Douglas, OR Homes

• 

  

  

  /23

  $467,000 Sold Apr 25, 2025

  • 2,037 Sq Ft
  • $229/SF
  • 27 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2017

  295 Wil Way, Winston, OR 97496

  A beautiful home currently available in Safari Estates. This custom-built home, constructed by Shelby & Miguelena Construction, offers an open-concept living space with 2025 square feet, 4 generous bedrooms, and 2 luxurious baths. The expansive great room features LVP flooring, and the 2-car garage includes a convenient RV space next to it. The kitchen and baths showcase elegant granite counters,

  Shahalie Evans Assist 2 Sell-Buyers & Sellers

  

  295 Wil Way, Winston, OR 97496
• 

  

  

  /43

  Est $314,784 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  189 SE Darrell Ave, Winston, OR 97496

  

  189 SE Darrell Ave, Winston, OR 97496
• 

  

  

  /34

  $278,000

  • 3 Beds
  • 1 Bath
  • 1,085 Sq Ft

  224 5th St, Winston, OR 97496

  Charming 3-Bedroom Home on Oversized Lot – Perfect for Entertaining! Discover comfort and charm in this updated 3-bedroom, 1-bath home situated on an expansive .36-acre lot with a spacious backyard designed for entertaining, you’ll love spending time outdoors under the beautiful custom built covered porch—perfect for enjoying your morning coffee or relaxing in the evening. Step inside to find

  Terri LeVasseur J Mann Realty

  

  224 5th St, Winston, OR 97496
• 

  

  

  /29

  $338,000 Sold Apr 24, 2025

  • 1,250 Sq Ft
  • $270/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2015

  750 SE Tokay St, Winston, OR 97496

  This modern starter home or investment property is the perfect blend of style, function, and low-maintenance living. Recently rented at $1900 per month, it’s a great opportunity for first-time buyers or investors looking for a hassle-free addition to their portfolio. The home features a sleek kitchen with granite countertops, stainless steel appliances, and a contemporary mix of carpet and dark

  Nataly Mattox RE/MAX Integrity

  

  750 SE Tokay St, Winston, OR 97496
• 

  

  

  /26

  Est $390,618 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,740 Sq Ft

  205 Lebleu Ln, Winston, OR 97496

  

  205 Lebleu Ln, Winston, OR 97496
• 

  

  /20

  $328,500

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

  120 SW Brantley Dr, Winston, OR 97496

  Charming 3 bedroom, 2 bath home with attached 2 car garage & multiple outbuildings. Large cement patio with lots of outdoor living area. Sits on a large lot, (over 3/5ths of an acre) with lots of fruit trees & room to roam! Must see to appreciate this lovely home!

  Judith Zuver Winston Realty & Insurance

  

  120 SW Brantley Dr, Winston, OR 97496
• 

  

  /20

  $125,000 Sold Apr 23, 2025

  • 924 Sq Ft
  • $135/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1988

  870 SE Thompson Ave, Winston, OR 97496

  Charming single-level home on a .17-acre lot, located in the quiet town of Winston! Enjoy 2 nice size bedrooms and an updated bathroom. Living area is light and bright with huge windows. Efficient kitchen features tons of storage and a new range and hood fan. Large driveway is great for guests and RV parking. Property includes a large storage room, and a separate storage shed. The backyard is

  JENNIFER COOK Berkshire Hathaway HomeServices NW Real Estate

  

  870 SE Thompson Ave, Winston, OR 97496
• 

  

  /29

  Not Listed For Sale

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

  139 Twin Oaks Loop, Winston, OR 97496

  

  139 Twin Oaks Loop, Winston, OR 97496
• 

  

  /6

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,257 Sq Ft

  185 Lebleu Ln, Winston, OR 97496

  Welcome home to this well maintained single-story home with a modern floorplan, featuring an inviting open-concept layout designed for both comfort and privacy. The spacious primary bedroom includes an attached bathroom, offering a private retreat. The living room features a gas fireplace, perfect for relaxing evenings. Step outside to enjoy unrestricted views of nature from the backyard,

  Kurt Delahooke Keller Williams Realty Eugene and Springfield

  

  185 Lebleu Ln, Winston, OR 97496
• 

  

  /15

  $180,000 Sold Apr 22, 2025

  • 972 Sq Ft
  • $185/SF
  • 142 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  315 Degnath Gateway Ln, Winston, OR 97496

  Serene and picturesque 6.6 acre parcel with stunning panoramic views of the mountains and valley! Brand NEW 225' WELL with a pump that produces 8 GPM!! Septic in place. PLUS a NEW 200 Amp electric service. Your own private oasis just outside Winston. Enjoy the SEASONAL CREEK and the peaceful abundance of privacy and wildlife. Close to hunting, fishing, hiking and Ben Irving Reservoir.

