Winston, OR Homes

• 

  

  /2

  Call for Price

  • Land
  • 160 Acres

  0 Diamond Rock Rd Unit 727456026, Winston, OR 97496

  160± acre Diamond Rock Road Recreation and Timber Tract is located within Umpqua National Forest, six miles south of South Umpqua River community of Tiller, and two miles from Drew at County Road 1. Diamond Rock Road (FS3201 Road) provides access to Drew, and continues through the Tract south, to both private and USFS lands. The entire Tract was impacted by 2015 Stouts Fire, and was replanted

  John Rosenthal Realty Marketing / Northwest

  

  0 Diamond Rock Rd Unit 727456026, Winston, OR 97496
• 

  

  

  /22

  $355,000 Sold Feb 07, 2025

  21 SE Edwards Ave, Winston, OR 97496

  • 1,176 Sq Ft
  • Built 1951

  Last Sold Summary

  • 3% Below List Price
  • $302/SF
  • 87 Days On Market

  Current Estimated Value $347,492

  Last Listing Agent Wayne Spicer The Neil Company Real Estate

  

  21 SE Edwards Ave, Winston, OR 97496
• 

  

  

  /40

  Est $433,720 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  285 SE Logan St, Winston, OR 97496

  

  285 SE Logan St, Winston, OR 97496
• 

  

  

  /20

  $500,000

  • 3 Beds
  • 1.5 Baths
  • 2,026 Sq Ft

  308 Helweg Rd, Winston, OR 97496

  Prime 12.91-acre agricultural property zoned (FC) Exclusive Farm Use-Cropland with 10 acres of primary pond and supplemental river irrigation rights (priority date 1983). This land is perfectly positioned for a profitable homestead, organic farm, or u-pick business. Previously used for hay production and livestock, the soil and water offer a solid foundation for success. The existing home and

  Aaron Cherry Oregon Life Homes

  

  308 Helweg Rd, Winston, OR 97496
• 

  

  

  /21

  $345,000 Sold Jan 02, 2025

  342 NW Teal St, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $241/SF
  • 32 Days On Market

  Current Estimated Value $361,378

  Last Listing Agent Kurt Clements ListWithFreedom.com

  

  342 NW Teal St, Winston, OR 97496
• 

  

  /13

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  212 NW Bree Dr, Winston, OR 97496

  

  212 NW Bree Dr, Winston, OR 97496
• 

  

  /27

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft

  120 SE Edwards Ave, Winston, OR 97496

  Welcome to this 3-bedroom, 2-bath single-level custom home. Thoughtfully designed with comfort and functionality in mind, this 1,421 sq ft residence offers a spacious open-concept layout, vaulted ceilings, and abundant natural light throughout. The kitchen features wood cabinetry, stainless steel appliances, and a breakfast bar perfect for casual meals or entertaining guests. The primary suite is

  Jerry Norman Oregon Life Homes

  

  120 SE Edwards Ave, Winston, OR 97496
• 

  

  /10

  $245,000 Sold Mar 17, 2025

  51 NW Snow Ave, Winston, OR 97496

  • 2 Beds
  • 1 Bath
  • 956 Sq Ft
  • Built 1950

  Last Sold Summary

  • 7% Above List Price
  • $256/SF
  • 5 Days On Market

  Current Estimated Value $241,235

  Last Listing Agent Mandy Parker Oregon Life Homes

  

  51 NW Snow Ave, Winston, OR 97496
• 

  

  /38

  Est $435,739 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,412 Sq Ft

  50 SW Civil Bend Ave, Winston, OR 97496

  

  50 SW Civil Bend Ave, Winston, OR 97496
• 

  

  /37

  $395,000 Pending

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

  5979 Willis Creek Rd, Winston, OR 97496

  Check out this comfortable double wide located on 12+ acres only minutes from Winston, Or and Interstate 5. You'll be impressed by the 6 car garage with large attached heated shop complete with permanent stairs for impressive attic storage! The pasture adjacent to the home is fenced and ready for your farm animals. Complete with a well for irrigation, fruit trees and a stick built utility

  Jody Tatone RE/MAX Integrity

  

  5979 Willis Creek Rd, Winston, OR 97496
• 

  

  /22

  $112,000 Sold Apr 01, 2025

  338 NW Broc Dr, Winston, OR 97496

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

  Last Sold Summary

  • 6% Below List Price
  • $86/SF
  • 32 Days On Market

  Last Listing Agent Rachel Sturdevant eXp Realty, LLC

  

  338 NW Broc Dr, Winston, OR 97496
• 

  

  /23

  Est $240,199 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,746 Sq Ft

  1047 Oregon 42, Winston, OR 97496

  

  1047 Oregon 42, Winston, OR 97496
• 

  

  /36

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  301 NW Midway St, Winston, OR 97496

  AMAZING INVESTMENT OPPORTUNITY!!! Cosmetic fixer upper features 3 Bedrooms, 2 baths, 2 car garage, spacious lot nearly half an acre & fully fenced with outbuildings. Tons of parking for RV's, cars or other toys. Central heat, indoor laundry room & vinyl windows. Bring your tools, your ideas & your cash!!

