12

Winston, OR Homes for Sale under $200,000

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  • 0 Wil Way Unit 24278136, Winston, OR 97496
    0 Wil Way Unit 24278136, Winston, OR 97496
    0 Wil Way Unit 24278136, Winston, OR 97496
    /15

    $185,000

    $90K PRICE DROP
    • Land
    • 3.14 Acres
    • $58,917 per Acre

    0 Wil Way Unit 24278136, Winston, OR 97496

    Great investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Faas Realty

    0 Wil Way Unit 24278136, Winston, OR 97496
  • 0 Wil Way Unit 24292479, Winston, OR 97496
    0 Wil Way Unit 24292479, Winston, OR 97496
    0 Wil Way Unit 24292479, Winston, OR 97496
    /15

    $185,000

    $90K PRICE DROP
    • Land
    • 4.26 Acres
    • $43,427 per Acre

    0 Wil Way Unit 24292479, Winston, OR 97496

    Unique investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Faas Realty

    0 Wil Way Unit 24292479, Winston, OR 97496
  • 111 SE Lebleu Ln, Winston, OR 97496
    111 SE Lebleu Ln, Winston, OR 97496
    111 SE Lebleu Ln, Winston, OR 97496
    /35

    $22,500

    • Land
    • 6,098 Sq Ft
    • $160,714 per Acre

    111 SE Lebleu Ln, Winston, OR 97496

    Developable residential lot zoned R1, offering a gentle slope and utilities available including electricity, sewer, and water. Enjoy a pleasant view overlooking nearby vineyards in the valley, providing a peaceful setting for your future home. Conveniently located within driving distance to the Umpqua River and Wildlife Safari, offering access to outdoor recreation and local attractions. Great

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    111 SE Lebleu Ln, Winston, OR 97496
  • 3541 Willis Creek Rd, Winston, OR 97496
    3541 Willis Creek Rd, Winston, OR 97496
    3541 Willis Creek Rd, Winston, OR 97496
    /21

    $150,000

    • Land
    • 10.56 Acres
    • $14,205 per Acre

    3541 Willis Creek Rd, Winston, OR 97496

    10.56 Acres Bordering Public Land Nestled at 3541 Willis Creek Rd, this 10.56-acre property offers a rare chance to own a slice of Oregon's natural beauty. With a newly cut-in road leading to a potential home site, you'll enjoy a stunning view of the valley-a perfect backdrop for your future home. The essentials are already in place: Community water with a meter installed near the south end

    Cliff Farley Mossy Oak Properties Oregon Field and Stream Realty

    3541 Willis Creek Rd, Winston, OR 97496
  • 740 Ireland Rd, Winston, OR 97496
    740 Ireland Rd, Winston, OR 97496
    740 Ireland Rd, Winston, OR 97496
    /10

    $199,000

    $36K PRICE DROP
    • Land
    • 42,253 Sq Ft
    • $205,155 per Acre

    740 Ireland Rd, Winston, OR 97496

    Peaceful Country Escape with Endless Potential! Just minutes from Winston, about 75 miles to the coast and close to Ben Irving Reservoir Area. Embrace the quiet country lifestyle on this beautiful 0.97-acre parcel, offering the perfect blend of rural tranquility and functional utility. Framed by gorgeous, views of the surrounding woods and mountains, this property is a blank canvas ready for your

    Cynthia Beach The Neil Company Real Estate

    740 Ireland Rd, Winston, OR 97496
  • 190 Twin Oaks Loop, Winston, OR 97496
    190 Twin Oaks Loop, Winston, OR 97496
    190 Twin Oaks Loop, Winston, OR 97496
    /31

    $88,950

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,215 Sq Ft

    190 Twin Oaks Loop, Winston, OR 97496

    Welcome to this cozy 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates. Situated in a quiet and well-maintained 55+ community in Winston, Oregon, this charming property offers the perfect blend of comfort and conveniences. This home features a spacious, functional open floor plan. The living room flows seamlessly into a modern kitchen, which comes complete with

    Kimberley Ferguson eXp Realty, LLC

    190 Twin Oaks Loop, Winston, OR 97496
  • 105 Stephanie Ct, Winston, OR 97496
    105 Stephanie Ct, Winston, OR 97496
    105 Stephanie Ct, Winston, OR 97496
    /35

    $160,000

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    105 Stephanie Ct, Winston, OR 97496