  Amy Dean Amy Dean Real Estate, Inc.

  

  315 Degnath Gateway Ln, Winston, OR 97496
• 

  

  /32

  Not Listed For Sale

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

  1939 Byron Creek Rd, Winston, OR 97496

  

  1939 Byron Creek Rd, Winston, OR 97496
• 

  

  /25

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,167 Sq Ft

  1090 E Willis Creek Rd, Winston, OR 97496

  Secluded private 2167 sq ft 3 br 2 bath contemporary home on 9.81 acres. Has open beam ceilings, wood stove, barn, wood shop, 2 gar garage. Garden area, city water, creek. Mostly level property. Charming kitchen with large pantry and skylight, ample dining room overlooking the garden and yard. Living room has bay window and room to entertain. Covered parking for boat or RV.

  Valynn Currie Currieco Real Estate

  

  1090 E Willis Creek Rd, Winston, OR 97496
• 

  

  /35

  $289,000 Sold Apr 17, 2025

  • 1,395 Sq Ft
  • $207/SF
  • 22 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  250 NW Glenhart Ave, Winston, OR 97496

  Darling home in very good condition. Kitchen is bright and open with granite counters, and a newer sink and faucet. The range and fridge are included in sale. The dining room features a glass sliding door to access the back yard. The living room is roomys a big picture window. Three bedrooms and a Jack n Jill bath with door to hall and master bedroom. Everything is very nicely maintained and

  Marilyn Kittelman Cutting Edge Real Estate

  

  250 NW Glenhart Ave, Winston, OR 97496
• 

  

  /33

  Est $441,283 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft

  736 Byron Creek Rd, Winston, OR 97496

  

  736 Byron Creek Rd, Winston, OR 97496
• 

  

  /19

  $60,000

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  119 Oak Leaf Ln, Winston, OR 97496

  Small but mighty! This well-maintained 384 sq ft home, built in 2021, offers a comfortable and convenient living space in a peaceful 55+ community. Featuring laminate flooring throughout, the home includes a cozy bedroom and a bright, functional bathroom. Washer and dryer hookups are available for added convenience, and a private storage unit provides extra space for your belongings. Spacious

  Cindi Mills RE/MAX Integrity

  

  119 Oak Leaf Ln, Winston, OR 97496
• 

  

  /48

  $469,900 Sold Apr 16, 2025

  • 1,679 Sq Ft
  • $280/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  117 Citation Ct, Winston, OR 97496

  Brand-new construction in the desirable Lookingglass Creek Estates subdivision! This thoughtfully designed home features an open floor plan with high-end finishes throughout. The kitchen boasts beautiful soft-close cabinets, quartz countertops, a pantry, and waterproof luxury vinyl plank flooring. The spacious primary suite offers a walk-in closet, double sinks, and an ensuite with a step-in

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  117 Citation Ct, Winston, OR 97496
• 

  

  /28

  Est $363,679 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  370 Sunnyside Dr, Winston, OR 97496

  

  370 Sunnyside Dr, Winston, OR 97496
• 

  

  /47

  $377,500

  • 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
• 

  

  /29

  $309,000 Sold Apr 11, 2025

  • 1,728 Sq Ft
  • $179/SF
  • 104 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  241 Timothy Ave, Winston, OR 97496

  Looking for a home that combines space, functionality, and convenience? This generously sized manufactured home is the perfect blend of comfort and practicality. Featuring both a living room and a family room, the great room concept creates a seamless flow for entertaining or relaxing. The kitchen stands out with its central island, ideal for meal prep, casual dining, or gathering with loved

  Nataly Mattox RE/MAX Integrity

  

  241 Timothy Ave, Winston, OR 97496
• 

  

  /25

  Est $363,714 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  237 NE Plum Ridge Dr, Winston, OR 97496

  

  237 NE Plum Ridge Dr, Winston, OR 97496
• 

  

