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Winston, OR Homes for Sale | Realty.com
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Buy

Start here

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  • The buying timeline

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3 beds
41 listings
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New construction
With a pool

Homes for Sale in Winston, OR

Homes for Sale in Winston, OR

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24 of 41 Listings
Map

Homes for Sale in Winston, OR

24 of 41 Listings

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey
  1. 61 SW Oak St — photo46Active

    $420,000

    2 bd · 2 ba · 1,294 sqft

    61 SW Oak St, Winston, OR

    Nathan Johnson · The Neil Company Real Estate

  2. 76 SE Darrell Ave — photo41Active

    $329,900

    3 bd · 2 ba · 1,318 sqft

    76 SE Darrell Ave, Winston, OR

    Jennifer Kramer · RE/MAX Integrity

  3. 158 Collins Ct — photo10Active

    $439,900

    3 bd · 2 ba · 1,564 sqft

    158 Collins Ct, Winston, OR

    Jacob Gilman · The Neil Company Real Estate

  4. 161 Collins Ct — photo23Active

    $469,900

    3 bd · 2 ba · 1,770 sqft

    161 Collins Ct, Winston, OR

    Jacob Gilman · The Neil Company Real Estate

  5. 104 Kenya Ct — photo48Active

    $487,000

    3 bd · 2 ba · 1,800 sqft

    104 Kenya Ct, Winston, OR

    Shae Ellison · Platinum Realty

  6. 623 SE Garden Way Dr — photo38Active

    $409,900

    3 bd · 2 ba · 1,680 sqft

    623 SE Garden Way Dr, Winston, OR

    Mary Gilbert · Keller Williams Southern Oregon-Umpqua Valley

  7. 261 SE Darrell Ave — photo16Active

    $285,000

    2 bd · 1 ba · 1,080 sqft

    261 SE Darrell Ave, Winston, OR

    Angel Smith · Trueblood Real Estate

  8. 535 SE Parkway Dr — photoPrice Reduced48Active

    $439,900

    3 bd · 2 ba · 1,442 sqft

    535 SE Parkway Dr, Winston, OR

    Lisa Ollivant · RE/MAX Integrity

  9. 351 SE Darrell Ave — photoPrice Reduced28Active

    $309,900

    3 bd · 1 ba · 960 sqft

    351 SE Darrell Ave, Winston, OR

    Debra Moore · Currieco Real Estate

  10. 675 SE Brush Ct — photoPrice Reduced30Active

    $399,000

    3 bd · 2 ba · 1,498 sqft

    675 SE Brush Ct, Winston, OR

    Christina Esterbrook · J Mann Realty

  11. 185 SE Lebleu Ln — photoPrice Reduced21Active

    $335,000

    3 bd · 2 ba · 1,257 sqft

    185 SE Lebleu Ln, Winston, OR

    Sandra Hart · The Neil Company Real Estate

  12. 128 Watusi Ct — photo33Active

    $439,900

    3 bd · 2 ba · 1,832 sqft

    128 Watusi Ct, Winston, OR

    Rich Raynor · Heritage Real Estate

  13. 180 Twin Oaks Loop — photo43Active

    $99,000

    3 bd · 2 ba · 1,404 sqft

    180 Twin Oaks Loop, Winston, OR

    Anthony Beckham · Different Better Real Estate

  14. 375 Porter Creek Road — photo45Active

    $775,000

    4 bd · 5 ba · 3,000 sqft

    375 Porter Creek Road, Winston, OR

    Lorrie Normann · Triple Oaks Realty LLC

  15. 2620 NW Brockway Rd — photoPrice Reduced45Active

    $499,900

    3 bd · 2 ba · 4,024 sqft

    2620 NW Brockway Rd, Winston, OR

    Tyler Head · Turning Point Realty Group

  16. 190 Twin Oaks Loop — photo31Active

    $98,000

    3 bd · 2 ba · 1,215 sqft

    190 Twin Oaks Loop, Winston, OR

    Kimberley Ferguson · eXp Realty, LLC

  17. 10 SW Peach Ln — photoPrice Reduced23Active

    $364,900

    3 bd · 1 ba · 1,440 sqft

    10 SW Peach Ln, Winston, OR

    Kimberly Krebs · Stellar Realty Northwest

  18. 105 NW Stephanie Ct — photo35Active

    $160,000

    3 bd · 2 ba · 1,176 sqft

    105 NW Stephanie Ct, Winston, OR

    Tammi Ellison · eXp Realty, LLC

  19. 0 Rice Creek Rd — photo39Active

    $190,000

    1 bd · 1 ba · 1,000 sqft

    0 Rice Creek Rd, Winston, OR

    Starlight Turner · Starlight Realty

  20. 3707 Willis Creek Rd — photoPrice Reduced30Active

    $255,000

    2 bd · 1 ba · 1,070 sqft

    3707 Willis Creek Rd, Winston, OR

    Michelle Kohlhoff · Sundance Realty LLC

  21. 1068 Rice Creek Rd — photoPrice Reduced48Active

    $699,000

    4 bd · 3 ba · 2,362 sqft

    1068 Rice Creek Rd, Winston, OR

    Joan Smith · The Neil Company Real Estate

  22. 2581 Brockway Rd — photo44Active

    $499,900

    3 bd · 3 ba · 2,576 sqft

    2581 Brockway Rd, Winston, OR

    Tyler Head · Turning Point Realty Group

  23. 572 Dillard Gardens Rd — photoPrice Reduced21Active

    $498,000

    2 bd · 2 ba · 1,440 sqft

    572 Dillard Gardens Rd, Winston, OR

    Mike Nichols · MORE Realty, Inc.

  24. 9114 Old Highway 99 S — photoPrice Reduced83Active

    $735,000

    3 bd · 3 ba · 2,722 sqft

    9114 Old Highway 99 S, Winston, OR

    Kristina Scott · Umpqua Legacy Realty LLC

12

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Listing data & MLS disclosures

MLS of Central Oregon
©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 Realty.com 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 2026-07-13 19:03:00 UTC
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listing information ©2026 RMLS™ of Portland, Oregon.Inc®. All Rights Reserved. Last Updated: 2026-08-31 21:20:48 UTC
    • New construction
    • With a pool

    Your local brokerage

    JJ

    Jeffrey J Jonas

    L. Custen Realty dba Realty.com

    Lic. #200709170

    Call Jeffrey

    Winston, OR community profile

    Population
    5,764
    Median income
    $54,278
    Housing units
    2,546
    People per sq. mi.
    42.7
    Area
    135.1 sq. mi.

    Source: HJN community data

    Nearby areas

    ZIP codes

    • 97471 (175)
    • 97470 (106)
    • 97457 (59)
    • 97479 (52)
    • 97496 (41)
    • 97443 (20)
    • 97469 (17)
    • 97410 (15)

    Cities

    • Roseburg (281)
    • MyrtleCreek (59)
    • Sutherlin (52)
    • Glide (20)
    • Riddle (17)
    • Azalea (15)
    • Oakland (15)
    • Winchester (10)

    Winston housing market

    August 2026 · This period is still settling

    Winston 12-month median sale price trend

    Selling at 98.6% of asking price

    Buyers here are paying below asking. MLS · 10 sales · as of Aug 26, 2026

    Homes that sold · County records, as of Aug 19, 2026

    Median sale price
    $270,311$195,436–$369,500 typical range
    Sales
    12
    Paid in cash
    75.0%

    Homes on the market · MLS, as of Aug 26, 2026–Aug 31, 2026

    Median list price
    $420,000
    Homes for sale
    39
    Median days on market
    50 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -11.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,429 sq. ft.