- Median Sale Price
- # of Homes Sold
- Median Days on Market
Median Sale Price (All Home Types)
$357,413
+8.3% YoY | Aug 2026
- 1 year
- 3 year
- 5 year
Winston, OR homes for sale & real estate
51 homes
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NEW 13 HRS AGO
$165,500
3 beds2 baths1,152 sq ft
130 2nd St, Dillard, OR 974327,840 sq ft lot • Built 2011
Troy Schuyler • Keller Williams Southern Oregon-Umpqua Valley
$399,900
3 beds2 baths1,296 sq ft
2461 NW Brockway Rd, Winston, OR 97496Walk-in closet • Farmhouse sink • Fully fenced lot
Jennifer Cox • RE/MAX Integrity
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$219,000
2 beds1 bath1,242 sq ft
70 NE Brosi Orchard Rd, Winston, OR 974960.23 acre lot • 3 garage spots • Built 1953
Janet Stringfellow • Oregon Life Homes
$355,000
3 beds2 baths1,559 sq ft
411 Sunnyside Dr, Winston, OR 97496Covered porch • Tool shed • Large connected deck
Dannielle Glines • Neath The Wind Realty, Inc.
NEW CONSTRUCTION
$379,900
3 beds2 baths1,245 sq ft
754 SE Hall St, Winston, OR 97496Dark countertops • Fully fenced lot • Mountain views
Jase Nielsen • J Mann Realty
591 NW Douglas Blvd, Winston, OR 97496$979,500
3 beds2 baths1,526 sq ft
591 NW Douglas Blvd, Winston, OR 97496Beverly Walters • Gold Standard Realty
675 SE Brush Ct, Winston, OR 97496$399,000
3 beds2 baths1,498 sq ft
675 SE Brush Ct, Winston, OR 97496Christina Esterbrook • J Mann Realty
2620 NW Brockway Rd, Winston, OR 97496$469,900
3 beds2 baths4,024 sq ft
2620 NW Brockway Rd, Winston, OR 97496Tyler Head • Turning Point Realty Group
161 Collins Ct, Winston, OR 97496$469,900
3 beds2 baths1,770 sq ft
161 Collins Ct, Winston, OR 97496Jacob Gilman • The Neil Company Real Estate
76 SE Darrell Ave, Winston, OR 97496$319,000
3 beds2 baths1,318 sq ft
76 SE Darrell Ave, Winston, OR 97496Jennifer Kramer • RE/MAX Integrity
3707 Willis Creek Rd, Winston, OR 97496$250,000
2 beds1 bath1,070 sq ft
3707 Willis Creek Rd, Winston, OR 97496Michelle Kohlhoff • Sundance Realty LLC
185 SE Lebleu Ln, Winston, OR 97496$329,900
3 beds2 baths1,257 sq ft
185 SE Lebleu Ln, Winston, OR 97496Sandra Hart • The Neil Company Real Estate
623 SE Garden Way Dr, Winston, OR 97496$409,900
3 beds2 baths1,680 sq ft
623 SE Garden Way Dr, Winston, OR 97496Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley
180 Twin Oaks Loop, Winston, OR 97496$99,000
3 beds2 baths1,404 sq ft
180 Twin Oaks Loop, Winston, OR 97496Anthony Beckham • Different Better Real Estate
104 Kenya Ct, Winston, OR 97496
206 Church St, Dillard, OR 97432$329,000
3 beds2 baths1,408 sq ft
206 Church St, Dillard, OR 97432Marilyn Kittelman • Cutting Edge Real Estate
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190 Twin Oaks Loop, Winston, OR 97496$88,950
3 beds2 baths1,215 sq ft
190 Twin Oaks Loop, Winston, OR 97496Kimberley Ferguson • eXp Realty, LLC
105 NW Stephanie Ct, Winston, OR 97496$160,000
3 beds2 baths1,176 sq ft
105 NW Stephanie Ct, Winston, OR 97496Tammi Ellison • eXp Realty, LLC
261 SE Darrell Ave, Winston, OR 97496$285,000
2 beds1 bath1,080 sq ft
261 SE Darrell Ave, Winston, OR 97496Angel Smith • Trueblood Real Estate
186 Woodduck St, Winston, OR 97496$366,000
3 beds2 baths1,613 sq ft
186 Woodduck St, Winston, OR 97496Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley
158 Collins Ct, Winston, OR 97496$439,900
3 beds2 baths1,564 sq ft
158 Collins Ct, Winston, OR 97496Jacob Gilman • The Neil Company Real Estate
