Winston, OR Homes

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  /24

  Est $361,636 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft

  270 NE Jorgen St, Winston, OR 97496

  

  270 NE Jorgen St, Winston, OR 97496
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  /44

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  380 Sunnyside Dr, Winston, OR 97496

  Welcome home to this beautifully maintained, move-in ready 3-bedroom, 2-bath property featuring an open floor plan, vaulted ceilings, new LVP flooring, fresh paint, and plenty of storage. Located in a friendly, safe neighborhood with wonderful views. Enjoy the well-manicured, low-maintenance yard, private backyard, spacious deck, garden area, and greenhouse—perfect for families or retirees

  Brandy Holder Holder Realty

  380 Sunnyside Dr, Winston, OR 97496
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  /2

  $475,000 Sold Mar 14, 2025

  210 Danielle Dr, Winston, OR 97496

  • 3 Beds
  • 2.5 Baths
  • 2,124 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $224/SF
  • 0 Days On Market

  Current Estimated Value $482,187

  Last Listing Agent Veronica Gillespie eXp Realty, LLC

  

  210 Danielle Dr, Winston, OR 97496
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  /46

  Est $240,689 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,458 Sq Ft

  1731 Ireland Rd, Winston, OR 97496

  

  1731 Ireland Rd, Winston, OR 97496
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  /35

  $485,000 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
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  /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

  Last Listing Agent Dan Gandee Real Broker

  

  90 NE Darrell Ave, Winston, OR 97496
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  /29

  Est $362,217 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  2320 McNabb Creek Rd, Winston, OR 97496

  

  2320 McNabb Creek Rd, Winston, OR 97496
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  /8

  $2,125,000

  • Land
  • 15.05 Acres
  • $141,196 per Acre

  215 Parkinson Rd, Winston, OR 97496

  Lovely acreage on South Umpqua River. Zoned agriculture. Water rights from 1953. 44x60 barn has been partially renovated. Running water at barn. Use your imagination on the uses for this wonderful acreage on the river. Buyer to do all due diligence regarding every aspect of the property. Seller makes no disclosures.

  Nick Knight Knight Realty Group LLC

  

  215 Parkinson Rd, Winston, OR 97496
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  /23

  $467,000 Sold Apr 25, 2025

  295 Wil Way, Winston, OR 97496

  • 4 Beds
  • 2 Baths
  • 2,037 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Below List Price
  • $229/SF
  • 27 Days On Market

  Current Estimated Value $480,501

  Last Listing Agent Shahalie Evans Assist 2 Sell-Buyers & Sellers

  

  295 Wil Way, Winston, OR 97496
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  /46

  Est $316,000 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  6151 Willis Creek Rd, Winston, OR 97496

  

  6151 Willis Creek Rd, Winston, OR 97496
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  /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
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  /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
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  /30

  Est $445,157 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  4918 Willis Creek Rd, Winston, OR 97496

  

  4918 Willis Creek Rd, Winston, OR 97496
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  /17

  $302,500

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  600 SE Carrol St, Winston, OR 97496

  Charming, 3 bedroom, 2 bath home home. Large fenced corner lot. Come see it, you'll be pleased!

  Judith Zuver Winston Realty & Insurance

  

  600 SE Carrol St, Winston, OR 97496
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  /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 $344,016

  Last Listing Agent Beverly Heyer Safari Village Real Estate

  

  40 NW Cary St, Winston, OR 97496
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  /33

  Est $211,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  194 E Willis Creek Rd, Winston, OR 97496

  

  194 E Willis Creek Rd, Winston, OR 97496
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  /17

  $95,000

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

  241 Twin Oaks Loop, Winston, OR 97496

  NICE GOLDEN WEST MANUFACTURED HOME IN A 55+ PARK. HOME BUILT IN 1998. THREE BR, 2 BATH, WITH A CARPORT, STORAGE SHED/SHOP AND A RAMP FOR EASY ACCESS TO HOME. APPLIANCES IN HOME ARE INCLUDED. SPACE RENT OF $725/MO INCLUDES WATER, GARBAGE, & SEWER.COME SEE AND MAKE THIS YOUR NEW HOME.

