10

Winston, OR Homes for Sale under $200,000

Section Image Section Image
  • 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
  • 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
  • 112 Twin Oaks Loop, Winston, OR 97496
    112 Twin Oaks Loop, Winston, OR 97496
    112 Twin Oaks Loop, Winston, OR 97496
    /35

    $139,900

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

    112 Twin Oaks Loop, Winston, OR 97496

    WOW! BRAND NEW 2025 manufactured home in the tidy senior living 55+ Twin Oaks community! This 3-bed, 2-bath home features an open floor plan with a large kitchen island, stainless steel appliances, and modern finishes throughout. The primary suite includes double sinks and a walk-in shower. Covered carport and storage shed add convenience. Space rent $725/month and includes water, sewer, and

    Anthony Beckham Different Better Real Estate

    112 Twin Oaks Loop, Winston, OR 97496
  • 491 NW Douglas Blvd, Winston, OR 97496
    491 NW Douglas Blvd, Winston, OR 97496
    491 NW Douglas Blvd, Winston, OR 97496
    /6

    $139,900

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    491 NW Douglas Blvd, Winston, OR 97496

    This commercially zoned home and shop is in a very high traffic location and is ready for your business! This is a very busy part of Winston and Douglas St turns into Hwy 42. The home is a fixer upper with some areas gutted. There is a nice shop with an adjustable crane/hoist inside. Live where you work on this piece of level commercial property!

    Jennifer Kramer RE/MAX Integrity

    491 NW Douglas Blvd, 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

    $137,000

    • 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
  • 434 NW Broc Dr, Winston, OR 97496
    434 NW Broc Dr, Winston, OR 97496
    434 NW Broc Dr, Winston, OR 97496
    /36

    $142,000

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

    434 NW Broc Dr, Winston, OR 97496

    Fleetwood manufactured home built in 2024, located in Rosewood Mobile Home Park, an all-ages homeowners co-op. This well-maintained home offers a functional open floor plan with 3 bedrooms and 2 bathrooms. The property includes a carport, a 10x10 storage shed, and a yard area for outdoor enjoyment. Space rent is $449 per month and includes water and sewer. The co-op structure provides resident

    Bryan Jorgensen The Neil Company Real Estate

    434 NW Broc Dr, Winston, OR 97496
  • 9643 Old Highway 99 S, Winston, OR 97496
    9643 Old Highway 99 S, Winston, OR 97496
    9643 Old Highway 99 S, Winston, OR 97496
    /10

    $149,000

    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    9643 Old Highway 99 S, Winston, OR 97496

    1.04 Acre, 550 sq ft block house, 2 septic's, 2 20'x 40' concrete slabs, city water, Corner lot, price reflex condition. block building gutted, used for storage. new upgraded power box at pole for easy connect Bring your 5th wheel while you restore or build new. Flat easy in and out, backs up to Umpqua River (200 ft frontage) with deeded water rights. great possibilities here

    Beverly Walters Gold Standard Realty

    9643 Old Highway 99 S, Winston, OR 97496
  • 110 SE Darrell Ave, Winston, OR 97496
    110 SE Darrell Ave, Winston, OR 97496
    110 SE Darrell Ave, Winston, OR 97496
    /22

    $184,999

    • 2 Beds
    • 1 Bath
    • 735 Sq Ft

    110 SE Darrell Ave, Winston, OR 97496

    BRAND NEW ROOF IN 2025 AND REDUCED PRICE! Cute updated 2 bedroom home with small utility room. Kitchen with newer appliances. Brand New Roof and hot water heater and recently updated flooring, interior and exterior paint. Living room offers gas heater and a front bonus area. Partially fenced yard with garden shed in back. Nice corner lot with driveway. Call for your showing today!

    Lacey Williams Trueblood Real Estate

    110 SE Darrell Ave, 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 65 days on the market compared to the national average of 53 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
$341,250
Average Price Per Sq Ft
$230
Number of Homes for Sale
23
Last 12 months Home Sales
64
Months of Supply
4.30
Median List Price
$359,900
Median Change From 1st List Price
2%
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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group