqft
111 Streamside Ln,
Winston, OR 97496
40 ACRES
$209,900
Willis Creek Rd,
Winston, OR 97496
OPEN MON, 4-6:30PM
$270,000
3 Beds
1 Bath
1,000 sqft
340 SE Darrell Ave,
Winston, OR 97496
Keller Williams Realty Eugene and Springfield, Active
Save Search in Winston, OR
Winston
$0 - $500k
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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 2026-09-19 01:34:03 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.

Homes For Sale in Winston, OR Under $500k

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