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Winston, OR Homes for Sale | Realty.com
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Homes for Sale in Winston, OR

Homes for Sale in Winston, OR

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24 of 43 Listings
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Homes for Sale in Winston, OR

24 of 43 Listings

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey
  1. 185 SE Lebleu Ln — photoNew42Active

    $329,900

    3 bd · 2 ba · 1,257 sqft

    185 SE Lebleu Ln, Winston, OR

    Kayla Wehe · Lamonte Real Estate Professionals

  2. 173 NW Broc Dr — photo24Active

    $126,000

    3 bd · 2 ba · 1,568 sqft

    173 NW Broc Dr, Winston, OR

    Jeffrey Boyter · The Neil Company Real Estate

  3. 212 NW Bree Dr — photo28Active

    $95,000

    3 bd · 2 ba · 1,428 sqft

    212 NW Bree Dr, Winston, OR

    Erin Harding · Lamonte Real Estate Professionals

  4. 410 NW Elizabeth Ave — photo40Active

    $279,900

    3 bd · 2 ba · 1,066 sqft

    410 NW Elizabeth Ave, Winston, OR

    Ashton Faas · Faas Realty

  5. 271 SE Robinson St — photo46Active

    $300,000

    3 bd · 2 ba · 1,296 sqft

    271 SE Robinson St, Winston, OR

    Mary Gilbert · Keller Williams Southern Oregon-Umpqua Valley

  6. 740 SE Hall St — photo16Active

    $459,900

    3 bd · 2 ba · 1,580 sqft

    740 SE Hall St, Winston, OR

    Jase Nielsen · J Mann Realty

  7. 756 SE Hall St — photo17Active

    $449,000

    3 bd · 2 ba · 1,512 sqft

    756 SE Hall St, Winston, OR

    Jase Nielsen · J Mann Realty

  8. 669 NW T St — photoPrice Reduced35Active

    $374,500

    3 bd · 2 ba · 1,416 sqft

    669 NW T St, Winston, OR

    Hannah Kelsey · Alpine Real Estate 1, LLC

  9. 750 SE Tokay St — photo27Active

    $349,000

    3 bd · 2 ba · 1,250 sqft

    750 SE Tokay St, Winston, OR

    D'Anna Caylor · RE/MAX Integrity

  10. 120 SE Oak Leaf Ln — photo31Active

    $109,900

    3 bd · 2 ba · 1,620 sqft

    120 SE Oak Leaf Ln, Winston, OR

    Debra Moore · Currieco Real Estate

  11. 106 SE Lebleu Ln — photo44Active

    $329,900

    3 bd · 2 ba · 1,259 sqft

    106 SE Lebleu Ln, Winston, OR

    Anthony Beckham · Different Better Real Estate

  12. 2461 NW Brockway Rd — photo34Active

    $399,900

    3 bd · 2 ba · 1,296 sqft

    2461 NW Brockway Rd, Winston, OR

    Jennifer Cox · RE/MAX Integrity

  13. 591 NW Douglas Blvd — photo17Active

    $979,500

    3 bd · 2 ba · 1,526 sqft

    591 NW Douglas Blvd, Winston, OR

    Beverly Walters · Gold Standard Realty

  14. 411 Sunnyside Dr — photoPrice Reduced29Active

    $340,000

    3 bd · 2 ba · 1,559 sqft

    411 Sunnyside Dr, Winston, OR

    Dannielle Glines · Neath The Wind Realty, Inc.

  15. 76 SE Darrell Ave — photoPrice Reduced41Active

    $299,000

    3 bd · 2 ba · 1,318 sqft

    76 SE Darrell Ave, Winston, OR

    Jennifer Kramer · RE/MAX Integrity

  16. 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

  17. 161 Collins Ct — photo34Active

    $469,900

    3 bd · 2 ba · 1,770 sqft

    161 Collins Ct, Winston, OR

    Jacob Gilman · The Neil Company Real Estate

  18. 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

  19. 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

  20. 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

  21. 675 SE Brush Ct — photoPrice Reduced30Active

    $385,000

    3 bd · 2 ba · 1,498 sqft

    675 SE Brush Ct, Winston, OR

    Christina Esterbrook · J Mann Realty

  22. 128 Watusi Ct — photoPrice Reduced33Active

    $430,000

    3 bd · 2 ba · 1,832 sqft

    128 Watusi Ct, Winston, OR

    Rich Raynor · Heritage Real Estate

  23. 180 Twin Oaks Loop — photoPrice Reduced42Active

    $98,000

    3 bd · 2 ba · 1,404 sqft

    180 Twin Oaks Loop, Winston, OR

    Anthony Beckham · Different Better Real Estate

  24. 190 Twin Oaks Loop — photoPrice Reduced31Active

    $88,950

    3 bd · 2 ba · 1,215 sqft

    190 Twin Oaks Loop, Winston, OR

    Kimberley Ferguson · eXp Realty, LLC

12
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Regional Multiple Listing Service (RMLS)
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: 2026-10-24 07:12:56 UTC
  • Your local brokerage

    JJ

    Jeffrey J Jonas

    L. Custen Realty dba Realty.com

    Lic. #200709170

    Call Jeffrey

    Nearby areas

    ZIP codes

    • 97471 (160)
    • 97470 (107)
    • 97457 (62)
    • 97479 (55)
    • 97496 (43)
    • 97443 (18)
    • 97469 (18)
    • 97462 (15)

    Cities

    • Roseburg (267)
    • Myrtle Creek (62)
    • Sutherlin (55)
    • Glide (18)
    • Riddle (18)
    • Oakland (15)
    • Canyonville (13)
    • Azalea (12)

    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

    Winston housing market

    September 2026

    Winston 12-month median sale price trend

    Selling at 97.8% of asking price

    Buyers here are paying below asking. MLS · 12 sales · as of Sep 25, 2026

    Homes that sold · County records, as of Sep 25, 2026

    Median sale price
    $259,000$135,000–$413,000 typical range
    Price per sq. ft.
    $232
    Sales
    15
    Paid in cash
    46.7%

    Homes on the market · MLS, as of Sep 25, 2026–Sep 27, 2026

    Median list price
    $379,900
    Homes for sale
    33
    Median days on market
    53 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -5.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,430 sq. ft.