Newest Homes for Sale in Winston, OR

• 

  

  

  /39

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  2409 Ireland Rd, Winston, OR 97496

  Discover the endless possibilities of this serene retreat in the sought-after Camas Valley/10 Mile area. Nestled on a gorgeous, private parcel featuring a blend of towering trees and open pasture, this property offers the perfect balance of seclusion and utility. The existing 1979 manufactured home is well-equipped with 3 spacious bedrooms, 2 bathrooms, a dedicated laundry room, a durable metal

  Jenny Forbes Pacific Properties

  

  2409 Ireland Rd, Winston, OR 97496
• Explore Winston

• 

  

  

  /7

  $152,000

  • 1 Bed
  • 1 Bath
  • 978 Sq Ft

  31 SE Darrell Ave, Winston, OR 97496

  Small home on large lot. 1 bedroom, 1 bath home. Could be made into a 2 bedroom by adding a doorway & closet to room off of the living area. Has great investment potential. Lot has possibility to be divided into more than one lot! Buyer to do their due diligence as to such.

  Judith Zuver Winston Realty & Insurance

  

  31 SE Darrell Ave, Winston, OR 97496
• 

  

  

  /27

  $287,000

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

  151 NE Plum Ridge Dr, Winston, OR 97496

  Spacious 4 bedroom, 3 bath home located in the Plum Ridge neighborhood of Winston. 1512 sq ft with a functional floor plan, open living and dining area, and generous bedroom sizes. Detached 2-car garage and fenced yard provide added utility and storage. Bring your tools and get ready to build equity with this light-fix opportunity. Home is in need of repairs and updating and is being sold in

  Tiffanie Frasier Keller Williams Southern Oregon-Umpqua Valley

  

  151 NE Plum Ridge Dr, Winston, OR 97496
• 

  

  

  /21

  $180,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  751 SE Meadowood Dr, Winston, OR 97496

  1995 Double-wide manufactured home on a good sized lot in Winston. Not perfect but a lot of home for the money. Central heat and air conditioning, carport and lots of room for a garden. A great home for the money. Affordable living, close to park and community center.

  Timothy A Smith RE/MAX Integrity

  

  751 SE Meadowood Dr, Winston, OR 97496
• 

  

  

  /38

  $220,000

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

  871 SE Meadowood Dr, Winston, OR 97496

  Double-wide home on a great fenced lot with excellent potential. The home is in need of some repairs and updates, and is priced accordingly. Strong upside for the right buyer looking for value and space. Perfect for investors or buyers ready to roll up their sleeves and make it their own. Sold as-is

  

  Wyndee Konopaski

  Keller Williams Southern Oregon-Umpqua Valley

  (458) 313-2442

  

  871 SE Meadowood Dr, Winston, OR 97496
• 

  

  /20

  $230,000

  • 2 Beds
  • 1 Bath
  • 1,323 Sq Ft

  381 SE Gregory Dr, Winston, OR 97496

  Seize this opportunity with this charming single-story 1948 ranch style home boasting 2 bedrooms, 1 bath, and about 1,323 sq ft of living space on a generous 0.61-acre lot. Surrounded by mature trees and offering a peaceful, rural-suburban feel in the heart of Douglas County. This mid-century gem features timeless details like a prominent brick chimney, large picture windows for natural light,

  Nile Stark RE/MAX Integrity

  

  381 SE Gregory Dr, Winston, OR 97496
• 

  

  /6

  $139,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  491 NW Douglas Blvd, Winston, OR 97496

  This commercially zoned home and shop is in a very high traffic location and is ready for your business! This is a very busy part of Winston and Douglas St turns into Hwy 42. The home is a fixer upper with some areas gutted. There is a nice shop with an adjustable crane/hoist inside. Live where you work on this piece of level commercial property!

  Jennifer Kramer RE/MAX Integrity

  

  491 NW Douglas Blvd, Winston, OR 97496
• 

  

  /29

  $415,000

  • 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
• 

  

  /47

  $268,000

  • 3 Beds
  • 2 Baths
  • 1,249 Sq Ft

  430 SE Carrol St, Winston, OR 97496

  Beautifully updated 3-bedroom, 2-bath Craftsman-style home situated on a corner lot in a charming small town. The home features a great open floor plan with a dedicated dining area, highlighted by a beautiful custom maple eating bar that adds unique character and warmth. The spacious living room showcases brand-new laminate flooring and a cozy pellet stove, providing comfort and relaxation during

  Elena Mackey eXp Realty, LLC

  

  430 SE Carrol St, Winston, OR 97496
• 

  

  /41

  $649,000

  • 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
• 

  

  /19

  $88,500

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

  235 Twin Oaks Loop, Winston, OR 97496

  Cozy residence that's located in the 55+ Winston Twin Oaks Mobile Estates community! This manufactured double-wide home offers three bedrooms and 2 baths, with features including a spacious primary bedroom and bath, large living room, dining area, kitchen with appliances, laundry room, and a carport with shed. Space rent includes water, sewer, and garbage, for $725 a month (there is an

  Kimberly Krebs Stellar Realty Northwest

  

  235 Twin Oaks Loop, Winston, OR 97496
• 

  

  /36

  $142,000

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

  434 NW Broc Dr, Winston, OR 97496

  Fleetwood manufactured home built in 2024, located in Rosewood Mobile Home Park, an all-ages homeowners co-op. This well-maintained home offers a functional open floor plan with 3 bedrooms and 2 bathrooms. The property includes a carport, a 10x10 storage shed, and a yard area for outdoor enjoyment. Space rent is $449 per month and includes water and sewer. The co-op structure provides resident