572 Dillard Gardens Rd, Winston, OR 97496
128 Watusi Ct, Winston, OR 97496
228 SE Estate Loop, Winston, OR 97496
1349 Willis Creek Rd, Winston, OR 97496$1,099,900
3 beds3 baths2,856 sq ft
1349 Willis Creek Rd, Winston, OR 97496Jordan Anderson • The Anderson Agency
6700 Upper Olalla Rd, Winston, OR 97496$1,050,000
3 beds3 baths2,720 sq ft
6700 Upper Olalla Rd, Winston, OR 97496Daniel Gandee • Real Broker
51 SW Brantley Dr, Winston, OR 97496$485,000
6 beds6 baths— sq ft
51 SW Brantley Dr, Winston, OR 97496Vera-Anne Wallace • Vera-Anne International Real Estate
90 SE Darrell Ave, Winston, OR 97496
340 SE Darrell Ave, Winston, OR 97496$270,000
3 beds1 bath1,000 sq ft
340 SE Darrell Ave, Winston, OR 97496Aaron Stansbury • Keller Williams Realty Eugene and Springfield
380 NW Cary St, Winston, OR 97496
351 SE Darrell Ave, Winston, OR 97496$309,900
3 beds1 bath960 sq ft
351 SE Darrell Ave, Winston, OR 97496Debra Moore • Currieco Real Estate
10 SW Peach Ln, Winston, OR 97496$364,900
3 beds1 bath1,440 sq ft
10 SW Peach Ln, Winston, OR 97496Kimberly Krebs • Stellar Realty Northwest
124 Country Side Ln, Winston, OR 97496
311 SE Grape Ave, Winston, OR 97496$459,000
3 beds1 bath1,250 sq ft
311 SE Grape Ave, Winston, OR 97496Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley
101 SW Peach Ln, Winston, OR 97496$299,000
3 beds1 bath1,348 sq ft
101 SW Peach Ln, Winston, OR 97496Joseph Hajos • Berkshire Hathaway HomeServices Real Estate Professionals
2581 Brockway Rd, Winston, OR 97496$499,900
3 beds3 baths2,576 sq ft
2581 Brockway Rd, Winston, OR 97496Tyler Head • Turning Point Realty Group
1941 Byron Creek Rd, Winston, OR 97496$469,900
2 beds2 baths1,764 sq ft
1941 Byron Creek Rd, Winston, OR 97496Andrew Stoner • Roseburg Realty
160 Wil Way, Winston, OR 97496$499,900
3 beds3 baths2,089 sq ft
160 Wil Way, Winston, OR 97496Tyler Head • Turning Point Realty Group
150 Wil Way, Winston, OR 97496$499,900
3 beds3 baths1,999 sq ft
150 Wil Way, Winston, OR 97496Tyler Head • Turning Point Realty Group
80 NW Lost Ln, Winston, OR 97496$2,000,000
4 beds2 baths1,992 sq ft
80 NW Lost Ln, Winston, OR 97496Dawn Trapalis • Harcourts Integrity Team Real Estate Services, LLC.
0 E Willis Creek Rd, Winston, OR 97496Viewing page 1 of 2 (Download top 51)
Average home prices near Winston, OR
Cities
- Myrtle Creek homes for sale$275,000
- Melrose homes for sale$924,950
- Green homes for sale$377,400
- Roseburg North homes for sale$467,450
- Glide homes for sale$519,900
- Days Creek homes for sale$415,000
Zip Codes
- 97471 homes for sale$538,500
- 97496 homes for sale$399,450
Winston, OR real estate trends
All Home Types trends in Winston, OR
Based on Redfin calculations of home data from MLS and/or public records.
Location
Data
Aug 2026
Growth
% YoY
Winston, OR
$357,413
+8.3%
More to explore in Winston, OR
- Featured
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Popular Markets in Oregon
- Portland homes for sale$499,000
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- Beaverton homes for sale$489,000
- Eugene homes for sale$550,000
- Lake Oswego homes for sale$995,000
- Salem homes for sale$491,497
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 Redfin are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2026 RMLS, Portland, Oregon. Data Last Updated Thu Sep 24 2026
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