  /48

  $749,000

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

  1068 Rice Creek Rd, Winston, OR 97496

  Gated 8.5 acres country living, fenced X Fenced, beautiful ranch style updated home. Newer roof, newer paint in and out, gourmet kitchen w/DBL ovens & cooking pantry, large living room with fireplace, huge primary bedroom with walk in closet 2 headed shower & 3 nice sized bedrooms, one bedroom can be use for office space. 36x40 Shop with office & 1/2 bath & extra garage with tool room. City

  Joan Smith G. Stiles Realty

  

  1068 Rice Creek Rd, Winston, OR 97496
• 

  

  /27

  $259,900 Sold Apr 01, 2025

  • 1,088 Sq Ft
  • $239/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1994

  415 NW Apollo Ct, Winston, OR 97496

  Great home ready for a little TLC for a lot of sweat equity! This sweet little 3 bed/1bath house on a quiet cut-de-sac is perfect for your personal touch and upgrades. Backyard and deck offer lovely views of the valley. The 2 car garage in addition to the double deep driveway provides ample parking. Don’t miss this diamond in the rough with so much potential!

  Bob Lamonte Lamonte Real Estate Professionals

  

  415 NW Apollo Ct, Winston, OR 97496
• 

  

  /47

  Est $374,243 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  330 Sunnyside Dr, Winston, OR 97496

  

  330 Sunnyside Dr, Winston, OR 97496
• 

  

  /5

  $92,000

  • Land
  • 0.64 Acre
  • $143,750 per Acre

  873 SE Edgewood St, Winston, OR 97496

  0.64 Acre Buildable Lot zoned RR. Out of flood plain. At the end of a quiet dead St. Buyer to do all due diligence to verify buildability. Has not been septic approved.

  Nick Knight Knight Realty Group LLC

  

  873 SE Edgewood St, Winston, OR 97496
• 

  

  /15

  $185,000 Sold Apr 01, 2025

  • 1,180 Sq Ft
  • $157/SF
  • 33 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  260 SW Ford Ave, Winston, OR 97496

  Great investment property! 3 Bedroom/1 Bath with family room, mini-split ductless HVAC system, newer roof on home, large fenced front and back yards, and double-pane vinyl windows. This home has been mostly painted inside and outside but needs some touch-up. New carpet is in home but installation needs to be completed. Some additional work is needed to make this a perfect starter home.

  Debra Moore Currieco Real Estate

  

  260 SW Ford Ave, Winston, OR 97496
• 

  

  /35

  Est $360,286 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  151 SW Civil Bend Ave, Winston, OR 97496

  

  151 SW Civil Bend Ave, Winston, OR 97496
• 

  

  /47

  $335,000

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

  231 NE Darrell Ave, Winston, OR 97496

  Great location with a custom built one level home located on .39 of an acre at the end of the road in Winston with City Services! Home built in 1981 with approximately 1,374 square feet, 3 bedrooms and 2 full bathrooms, primary bedroom and bathroom has a walk-in closet and slider door to deck, nice Kitchen with oodles of oak cabinets, lots of counter space, plus a pantry, Living room has

  Cynthia Johnson Johnson Group Real Estate, LLC

  

  231 NE Darrell Ave, Winston, OR 97496
• 

  

  /22

  $112,000 Sold Apr 01, 2025

  • 1,300 Sq Ft
  • $86/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  338 NW Broc Dr, Winston, OR 97496

  Discover the perfect blend of style and comfort in this tastefully remodeled home, situated in an all-age community park with affordable rent! This three-bedroom, two-bathroom home has been meticulously updated by a retired custom home designer and builder, showcasing custom standards throughout.The residence features new waterproof engineered wood flooring across most areas, with plush carpeting

  Rachel Sturdevant eXp Realty, LLC

  

  338 NW Broc Dr, Winston, OR 97496
• 

  

  /20

  Est $259,782 Not Listed For Sale

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

  51 NE Darrell Ave, Winston, OR 97496

  

  51 NE Darrell Ave, Winston, OR 97496
• 

  

  /41

  $870,000

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  375 Porter Creek Rd, Winston, OR 97496

  Discover the perfect blend of vineyard lifestyle and modern comfort in this beautifully updated 41-acre estate, nestled in the heart of Oregon’s Umpqua Valley AVA. Surrounded by timber, a year-round creek, and a seasonal pond, this scenic retreat offers privacy, natural beauty, and endless potential.At the heart of the property is a spacious 3,000 sq ft home featuring four large bedrooms and

