3,191

Winston, OR Homes

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  • /10

    $249,500

    • Land
    • 19,602 Sq Ft
    • $554,444 per Acre

    0 SW Main St, Winston, OR 97496

    Looking for a retail, office or hospitality location in Winston? This lot is strategically located near the intersection of Hwy 42 & Hwy 99 with easy access to I-5 and on the route to Oregon's coastal destinations! This lot is the best that Winston has to offer...

    Jody Tatone RE/MAX Integrity

    0 SW Main St, Winston, OR 97496
  • /6

    $110,000

    Sold Apr 13, 2026

    491 NW Douglas Blvd, Winston, OR 97496

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1955

    Last Sold Summary

    • 21% Below List Price
    • $95/SF
    • 42 Days On Market

    Current Estimated Value $136,573

    Last Listing Agent Jennifer Kramer RE/MAX Integrity

    491 NW Douglas Blvd, Winston, OR 97496
    • /47

      Est $378,475

      Not Listed For Sale

      330 Sunnyside Dr, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,588 Sq Ft
      • Built 2005
      330 Sunnyside Dr, Winston, OR 97496

      Last Sold Summary

      • 53 Days On Market

  • /29

    $399,900

    $29K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    241 SE Johnson St, Winston, OR 97496

    Almost-new two-story home offering 3 bedrooms, 2.1 baths, and 1,874 sq. ft. of comfortable living space, gently occupied for just two years. Enjoy both front and back porches—ideal for relaxing or entertaining. The kitchen features soft-close cabinets and a gas range, while the extra-large laundry/utility room adds everyday convenience. Additional features include ductless heating and A/C, a gas

    Mandy Parker Oregon Life Homes

    241 SE Johnson St, Winston, OR 97496
  • /45

    $309,000

    Sold Dec 31, 2025

    173 NE Main St, Winston, OR 97496

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Built 2007

    Last Sold Summary

    • $173/SF
    • 29 Days On Market

    Last Listing Agent Jennifer Kramer RE/MAX Integrity

    173 NE Main St, Winston, OR 97496
    • /43

      Est $331,494

      Not Listed For Sale

      198 NE Plum Ridge Dr, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,259 Sq Ft
      • Built 2005
      198 NE Plum Ridge Dr, Winston, OR 97496

      Last Sold Summary

      • 18 Days On Market

  • /48

    $1,199,900

    • 3 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    1349 Willis Creek Rd, Winston, OR 97496

    Quiet country living on private acreage! Offered for the first time ever, this exceptional estate presents a rare opportunity to own a truly special piece of the Pacific Northwest. Featuring two separate residences, this property is perfectly suited for multi-generational living, guest accommodations, or potential rental income. The primary home offers over 2,800 square feet of inviting living

    Jordan Anderson The Anderson Agency

    1349 Willis Creek Rd, Winston, OR 97496
  • /33

    $203,000

    Sold Dec 02, 2025

    90 NE Darrell Ave, Winston, OR 97496

    • 2 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $164/SF
    • 5 Days On Market

    Current Estimated Value $227,515

    Last Listing Agent Dan Gandee Real Broker

    90 NE Darrell Ave, Winston, OR 97496
    • /33

      Est $307,060

      Not Listed For Sale

      120 SE Park St, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1979
      120 SE Park St, Winston, OR 97496

      Last Sold Summary

      • 6 Days On Market

  • /48

    $454,000

    • 2 Beds
    • 1 Bath
    • 2,056 Sq Ft

    0 Rice Creek Rd, Winston, OR 97496

    100% off-grid living on your own 20-acre slice of paradise! Located within "The Ranch" - a close-knit homesteading community of like-minded landowners who each steward their own property while embracing a shared off-grid lifestyle. Just 25 minutes southwest of Winston, Oregon, this property is accessed via a gated 4-mile gravel road through BLM and private timberlands. The resilient home features