  Tracy Grubbs eXp Realty, LLC

  

  301 NW Midway St, Winston, OR 97496
• 

  

  /7

  $150,000 Sold Aug 08, 2025

  0 Ireland Rd, Winston, OR 97496

  • Land
  • 32.74 Acres
  • $4,582 per Acre

  Last Sold Summary

  • 15% Above List Price
  • 89 Days On Market

  Last Listing Agent Daniel Siler Engel & Volkers West Portland

  

  0 Ireland Rd, Winston, OR 97496
• 

  

  /3

  Not Listed For Sale

  0 NW Civil Bend Ave Unit 24521552, Winston, OR 97496

  

  0 NW Civil Bend Ave Unit 24521552, Winston, OR 97496
• 

  

  /35

  $142,500

  • 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
• 

  

  /21

  $355,000 Sold Sep 18, 2025

  595 SE Parkway Dr, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $263/SF
  • 8 Days On Market

  Current Estimated Value $359,551

  Last Listing Agent Jacob Gilman The Neil Company Real Estate

  

  595 SE Parkway Dr, Winston, OR 97496
• 

  

  /48

  Est $746,336 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,564 Sq Ft

  6910 Upper Olalla Rd, Winston, OR 97496

  

  6910 Upper Olalla Rd, Winston, OR 97496
• 

  

  /32

  $575,000

  • 4 Beds
  • 3 Baths
  • 2,660 Sq Ft

  102 Sarah Bear Ln, Winston, OR 97496

  Stately quality 4 br 3 bath home, real wood floors, 2 gas fireplaces, central vac, top quality custom elegant crown molding. Formal dining, gourmet kitchen, over sized gazebo/pergola, colored stamped concrete, sprinkler system, fenced manicured private backyard with raised beds. Has new astro turf for low maintenance, covered patio. The gourmet kitchen has granite, pantry, new gas appliances,

  Valynn Currie Currieco Real Estate

  

  102 Sarah Bear Ln, Winston, OR 97496
• 

  

  /48

  $469,900 Sold Apr 16, 2025

  117 Citation Ct, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,679 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Above List Price
  • $280/SF
  • 16 Days On Market

  Current Estimated Value $483,122

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

  

  117 Citation Ct, Winston, OR 97496
• 

  

  /45

  Est $424,413 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  291 SE Kara St, Winston, OR 97496

  

  291 SE Kara St, Winston, OR 97496
• 

  

  /23

  $99,500

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

  124 Country Side Ln, Winston, OR 97496

  Welcome home to this charming home located in a beautifully maintained 55+ community! With 3 bedrooms, 2 baths, and 1,296 sq. ft. of inviting living space, this home features vaulted ceilings, a bright open layout, and a manicured corner lot. The walk-through kitchen includes a breakfast bar, built-in microwave, stove, refrigerator, and a brand-new dishwasher. The spacious primary suite offers

  Jason Mann J Mann Realty

  

  124 Country Side Ln, Winston, OR 97496
• 

  

  /10

  $255,000 Sold Nov 12, 2025

  829 Raleigh Dr, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $197/SF
  • 1 Day On Market

  Last Listing Agent Kayla Wehe Lamonte Real Estate Professionals

  

  829 Raleigh Dr, Winston, OR 97496
• 

  

  /11

  Not Listed For Sale

  0 Wil Way Unit 24000784, Winston, OR 97496

  

  0 Wil Way Unit 24000784, Winston, OR 97496
• 

  

  /38

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  210 NW Timothy Ave, Winston, OR 97496

  Extremely nice 1999 triple-wide on a beautiful corner lot. Features 3 bedrooms, 2 baths with a large kitchen, living, and family rooms. There is also a gas fireplace, new heat pump, and an extra large 2-car garage. Outside has a covered deck, patio, mature landscaping, and fenced yard with sprinkler and drip system.

  John McVeigh The Neil Company Real Estate

  

  210 NW Timothy Ave, Winston, OR 97496
• 

  

  /23

  $110,000 Sold Oct 16, 2025

  260 NE Darrell Ave, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft
  • Built 1989

  Last Sold Summary

  • 19% Below List Price
  • $80/SF
  • 24 Days On Market

  Last Listing Agent Lacey Williams Trueblood Real Estate

  

  260 NE Darrell Ave, Winston, OR 97496
• 

  

  /22

  Est $324,950 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  109 NW Woodland Dr, Winston, OR 97496

  

  109 NW Woodland Dr, Winston, OR 97496
• 

  

  /25

  $249,000

  • 3 Beds
  • 1 Bath
  • 994 Sq Ft

  350 SE Park St, Winston, OR 97496

  Perfect home for a first-time buyer or an excellent investment opportunity! Situated on a large corner lot in a desirable neighborhood within walking distance to the city park. This move-in-ready home features beautiful kitchen cabinets and a versatile storage/she shed. Don’t miss out on this great opportunity!