  Lorrie Normann Triple Oaks Realty LLC

  

  375 Porter Creek Rd, Winston, OR 97496
• 

  

  /14

  $222,000 Sold Mar 21, 2025

  • 752 Sq Ft
  • $295/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  111 SE Grape Ave, Winston, OR 97496

  Cute bungalow on a HUGE lot has been completely updated and is ready for a new owner. Thoughtful updates make this house live larger than its size. Vaulted ceilings, LVT flooring, new kitchen, and new fixtures throughout make this a low maintenance, turn-key home for your buyers. There is enough room on this lot to possibly build an ADU or a second home and make this the ADU. Buyer to do due

  Stephen Erving Premiere Property Group, LLC

  

  111 SE Grape Ave, Winston, OR 97496
• 

  

  /25

  Est $242,749 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  31 NW Jorgen St, Winston, OR 97496

  

  31 NW Jorgen St, Winston, OR 97496
• 

  

  /23

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,668 Sq Ft

  551 NW T St, Winston, OR 97496

  Charming, beautifully updated, move-in-ready home in Winston! The perfect blend of turn key and affordability. Fresh, modern flooring, kitchen, bath, light fixtures and fun finishes give this home its clean aesthetic while the lovely fireplace and mid century details add warmth and character. New roof, new ductless ac units up and downstairs and so much more! Don’t miss this gem!

  Bob Lamonte Lamonte Real Estate Professionals

  

  551 NW T St, Winston, OR 97496
• 

  

  /48

  $355,000 Sold Mar 21, 2025

  • 1,808 Sq Ft
  • $196/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  660 Byron Creek Rd, Winston, OR 97496

  Discover nature's privacy tucked away on your very own 5 acres! Step inside and you'll be greeted with a dedicated family & living room with vaulted ceilings and cozy wood burning fireplace. Dining room connects to a large insulated sun porch with exterior entry. Kitchen adorned with tile countertops and complimented with a stone tile backsplash. There is no scarcity when it comes to cabinet

  Felicia Mondragon Keller Williams Realty Eugene and Springfield

  

  660 Byron Creek Rd, Winston, OR 97496
• 

  

  /24

  Est $379,572 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
• 

  

  /21

  $150,000

  • Land
  • 11 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
• 

  

  /5

  $295,000 Sold Mar 19, 2025

  • 1,608 Sq Ft
  • $183/SF
  • 150 Days On Market

  • Built 1978

  53 SE Darrell Ave, Winston, OR 97496

  What an opportunity! Live in 1 unit and rent out the other or turn it back in to a 1600 plus sq ft single family residence. This 2 unit duplex was a total "studs out" remodel back in 2018. Each unit is a 2 bedroom 1 bath and were nicely redone with new roof, new kitchens, bathrooms, flooring and paint inside and out. Large .25 acre flag lot with carport and storage shed. Great rental history and

  Joe Hajos Berkshire Hathaway HomeServices Real Estate Professionals

  

  53 SE Darrell Ave, Winston, OR 97496
• 

  

  /32

  Est $543,699 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,374 Sq Ft

  2181 Ireland Rd, Winston, OR 97496

  

  2181 Ireland Rd, Winston, OR 97496
• 

  

  /39

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,835 Sq Ft

  151 Sherry St, Winston, OR 97496

  Step into this charming 1965 Ranch-style home, nestled in a peaceful neighborhood on a generous double lot in the heart of Winston, Oregon. With 3 bedrooms, 1.5 bathrooms, and a large, fully fenced corner lot, this property offers both privacy and convenience. This home boasts ample storage space throughout, with built-in shelving and closets to keep your living areas tidy. The cozy and airy

  RaNae Sams Oregon Life Homes

  

  151 Sherry St, Winston, OR 97496
• 

  

  /10

  $245,000 Sold Mar 17, 2025

  • 956 Sq Ft
  • $256/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  51 NW Snow Ave, Winston, OR 97496

  Charming 2-Bedroom Home with XL Shop – Prime Winston Location! Perfect for those seeking a balance of comfort and functionality this 956 sq. ft. property offers a warm and inviting living space with plenty of natural light. Recent updates include a brand-new roof and new flooring, ensuring a fresh and move-in-ready feel. The standout feature of this home is the extra-large 18x40x12 shop, perfect

  Mandy Parker Oregon Life Homes

  

  51 NW Snow Ave, Winston, OR 97496

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