    Aaron Cherry Oregon Life Homes

    0 Rice Creek Rd, Winston, OR 97496
  • /47

    $310,000

    Sold Nov 20, 2025

    190 SE Darrell Ave, Winston, OR 97496

    • 3 Beds
    • 2.5 Baths
    • 1,355 Sq Ft
    • Built 2025

    Last Sold Summary

    • $229/SF
    • 3 Days On Market

    Last Listing Agent Jennifer Kramer RE/MAX Integrity

    190 SE Darrell Ave, Winston, OR 97496
    • /35

      Est $345,236

      Not Listed For Sale

      151 SW Civil Bend Ave, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,377 Sq Ft
      • Built 1979
      151 SW Civil Bend Ave, Winston, OR 97496

      Last Sold Summary

      • 47 Days On Market

  • /24

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,343 Sq Ft

    202 NE Plum Ridge Dr, Winston, OR 97496

    In the heart of Winston, this easy care, single level rancher is ready for your own personal touches. Vaulted ceilings, French doors, low maintenance yard. Close to Wildlife Safari, shopping, parks, and recreation. Call to arrange your private viewing, today!

    Thomas Gulan RE/MAX Integrity

    202 NE Plum Ridge Dr, Winston, OR 97496
  • /33

    $340,000

    Sold Aug 25, 2025

    40 NW Cary St, Winston, OR 97496

    • 4 Beds
    • 2.5 Baths
    • 1,798 Sq Ft
    • Built 1956

    Last Sold Summary

    • 9% Below List Price
    • $189/SF
    • 215 Days On Market

    Current Estimated Value $348,625

    Last Listing Agent Beverly Heyer Safari Village Real Estate

    40 NW Cary St, Winston, OR 97496
    • /24

      Est $361,684

      Not Listed For Sale

      270 NE Jorgen St, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,704 Sq Ft
      • Built 2003
      270 NE Jorgen St, Winston, OR 97496

      Last Sold Summary

      • 80 Days On Market

  • /35

    $475,000

    $20K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    800 Byron Creek Rd, Winston, OR 97496

    Welcome to this charming country home set on over 5 acres of flat, usable land with Firewise Certification for peace of mind. The well maintained 3 bedroom with 1.5 bathrooms. Home is move-in ready, some of the furniture can be included with the right offer. House has a heat pump, pellet stove, generator, flooring- all done in last 4 years. The propane 22k generator automatically powers the home

    Rebekah Sexauer eXp Realty, LLC

    800 Byron Creek Rd, Winston, OR 97496
  • /40

    $320,000

    Sold Jul 03, 2025

    401 Sunnyside Dr, Winston, OR 97496

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft
    • Built 2004

    Last Sold Summary

    • 14% Below List Price
    • $233/SF
    • 113 Days On Market

    Current Estimated Value $340,319

    Last Listing Agent Anthony Beckham Different Better Real Estate

    401 Sunnyside Dr, Winston, OR 97496
    • /46

      Est $231,566

      Not Listed For Sale

      1731 Ireland Rd, Winston, OR 97496

      • 4 Beds
      • 1 Bath
      • 1,458 Sq Ft
      • Built 1973
      1731 Ireland Rd, Winston, OR 97496

      Last Sold Summary

      • 51 Days On Market

  • /27

    $357,900

    $14K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,433 Sq Ft

    380 Sunnyside Dr, Winston, OR 97496

    Welcome to 380 Sunnyside! This move-in-ready 3-bedroom, 2-bath home offers comfort, quality updates, and everyday convenience. Vaulted ceilings and peaceful territorial views create a bright, open feel from the moment you step inside.Recent upgrades include fresh interior paint, brand-new LVP flooring, and a newly built spacious deck, giving the home a modern look without the new construction

