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3 bedsNew constructionWith a pool
Homes Under $300K in Winston, OR
10 listings

Homes Under $300K in Winston, OR

Homes Under $300K in Winston, OR

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10 Listings
Map

Homes Under $300K in Winston, OR

10 Listings

  1. 70 NE Brosi Orchard Rd — photo9Active

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey

$219,000

2 bd · 1 ba · 1,242 sqft

70 NE Brosi Orchard Rd, Winston, OR

Janet Stringfellow · Oregon Life Homes

  • 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

  • 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

  • 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

  • 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

  • 0 Rice Creek Rd — photo39Active

    $190,000

    1 bd · 1 ba · 1,000 sqft

    0 Rice Creek Rd, Winston, OR

    Starlight Turner · Starlight Realty

  • 3707 Willis Creek Rd — photoPrice Reduced30Active

    $250,000

    2 bd · 1 ba · 1,070 sqft

    3707 Willis Creek Rd, Winston, OR

    Michelle Kohlhoff · Sundance Realty LLC

  • 228 SE Estate Loop — photoPrice Reduced19Active

    $18,499

    2 bd · 1 ba · 1,022 sqft

    228 SE Estate Loop, Winston, OR

    Jason Mann · J Mann Realty

  • 340 SE Darrell Ave — photoPrice Reduced26Active

    $270,000

    3 bd · 1 ba · 1,000 sqft

    340 SE Darrell Ave, Winston, OR

    Aaron Stansbury · Keller Williams Realty Eugene and Springfield

  • 90 SE Darrell Ave — photoPrice Reduced15Active

    $205,000

    2 bd · 2 ba · 924 sqft

    90 SE Darrell Ave, Winston, OR

    Rebekah Sexauer · eXp Realty, LLC

  • Explore Winston homes

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    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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    Your local brokerage

    JJ

    Jeffrey J Jonas

    L. Custen Realty dba Realty.com

    Lic. #200709170

    Call Jeffrey

    Listing data & MLS disclosures

    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: 2026-09-22 07:25:21 UTC

    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

    August 2026

    Winston 12-month median sale price trend

    Selling at 99.0% of asking price

    Buyers here are paying below asking. MLS · 11 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 26, 2026

    Median sale price
    $318,000$244,765–$400,250 typical range
    Price per sq. ft.
    $218
    Sales
    14
    Paid in cash
    57.1%

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

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

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

    Year-over-year
    -15.1%

    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.