  Roger Snyder Berkshire Hathaway HomeServices Real Estate Professionals

  

  241 Twin Oaks Loop, Winston, OR 97496
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  /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 $325,026

  Last Listing Agent Anthony Beckham Different Better Real Estate

  

  401 Sunnyside Dr, Winston, OR 97496
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  /24

  Est $469,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,022 Sq Ft

  414 E Willis Creek Rd, Winston, OR 97496

  

  414 E Willis Creek Rd, Winston, OR 97496
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  /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
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  /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

  Last Listing Agent Jacob Sanchez Next Generation Real Estate LLC

  

  240 Wil Way, Winston, OR 97496
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  /41

  Est $359,333 Not Listed For Sale

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

  920 Rice Creek Rd, Winston, OR 97496

  

  920 Rice Creek Rd, Winston, OR 97496
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  /10

  $159,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  9643 Old Highway 99 S, Winston, OR 97496

  NOW REDUCED $40000, 1.04 Acre, 550 sq ft block house, 2 septic's, 2 20'x 40' concrete slabs, city water, Corner lot, price reflex condition. bring hammer and nails. used for storage. new upgraded power box on 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
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  /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

  Last Listing Agent Judith Zuver Winston Realty & Insurance

  

  120 SW Brantley Dr, Winston, OR 97496
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  /26

  Est $280,881 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  522 Kent Creek Rd, Winston, OR 97496

  

  522 Kent Creek Rd, Winston, OR 97496
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  /47

  $342,500

  • 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
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  /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

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

  

  621 SE Rose Ridge Dr, Winston, OR 97496
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  /52

  Est $626,238 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  795 SE Thompson Ave, Winston, OR 97496

  795 SE Thompson Ave, Winston, OR 97496
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  /45

  $299,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,769 Sq Ft

  310 NW Lost Ln, Winston, OR 97496

  Freshly updated and move-in ready, this Winston home combines comfort, convenience, and charm in a desirable location. Featuring 4 bedrooms, 2 baths, and 1,769 sq ft of living space, this property sits on a corner lot along a tucked-away road, just a short stroll to Wildlife Safari and all the amenities Winston has to offer.Step inside to find a freshly painted interior, new carpeting, tile and

  Tammi Ellison eXp Realty, LLC

  

  310 NW Lost Ln, Winston, OR 97496
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  /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
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  /33

  Est $380,825 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  200 SE Shady Ln, Winston, OR 97496

  

  200 SE Shady Ln, Winston, OR 97496
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  /4

  $210,000

  • Land
  • 0.71 Acre
  • $295,775 per Acre

  0 SE Gregory Dr, Winston, OR 97496

  Ready to go multifamily with construction plans. See attached plans for 3 triplex buildings. Utilities are to property line. Water & sewer available. Great opportunity for a hard to find multifamily property. CLA for more information

  Larry KW Alberts Keller Williams Realty Eugene and Springfield

  

  0 SE Gregory Dr, Winston, OR 97496
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  /42

  $294,000 Sold Dec 19, 2025

  841 NW Lori St, Winston, OR 97496

  • 3 Beds
  • 1.5 Baths
  • 1,066 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Above List Price
  • $276/SF
  • 3 Days On Market

  Last Listing Agent Ashton Faas Different Better Real Estate

  

  841 NW Lori St, Winston, OR 97496
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  /38

  Est $271,781 Not Listed For Sale

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

  651 SE Thompson Ave, Winston, OR 97496

  

  651 SE Thompson Ave, Winston, OR 97496
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  /13

  $79,000 Pending

  • Land
  • 5.78 Acres
  • $13,668 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
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  /30

  $399,000 Sold May 09, 2025

  145 SE Lebleu Ln, Winston, OR 97496

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $199/SF
  • 143 Days On Market

  Current Estimated Value $398,052

  Last Listing Agent Nick Shivers KELLER WILLIAMS PORTLAND CENTRAL

  

  145 SE Lebleu Ln, Winston, OR 97496
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  /25

  Est $175,967 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  830 SE Thompson Ave, Winston, OR 97496

  

  830 SE Thompson 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
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  /2

  $62,500 Sold Dec 09, 2025

  320 5th St, Winston, OR 97496

  • Land
  • 0.36 Acre
  • $173,611 per Acre

  Last Sold Summary

  • 50% Below List Price
  • 80 Days On Market

  Last Listing Agent Beverly Beier G. Stiles Realty

  

  320 5th St, Winston, OR 97496
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  /29

  Est $184,818 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft

  710 SE Meadowood Dr, Winston, OR 97496

  

  710 SE Meadowood Dr, Winston, OR 97496

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