    Chase Lee eXp Realty, LLC

    380 Sunnyside Dr, Winston, OR 97496
  • /32

    $489,500

    Sold Dec 04, 2025

    240 Wil Way, Winston, OR 97496

    • 3 Beds
    • 2 Baths
    • 2,186 Sq Ft
    • Built 2023

    Last Sold Summary

    • 8% Below List Price
    • $224/SF
    • 164 Days On Market

    Current Estimated Value $493,519

    Last Listing Agent Jacob Sanchez Next Generation Real Estate LLC

    240 Wil Way, Winston, OR 97496
    • /48

      Est $366,269

      Not Listed For Sale

      660 Byron Creek Rd, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,808 Sq Ft
      • Built 1993
      660 Byron Creek Rd, Winston, OR 97496

      Last Sold Summary

      • 51 Days On Market

  • /48

    $495,000

    $130K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    624 Willis Creek Rd, Winston, OR 97496

    This rare riverfront horse property on the South Umpqua River is not to be missed! The home features a brand new 600 sq. ft. deck overlooking the property and river, new roof,a centrally located wood stove that heats the entire house, and is tucked away off the road for privacy. Horse facilities include an arena, barn, multiple stalls, and pasture. Additional amenities include an orchard,

    Nancy Kruger Keller Williams Southern Oregon-Umpqua Valley

    624 Willis Creek Rd, Winston, OR 97496
  • /17

    $270,000

    Sold Nov 07, 2025

    120 SW Brantley Dr, Winston, OR 97496

    • 3 Beds
    • 2 Baths
    • 1,678 Sq Ft
    • Built 1945

    Last Sold Summary

    • 23% Below List Price
    • $161/SF
    • 96 Days On Market

    Current Estimated Value $283,875

    Last Listing Agent Judith Zuver Winston Realty & Insurance

    120 SW Brantley Dr, Winston, OR 97496
    • /48

      Est $456,202

      Not Listed For Sale

      7950 Upper Olalla Rd, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,393 Sq Ft
      • Built 1974
      7950 Upper Olalla Rd, Winston, OR 97496

      Last Sold Summary

      • 31 Days On Market

  • /2

    $220,000

    • Land
    • 40 Acres
    • $5,500 per Acre

    0 Willis Creek Rd Unit 124013990, Winston, OR 97496

    Exceptional Farm Forest–zoned timber property offers both natural beauty and strong investment potential. A recent professional timber cruise, inventory, and valuation completed by Resource Management Services highlights the value of this well-managed stand. Timber prices fluctuate but as of March, the net timber value is estimated at $174,749, consisting primarily of healthy, marketable Doug

    Craig Warmouth Berkshire Hathaway HomeServices Real Estate Professionals

    0 Willis Creek Rd Unit 124013990, Winston, OR 97496
  • /27

    $325,000

    Sold Mar 16, 2026

    291 SE Shigley St, Winston, OR 97496

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $161/SF
    • 42 Days On Market

    Current Estimated Value $339,392

    Last Listing Agent Valynn Currie Currieco Real Estate

    291 SE Shigley St, Winston, OR 97496
    • /29

      Est $477,339

      Not Listed For Sale

      2320 McNabb Creek Rd, Winston, OR 97496

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 1995
      2320 McNabb Creek Rd, Winston, OR 97496

      Last Sold Summary

      • 12 Days On Market

  • /8

    $590,000

    • Land
    • 4.77 Acres
    • $123,690 per Acre

    350 View Point Terrace, Winston, OR 97496

    Excellent investment opportunity! 31 platted lots prime for development in the growth seeking city of Winston! This early 1980's subdivision is prominently located next to a newer construction community to strengthen the potential development value. Pacific Power just confirmed power is available! Call Winston city manager with all your building/development questions as he will accommodate all

    Michael Fischer Oregon Life Homes

    350 View Point Terrace, Winston, OR 97496
  • /46

    $393,000

    Sold Nov 13, 2025

    621 SE Rose Ridge Dr, Winston, OR 97496

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $243/SF
    • 113 Days On Market

    Current Estimated Value $403,377

    Last Listing Agent Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    621 SE Rose Ridge Dr, Winston, OR 97496
    • /46

