10

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

    • 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

    Different Better Real Estate

    (458) 224-5797

    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

    • 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

    Different Better Real Estate

    (458) 217-1693

    0 Wil Way Unit 24292479, Winston, OR 97496
  • 221 NW Bree Dr, Winston, OR 97496
    221 NW Bree Dr, Winston, OR 97496
    221 NW Bree Dr, Winston, OR 97496
    /23

    $119,000

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft

    221 NW Bree Dr, Winston, OR 97496

    Meticulously maintained 3-bedroom, 2-bath manufactured home located in a quiet and private all-ages co-op community with a low $449 monthly space rent, including water and sewer. Built in 1998, this home offers a functional and inviting layout with a split-bedroom design and a separate family/media room just off the main living area, providing flexibility for everyday living or entertaining. The

    Brenda Smith Stellar Realty Northwest

    221 NW Bree Dr, Winston, OR 97496
  • 157 NW Bree Dr, Winston, OR 97496
    157 NW Bree Dr, Winston, OR 97496
    157 NW Bree Dr, Winston, OR 97496
    /39

    $160,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    157 NW Bree Dr, Winston, OR 97496

    Pride of ownership shows in this 3 bedroom, 2 bath manufactured home in an all-ages park with low space rent. This one is truly move-in ready with a lot of the big stuff already done—newer roof, water heater, appliances, and even a shed for extra storage. The layout just makes sense with good living space, tons of natural light, and a separate office that works great for working from home or

    Anthony Beckham Different Better Real Estate

    157 NW Bree Dr, Winston, OR 97496
  • 1580 Winston Section Rd, Winston, OR 97496
    1580 Winston Section Rd, Winston, OR 97496
    1580 Winston Section Rd, Winston, OR 97496
    /11

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    1580 Winston Section Rd, Winston, OR 97496

    This 3-bedroom, 2-bathroom "fixer upper" sits on a peaceful 0.18-acre corner lot, offering a quiet atmosphere and beautiful mountain views right from your doorstep. While the home is ready for interior renovation, the floor plan features three bedrooms, two bathrooms, laundry room, large kitchen, creating a cozy feeling once restored. A standout is the 576 sqft detached garage/shop, where half

    Cynthia Beach The Neil Company Real Estate

    1580 Winston Section Rd, Winston, OR 97496
  • 101 NE Darrell Ave, Winston, OR 97496
    101 NE Darrell Ave, Winston, OR 97496
    101 NE Darrell Ave, Winston, OR 97496
    /15

    $180,000

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    101 NE Darrell Ave, Winston, OR 97496

    Charming affordable singlewide manufacture home on .18 of an acre, located on a corner lot. This 2 bedroom, 1 bath home has a covered front porch and back deck with a chain link fenced yard. Storage shed and off street parking.

    Nancy Wood Oregon Life Homes

    101 NE Darrell Ave, Winston, OR 97496
  • 463 SE Gregory Dr, Winston, OR 97496
    463 SE Gregory Dr, Winston, OR 97496
    463 SE Gregory Dr, Winston, OR 97496
    /15

    $149,900

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft

    463 SE Gregory Dr, Winston, OR 97496

    1993 manufactured home with addition. Has 1130 sq ft with deck. On .21 acre lot. 3 br 2 baths. Includes range, refrig, microwave, dishwasher, trash compactor, washer/dryer. Assumable VA loan. Has playhouse and storage building.

    Valynn Currie Currieco Real Estate

    463 SE Gregory Dr, Winston, OR 97496
  • 180 Twin Oaks Loop, Winston, OR 97496
    180 Twin Oaks Loop, Winston, OR 97496
    180 Twin Oaks Loop, Winston, OR 97496
    /21

    $127,000

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

    180 Twin Oaks Loop, Winston, OR 97496

    application and park requirements, No other fees to HOA except basic space rent 604$+121$ w/s/g Property Listing: 180 Twin Oaks Loop, Winston, OR Renovated 3-Bedroom,2-Bathroom Double Wide in 55+ Community Welcome to this beautifully renovated 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates, a quiet and well-maintained 55+ community in Winston, OR. This

    Raymond Coburn eXp Realty, LLC

    180 Twin Oaks Loop, Winston, OR 97496
  • 740 Ireland Rd, Winston, OR 97496
    740 Ireland Rd, Winston, OR 97496
    740 Ireland Rd, Winston, OR 97496
    /18

    $199,000

    • Land
    • 0.97 Acre
    • $205,155 per Acre

    740 Ireland Rd, Winston, OR 97496

    Country living at its finest! Septic, well, power installed and ready for use. Property also includes a 30x40 carport/RV cover with an enclosed 16x30 shop area and a partially finished 13x32 shed that could be finished into living area! Large pump house with roll up door for extra storage and plenty of room for a garden or a new home!

    Adrienne Fotopoulos North County Realty

    740 Ireland Rd, 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
Oregon Douglas County Winston

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

Home Trends in Winston, OR

On average, homes in Winston, OR sell after 81 days on the market compared to the national average of 55 days. The median sale price for homes in Winston, OR over the last 12 months is $325,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$355,000
Average Price Per Sq Ft
$228
Number of Homes for Sale
15
Last 12 months Home Sales
64
Months of Supply
2.80
Median List Price
$372,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Winston, you'll find a diverse selection of properties with 10 homes for sale under $200,000, catering to budget-conscious buyers seeking affordable housing solutions. Whether you're a first-time homebuyer in search of a cozy starter home or an investor eyeing a promising opportunity, these affordable homes provide a gateway into the real estate market in Winston, OR.

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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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