Winston, OR Homes

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  $200,000

  • Land
  • 4.26 Acres
  • $46,948 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

  

  Ashton Faas

  Different Better Real Estate

  (458) 217-1693

  

  0 Wil Way Unit 24292479, Winston, OR 97496
• Explore Winston

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  /9

  $1,275 per month

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • House for Rent

  160 Rose Ave, Winston, OR 97496

  Property Id: 6334192 BD 1 BTH vinyl wood plank flooring throughout, grassy fenced front yard. All utilities except power included (trash, sewer, water, and wifi!) It is located in front of our storage facility and across from the Winston Police Department. Small pet considered, credit check, background check and references required. Please fill out pre-screener on if interested. Email

  160 Rose Ave, Winston, OR 97496
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  $185,000 Sold Oct 06, 2025

  50 NE Ronald St, Winston, OR 97496

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1951

  Last Sold Summary

  • 1% Above List Price
  • $168/SF
  • 5 Days On Market

  Last Listing Agent Jody Tatone RE/MAX Integrity

  

  50 NE Ronald St, Winston, OR 97496
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  /28

  Est $373,863 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  400 Sunnyside Dr, Winston, OR 97496

  

  400 Sunnyside Dr, Winston, OR 97496
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  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,072 Sq Ft

  635 Wil Way, Winston, OR 97496

  One of a kind property that is a true gem. Panoramic views of the Abacela Vineyards, the Wildlife Safari, the beautiful city, and the stunning valleys. While being tucked away at the end of the road for extra privacy. Nestled on over 20 acres, this parcel adjoins the Wildlife Safari. Imagine watching exotic animals from your back yard! The home is a gorgeous 2019 build featuing many high quality

  

  Ashton Faas

  Different Better Real Estate

  (458) 232-3589

  

  635 Wil Way, Winston, OR 97496
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  /7

  $876 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  189 NW Glenhart Ave, Winston, OR 97496

  Rick Rivera Rental Housing Deals

  189 NW Glenhart Ave, Winston, OR 97496
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  $280,000 Sold Jan 24, 2025

  134 Reston Ave, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1980

  Last Sold Summary

  • $227/SF
  • 25 Days On Market

  Current Estimated Value $283,429

  Last Listing Agent Jerry Norman Oregon Life Homes

  

  134 Reston Ave, Winston, OR 97496
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  /19

  Est $241,276 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft

  520 NW Tumlin Ave, Winston, OR 97496

  

  520 NW Tumlin Ave, Winston, OR 97496
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  /28

  $375,000

  • Land
  • 7.4 Acres
  • $50,676 per Acre

  0 Wil Way Unit 24094727, Winston, OR 97496

  Rare investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Property has already been approved to be partitioned as either 2 larger parcels or a 28 lot subdivision! Currently no HOA or CC&Rs! Utilities conveniently are available nearby ready to be connected. The 2 parcels are also listed separately. Make an offer today before one or all

  

  Ashton Faas

  Different Better Real Estate

  (458) 310-3411

  

  0 Wil Way Unit 24094727, Winston, OR 97496
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  $165,000 Sold Jun 25, 2025

  600 SE Edgewood St, Winston, OR 97496

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $206/SF
  • 52 Days On Market

  Current Estimated Value $141,500

  Last Listing Agent Elisa Doudna Pacific Properties

  

  600 SE Edgewood St, Winston, OR 97496
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  /20

  Est $214,332 Not Listed For Sale

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

  891 SE Meadowood Dr, Winston, OR 97496

  

  891 SE Meadowood Dr, Winston, OR 97496
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  /15

  $200,000

  • Land
  • 3.14 Acres
  • $63,694 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

  

  Ashton Faas

  Different Better Real Estate

  (458) 224-5797

  

  0 Wil Way Unit 24278136, Winston, OR 97496
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  /20

  $178,000 Sold Jan 24, 2025

  780 Bushnell Dr, Winston, OR 97496

  • 1 Bed
  • 1 Bath
  • 2,000 Sq Ft
  • Built 1974

  Last Sold Summary

  • 13% Below List Price
  • $89/SF
  • 22 Days On Market

  Current Estimated Value $261,966

  Last Listing Agent Neil Hummel The Neil Company Real Estate

  

  780 Bushnell Dr, Winston, OR 97496
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  /26

  Est $364,452 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  149 Woodduck St, Winston, OR 97496

  