      Est $359,000

      Not Listed For Sale

      6151 Willis Creek Rd, Winston, OR 97496

      • 3 Beds
      • 1.5 Baths
      • 1,488 Sq Ft
      • Built 1979
      6151 Willis Creek Rd, Winston, OR 97496

      Last Sold Summary

      • 23 Days On Market

  • /47

    $342,500

    $47K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,434 Sq Ft

    10 SE Kegler Ave, Winston, OR 97496

    Set on a full acre at the edge of town, this property blends flexibility, functionality, and a 1,200 sq ft shop that’s hard to ignore! The 3-bedroom, 1-bath home includes an oversized living room with exposed wood accents and rustic-style posts that bring a bit of texture and charm. Heating and cooling are handled with ductless systems, and there’s a gas fireplace to keep things cozy. The kitchen

    Anthony Beckham Different Better Real Estate

    10 SE Kegler Ave, Winston, OR 97496
  • /31

    $79,000

    Sold Jul 10, 2025

    155 NW Broc Dr, Winston, OR 97496

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 1999

    Last Sold Summary

    • 12% Below List Price
    • $61/SF
    • 28 Days On Market

    Last Listing Agent Rachel Sturdevant eXp Realty, LLC

    155 NW Broc Dr, Winston, OR 97496
    • /33

      Est $210,000

      Not Listed For Sale

      194 E Willis Creek Rd, Winston, OR 97496

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1979
      194 E Willis Creek Rd, Winston, OR 97496

      Last Sold Summary

      • 49 Days On Market

  • /42

    $524,900

    $124K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,431 Sq Ft

    605 Deerwood Ct, Winston, OR 97496

    This custom-built Passive Solar home, constructed in 1979, offers a rare blend of timeless beauty, retro charm, and thoughtful modern updates. This Passive Solar home is thoughtfully designed to work with the sun and climate, providing comfort, efficiency, and sustainability without relying heavily on mechanical systems. Ideally located near local river recreation and just a short drive to the

    Lisa Ollivant RE/MAX Integrity

    605 Deerwood Ct, Winston, OR 97496
  • /42

    $365,000

    Sold Apr 23, 2026

    209 NE Rose Ridge Dr, Winston, OR 97496

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $217/SF
    • 6 Days On Market

    Current Estimated Value $366,978

    Last Listing Agent Anthony Beckham Different Better Real Estate

    209 NE Rose Ridge Dr, Winston, OR 97496
    • /24

      Est $488,000

      Not Listed For Sale

      414 E Willis Creek Rd, Winston, OR 97496

      • 3 Beds
      • 2.5 Baths
      • 2,022 Sq Ft
      • Built 1978
      414 E Willis Creek Rd, Winston, OR 97496

      Last Sold Summary

      • 48 Days On Market

  • /33

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    165 Collins Rd, Winston, OR 97496

    Welcome to this adorable 3 bedroom, 2 bath home nestled in the beautiful Umpqua Valley! Conveniently located near schools, award-winning wineries, and the world famous Wildlife Safari, this home offers the ideal balance of comfort and convenience. This 2018 built home has tall ceilings, open-concept living, a fully fenced, spacious backyard and is all on one level. Inside, you'll find granite

    Marisa Turnbow All-Pro Realty Advisors, LLC

    165 Collins Rd, Winston, OR 97496
  • /21

    $314,549

    Sold May 26, 2026

    591 SE Carrol St, Winston, OR 97496

    • 4 Beds
    • 3 Baths
    • 1,782 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Above List Price
    • $177/SF
    • 2 Days On Market

    Current Estimated Value $187,726

    Last Listing Agent Peter Wilson Gorilla Realty, LLC

    591 SE Carrol St, Winston, OR 97496
    • /22

      Est $265,110

      Not Listed For Sale

      326 Rice Creek Rd, Winston, OR 97496

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1970
      326 Rice Creek Rd, Winston, OR 97496

      Last Sold Summary

      • 393 Days On Market

  • /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

Showing Results 161 - 200, Page 5 of 18

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