  Michael Brown Oregon Life Homes

  

  350 SE Park St, Winston, OR 97496
• 

  

  /41

  $650,000 Sold Aug 08, 2025

  1260 Ireland Rd, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • Built 2016

  Last Sold Summary

  • 35% Below List Price
  • $250/SF
  • 89 Days On Market

  Current Estimated Value $639,731

  Last Listing Agent Daniel Siler Engel & Volkers West Portland

  

  1260 Ireland Rd, Winston, OR 97496
• 

  

  /18

  Est $309,965 Not Listed For Sale

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

  220 NW Timothy Ave, Winston, OR 97496

  

  220 NW Timothy Ave, Winston, OR 97496
• 

  

  /45

  $309,900 Pending

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

  173 NE Main St, Winston, OR 97496

  Welcome to this beautiful 3-bedroom, 2-bath home offering 1,782 sq. ft. of comfortable living space on a generous .36-acre lot in the heart of Winston. This property combines open, inviting living spaces with practicality and charm — perfect for those who value both comfort and convenience. This home features a bright and spacious great room with a fireplace, vaulted ceiling, and skylight,

  Jennifer Kramer RE/MAX Integrity

  

  173 NE Main St, Winston, OR 97496
• 

  

  /35

  $465,000 Sold Jul 15, 2025

  271 Woodland Dr, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft
  • Built 1965

  Last Sold Summary

  • $265/SF
  • 22 Days On Market

  Current Estimated Value $457,844

  Last Listing Agent Patrice Glasscock Walt Gayner Real Estate

  

  271 Woodland Dr, Winston, OR 97496
• 

  

  /16

  Est $329,395 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,295 Sq Ft

  692 SE Lenore St, Winston, OR 97496

  692 SE Lenore St, Winston, OR 97496
• 

  

  /48

  $748,000

  • 3 Beds
  • 2.5 Baths
  • 1,845 Sq Ft

  1470 E Willis Creek Rd, Winston, OR 97496

  Build a second home? 3 tax lots. 80+5+5 acres each & one of the 5-acre lots is buildable! Connected to city water with a 2500 reserve tank. Nestled on 90 acres of private land, this stunning 3-bedroom, 2.5-bath log home offers the perfect retreat for those seeking tranquility and connection with nature. The main home is a masterpiece of rustic craftsmanship, featuring soaring vaulted ceilings,

  Rhonda Marshall Knipe Realty ERA Powered

  

  1470 E Willis Creek Rd, Winston, OR 97496
• 

  

  /20

  $1,230,000 Sold Oct 16, 2025

  Unlisted Address

  • Land
  • 609.6 Acres
  • $2,018 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 786 Days On Market

  Last Listing Agent Tim Snyder Berkshire Hathaway HomeServices Real Estate Professionals

  

  Unlisted Address
• 

  

  /13

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  280 NW Bree Dr, Winston, OR 97496

  

  280 NW Bree Dr, Winston, OR 97496
• 

  

  /27

  $375,000

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

  291 SE Shigley St, Winston, OR 97496

  Contemporary custom 2014 sq ft. tri level home on .21 acre level lot. Has 8x24 green house, deck, hot tub, new furnace, new solar system paid for. Range, refrigerator, dishwasher, freezer, washer dryer included. Quality built home, double garage, RV parking. Views of mountains. Park around the corner. Estate sale. Motivated seller. Needs cosmetics but excellent bones.

  Valynn Currie Currieco Real Estate

  

  291 SE Shigley St, Winston, OR 97496
• 

  

  /43

  $317,000 Sold Mar 13, 2025

  198 NE Plum Ridge Dr, Winston, OR 97496

  • 3 Beds
  • 2 Baths
  • 1,259 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $252/SF
  • 18 Days On Market

  Current Estimated Value $322,365

  Last Listing Agent Jennifer Kramer RE/MAX Integrity

  

  198 NE Plum Ridge Dr, Winston, OR 97496
• 

  

  /37

  Est $438,702 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  122 Citation Ct, Winston, OR 97496

  

  122 Citation Ct, Winston, OR 97496
• 

  

  /49

  $700,000

  • 2 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  9740 Upper Olalla Rd, Winston, OR 97496

  Country setting 29.80 acres, Chalet-style home, 2304 sqft , 2 BR ( could be 3 BR) 2.5 BA. LR has a fireplace with woodstove insert and massive natural stone chimney. Good size kitchen, laundry room with extra sink. Merchantable timber, access to Seneca timber and BLM land for horseback riding, mushroom hunting, ATV's and hiking. Beautiful mountain views, year-round Olalla Creek with water right

  Thuy Chrestenson KNIPE REALTY ERA POWERED

  

  9740 Upper Olalla Rd, Winston, OR 97496

Showing Results 81 - 120, Page 3 of 18