    Welcome home to this well-maintained single-level home offering comfort, convenience, and an inviting open-concept design. The spacious living area flows seamlessly into a beautifully appointed kitchen featuring abundant cabinet storage, a pantry, stainless steel appliances, and a large island perfect for meal prep, casual dining, or gathering with family and friends.Luxury vinyl plank flooring

    Tammi Ellison eXp Realty, LLC

    105 Stephanie Ct, Winston, OR 97496
  • 124 Country Side Ln, Winston, OR 97496
    124 Country Side Ln, Winston, OR 97496
    124 Country Side Ln, Winston, OR 97496
    /23

    $60,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    124 Country Side Ln, Winston, OR 97496

    Welcome home to this charming home located in a beautifully maintained 55+ community! With 3 bedrooms, 2 baths, and 1,296 sq. ft. of inviting living space, this home features vaulted ceilings, a bright open layout, and a manicured corner lot. The walk-through kitchen includes a breakfast bar, built-in microwave, stove, refrigerator, and a brand-new dishwasher. The spacious primary suite offers

    Jason Mann J Mann Realty

    124 Country Side Ln, Winston, OR 97496
  • 180 Twin Oaks Loop, Winston, OR 97496
    180 Twin Oaks Loop, Winston, OR 97496
    180 Twin Oaks Loop, Winston, OR 97496
    /43

    $99,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    180 Twin Oaks Loop, Winston, OR 97496

    WOW! Enjoy affordable living in the sought-after 55+ Twin Oaks community! This spacious 3-bedroom, 2-bath double-wide offers 1404 square feet of comfortable living space with a thoughtful split-bedroom floor plan and vaulted ceilings. The oversized living room flows into the dining area, where a built-in hutch adds both charm and extra storage. The kitchen features granite tile countertops,

    Anthony Beckham Different Better Real Estate

    180 Twin Oaks Loop, Winston, OR 97496
  • 0 Berry Creek Rd, Winston, OR 97496
    0 Berry Creek Rd, Winston, OR 97496
    0 Berry Creek Rd, Winston, OR 97496
    /4

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    0 Berry Creek Rd, Winston, OR 97496

    This private, level 4-acre parcel offers convenient access to Ben Irving Reservoir and is the perfect setting for recreation, relaxation, or a future getaway retreat. The property features a large natural meadow surrounded by 20-year-old Douglas fir reprod, creating a peaceful and secluded atmosphere. Adjacent to BLM land, it provides direct access to endless outdoor opportunities. Improvements

    Ryan Fox Berkshire Hathaway HomeServices Real Estate Professionals

    0 Berry Creek Rd, Winston, OR 97496
  • 228 Estate Loop, Winston, OR 97496
    228 Estate Loop, Winston, OR 97496
    228 Estate Loop, Winston, OR 97496
    /19

    $18,499

    $11K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,022 Sq Ft

    228 Estate Loop, Winston, OR 97496

    2 bed, 1 bath home in a desirable 55+ park featuring spacious living areas and a well-appointed kitchen with breakfast bar. Attached dining area includes built-ins for added storage and charm. Separate laundry room, plus a bathroom with walk-in shower for convenience. Outside features include covered porch, carport with attached storage area. Located close to shopping, dining, and other amenities.

    Jason Mann J Mann Realty

    228 Estate Loop, Winston, OR 97496
  • 0 Willis Creek Rd Unit 23389927, Winston, OR 97496
    0 Willis Creek Rd Unit 23389927, Winston, OR 97496
    0 Willis Creek Rd Unit 23389927, Winston, OR 97496
    /13

    $99,000

    $10K PRICE INCREASE
    • Land
    • 5.78 Acres
    • $17,128 per Acre

    0 Willis Creek Rd Unit 23389927, Winston, OR 97496

    One of the last vacant lots on Willis Creek Rd. .76 acres between roadway and the creek. 5.02 wooded acres up the hill that levels off to a rather flat area for building site. With a bit of road grading and building pad clearing. This location offers seclusion in the trees with views of the surrounding hills and valley.

    Thomas Gulan RE/MAX Integrity

    0 Willis Creek Rd Unit 23389927, Winston, OR 97496
Oregon Douglas County

Real Estate & Homes in Winston, OR under $200,000

Home Prices in Winston, OR

The median home sale price in Winston, OR is $325,000, down 4% year-over-year. Homes in Winston sell in 71 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$354,200
Median 2 Bedroom Sale Price
$243,750
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
12
Last 12 months Home Sales
64
Months of Supply
4.70
Median List Price
$373,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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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 Ten-X 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. 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.

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