  149 Woodduck St, Winston, OR 97496
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  /36

  $439,000

  • 7 Beds
  • 4.5 Baths
  • 3,861 Sq Ft

  2414 Brockway Rd, Winston, OR 97496

  Opportunity awaits! Whether you’re a savvy investor seeking passive income, a large family looking for a multi-generational setup, or a single household wanting a home with the luxury of renting out additional units, this three-home property offers countless possibilities.Located on historic Brockway Road, the property spans .58 acres and is lined with mature trees and lush landscaping, creating

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  2414 Brockway Rd, Winston, OR 97496
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  /18

  $240,000 Sold Aug 15, 2025

  563 Medicine Wheel Way, Winston, OR 97496

  • 2 Beds
  • 1 Bath
  • 1,111 Sq Ft
  • Built 1978

  Last Sold Summary

  • 11% Below List Price
  • $216/SF
  • 10 Days On Market

  Current Estimated Value $222,512

  Last Listing Agent Shea Wheeler RE/MAX Integrity

  

  563 Medicine Wheel Way, Winston, OR 97496
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  /38

  Est $379,425 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft

  139 Quail Ct, Winston, OR 97496

  

  139 Quail Ct, Winston, OR 97496
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  $255,000

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

  308 NW Civil Bend Ave, Winston, OR 97496

  Welcome home to this 3-bedroom, 2-bath manufactured home on your own property in a quiet Winston neighborhood! Enjoy easy one-level living with laminate flooring throughout and vaulted ceilings that create an open, comfortable feel. The kitchen offers a pantry and built-in dishwasher for everyday convenience. Outside, you’ll find RV parking, a carport, a storage shed, and a fully fenced

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  308 NW Civil Bend Ave, Winston, OR 97496
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  $99,900 Sold Jul 14, 2025

  311 Bremner Ln, Winston, OR 97496

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2005

  Last Sold Summary

  • $84/SF
  • 34 Days On Market

  Last Listing Agent Cindi Mills RE/MAX Integrity

  

  311 Bremner Ln, Winston, OR 97496
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  /48

  Est $838,019 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,592 Sq Ft

  5335 Rice Creek Rd, Winston, OR 97496

  

  5335 Rice Creek Rd, Winston, OR 97496
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  /48

  $469,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  109 Citation Ct, Winston, OR 97496

  Welcome to 109 Citation Ct, a brand-new single-level home nestled in the highly sought-after Lookingglass Creek Estates subdivision in Winston, Oregon. This contemporary ranch-style residence offers 3 bedrooms, 2 bathrooms, and 1,770 sq. ft. of beautifully designed living space on a .20-acre lot with RV parking behind a private gate. Step inside to find luxury vinyl plank flooring, vaulted

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  109 Citation Ct, Winston, OR 97496
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  /46

  $290,000 Sold Jul 18, 2025

  400 SE Darrell Ave, Winston, OR 97496

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1940

  Last Sold Summary

  • 1% Above List Price
  • $242/SF
  • 36 Days On Market

  Current Estimated Value $278,458

  Last Listing Agent Sabrina Jorgensen Fathom Realty Oregon, LLC

  

  400 SE Darrell Ave, Winston, OR 97496
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  /34

  Est $285,821 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,108 Sq Ft

  270 NW Cary St, Winston, OR 97496

  

  270 NW Cary St, Winston, OR 97496
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  /45

  $66,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  125 SE Estate Loop, Winston, OR 97496

  Take in breathtaking views of Umpqua Valley and the surrounding mountains from this spacious manufactured home located in a welcoming 55+ community. Unwind on the large covered front porch. Featuring a metal roof, double-pane vinyl windows, and a sturdy concrete block foundation, this home offers lasting durability. Stay comfortable year-round with the newer heat pump installed in 2022.

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  125 SE Estate Loop, Winston, OR 97496
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  /27

  $407,000 Sold Dec 19, 2025

  631 SE Rose Ridge Dr, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2020

  Last Sold Summary

  • 5% Below List Price
  • $269/SF
  • 74 Days On Market

  Last Listing Agent Jacob Gilman The Neil Company Real Estate

  

  631 SE Rose Ridge Dr, Winston, OR 97496
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  /46

  Est $507,140 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,439 Sq Ft

  321 Wil Way, Winston, OR 97496

  

  321 Wil Way, Winston, OR 97496
• 

  

  /40

  $289,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  260 SW Ford Ave, Winston, OR 97496

  Welcome to 260 SW Ford Ave in the heart of Winston, OR — a beautifully remodeled single-level home offering comfort, style, and exceptional move-in readiness. Fresh exterior paint gives the home a crisp, modern look, while inside you’ll find waterproof luxury vinyl plank flooring in the main living areas—including the living room, kitchen, bonus room, and laundry room—paired with brand-new carpet

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  260 SW Ford Ave, Winston, OR 97496
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  /21

  $309,000 Sold Jan 23, 2025

  13748 Lookingglass Rd, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 2,149 Sq Ft
  • Built 1954

  Last Sold Summary

  • 3% Above List Price
  • $144/SF
  • 1 Day On Market

  Current Estimated Value $346,839

  Last Listing Agent Valynn Currie Currieco Real Estate

  

  13748 Lookingglass Rd, Winston, OR 97496
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  /44

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  127 Country Side Ln, Winston, OR 97496

  

  127 Country Side Ln, Winston, OR 97496
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  /42

  $375,000

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

  700 SE Tokay St, Winston, OR 97496

  Welcome to this inviting one level 3-bedroom, 2-bathroom home offering comfort, convenience, and modern touches throughout. Manicured front yard plus a manicured back yard that is completely fenced. The bright and open kitchen features stainless steel appliances and granite countertops, making meal prep a joy. Enjoy the ease of single-level living with a functional floor plan, perfect for both

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  700 SE Tokay St, Winston, OR 97496
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  /48

  $749,900 Sold Jun 30, 2025

  263 NE Brosi Orchard Rd, Winston, OR 97496

  • 4 Beds
  • 2.5 Baths
  • 2,358 Sq Ft
  • Built 2010

  Last Sold Summary

  • $318/SF
  • 7 Days On Market

  Current Estimated Value $744,841

  Last Listing Agent Chelsie Siemens Keller Williams Southern Oregon-Umpqua Valley

  

  263 NE Brosi Orchard Rd, Winston, OR 97496
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  /17

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  123 Twin Oaks Loop, Winston, OR 97496

  

  123 Twin Oaks Loop, Winston, OR 97496
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  /7

  $734,000

  • 4 Beds
  • 2.5 Baths
  • 2,362 Sq Ft

  1068 Rice Creek Rd, Winston, OR 97496

  This gated, 8.52-acre property is fenced and cross-fenced, offering plenty of country living space. This beautiful ranch-style home features updates, a newer roof, and recent interior and exterior paint. The gourmet kitchen includes double ovens and a walk-in pantry. The large living room features a fireplace. The huge primary bedroom includes a walk-in closet and a two-headed shower. One of the

  Greg Johnson G Stiles Realty

  1068 Rice Creek Rd, Winston, OR 97496
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  /9

  $130,000 Sold Jul 31, 2025

  250 SW Ford Ave, Winston, OR 97496

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft
  • Built 1953

  Last Sold Summary

  • 43% Below List Price
  • $128/SF
  • 178 Days On Market

  Current Estimated Value $173,796

  Last Listing Agent Dawn Trapalis Harcourts Integrity Team Real Estate Services, LLC.

  

  250 SW Ford Ave, Winston, OR 97496
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  Est $365,965 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,586 Sq Ft

  220 NE Rose Ridge Dr, Winston, OR 97496

  

  220 NE Rose Ridge Dr, Winston, OR 97496
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  /30

  $325,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  119 Lebleu Ln, Winston, OR 97496

  New home by Tabor Building. The "Pathfinder" floor plan features 1008 SF with 3 bedrooms, 2 baths, LVP flooring, and quartz countertops. Low maintenance landscaping and fenced

  Benjamin Tatone Roseburg Homes Realty

  

  119 Lebleu Ln, Winston, OR 97496
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  /41

  $98,000 Sold Aug 20, 2025

  110 NW Broc Dr, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1999

  Last Sold Summary

  • $76/SF
  • 25 Days On Market

  Last Listing Agent Anthony Beckham Different Better Real Estate

  

  110 NW Broc Dr, Winston, OR 97496
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  /34

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  224 NW Bree Dr, Winston, OR 97496

  

  224 NW Bree Dr, Winston, OR 97496
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  /21

  $250,000

  • Land
  • 27.09 Acres
  • $9,228 per Acre

  0 E Willis Creek Rd, Winston, OR 97496

  27.09 acres to build your dream home either on top of the property or in the valley. City water is available, and other utilities are accessible via a recorded easement. In photos, red boundary lines are approximate and buyer is to perform due diligence. All showings are to be with a licensed realtor. Please make note that this property is a combination of only R66808 & R66885. 0 E. Willis Creek

  Art Dillahay Oregon Life Homes

  

  0 E Willis Creek Rd, Winston, OR 97496
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  /35

  $264,000 Sold Dec 31, 2024

  711 SE Meadowood Dr, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $286/SF
  • 10 Days On Market

  Current Estimated Value $259,681

  Last Listing Agent Anthony Beckham Different Better Real Estate

  

  711 SE Meadowood Dr, Winston, OR 97496

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