  Bryan Jorgensen The Neil Company Real Estate

  

  434 NW Broc Dr, Winston, OR 97496
• 

  

  /32

  $220,000

  • Land
  • 14.5 Acres
  • $15,172 per Acre

  0 Old Highway 99 S, Myrtle Creek, OR 97457

  Discover a rare opportunity to own 14.5 acres of picturesque farm and agricultural land along the beautiful South Umpqua River. This gently sloping pasture offers a stunning blend of open green pasture, mature trees, and river front, creating a peaceful and scenic setting in every direction.Enjoy sweeping views of the surrounding mountains, tranquil river frontage, and lush countryside—an ideal

  Christina Castle-Rey Hybrid Real Estate

  

  0 Old Highway 99 S, Myrtle Creek, OR 97457
• 

  

  /23

  $55,000

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  119 Oak Leaf Ln, Winston, OR 97496

  Affordable living in a quiet 55+ community! This cozy 1-bedroom, 1-bath manufactured home offers a functional layout and easy, low-maintenance living. The kitchen comes equipped with a free-standing range and refrigerator, both included in the sale. Located in a peaceful, well-kept neighborhood with a friendly community atmosphere. Conveniently situated near local amenities while maintaining a

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  119 Oak Leaf Ln, Winston, OR 97496
• 

  

  /37

  $359,900

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

  110 Teresa Ln, Winston, OR 97496

  Welcome home to this beautifully maintained single-level residence in the sought-after Creekside Meadows neighborhood of Winston. Built in 2018, this light-filled 3-bedroom, 2-bath home offers 1,290 square feet of thoughtfully designed living space with an open, easy-flow floor plan ideal for both everyday living and entertaining. Vinyl flooring runs throughout the home, complementing the modern

  TAYLOR CAMPBELL Urban Pacific Real Estate

  

  110 Teresa Ln, Winston, OR 97496
• 

  

  /31

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  270 Sabrina Ln, Winston, OR 97496

  Tucked away in the peaceful countryside of Douglas County, this unique 8-acre property offers the perfect blend of self-sufficiency, privacy, and convenience—just a 15-minute drive from Winston, Oregon. The two-story home features approximately 1,050 square feet of comfortable living space, surrounded by nature and open skies that create a true sense of seclusion.The land is thoughtfully equipped

  Robinson Parker Oregon Life Homes

  

  270 Sabrina Ln, Winston, OR 97496
• 

  

  /48

  $550,000

  • 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
• 

  

  /18

  $272,000

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

  151 Sherry St, Winston, OR 97496

  Charming 3 bedroom (possibly 4 bedroom), 2 bath home with lots of storage & room to roam! Large, fenced corner lot & covered patio for outdoor enjoyment. With a little TLC, this home could sparkle again.

  Judith Zuver Winston Realty & Insurance

  

  151 Sherry St, Winston, OR 97496
• 

  

  /35

  $139,900

  • 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
• 

  

  /42

  $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
• 

  

  /19

  $358,000

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

  380 Sunnyside Dr, Winston, OR 97496

  Move-in ready home with vaulted ceilings and peaceful territorial views, ideal for buyers seeking comfort, simplicity, and outdoor enjoyment. This well-maintained 3-bedroom, 2-bath home offers fresh interior paint, new LVP flooring, an open and functional floor plan, and generous storage throughout. Step outside to a private, low-maintenance backyard with a spacious deck, garden area, and

  Brandy Holder Holder Realty

  380 Sunnyside Dr, Winston, OR 97496
• 

  

  /45

  $66,000

  • 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
• 

  

  /44

  $709,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  411 Woodland Dr, Roseburg, OR 97471

  Discover a lifestyle rooted in fresh air, room to roam, and time spent outside. This two-story ranch sits above sweeping views of Abacela Vineyard and offers Lookingglass Creek frontage with irrigation rights, K-line system, and pump already in place. Enjoy your own private swimming hole, raised-bed fenced garden, and greenhouse—perfect for growing, tinkering, and staying active year-round.The

  Nataly Mattox RE/MAX Integrity

  

  411 Woodland Dr, Roseburg, OR 97471
• 

  

  /15

  $229,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  90 SE Darrell Ave, Winston, OR 97496

  This charming 2-bedroom, 2-bathroom manufactured home in Winston, Oregon offers comfortable, modern living in a convenient location close to shopping, dining and other local amenities. Nestled on its own land, this home combines privacy with easy access to town.Inside, you’ll love the open-design floor plan that creates a bright, spacious feel throughout the living room, dining area and

  Rebekah Sexauer eXp Realty, LLC

  

  90 SE Darrell Ave, Winston, OR 97496
• 

  

  /10

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  139 Teresa Ln, Winston, OR 97496

  Come take a look at your beautiful new forever home in this established neighborhood. Newer build in 2017 with many amenities. Kitchen boasting all stainless-steel appliances with a wonderful gas stove for the cook in the family, down to the granite countertop and eat in island great for entertaining with its open concept. Spacious master bedroom with a walk-in closet and granite vanity in the

  Angel Smith Trueblood Real Estate

  

  139 Teresa Ln, Winston, OR 97496
• 

  

  /36

  $419,000

  • 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
• 

  

  /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
• 

  

  /41

  $499,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,089 Sq Ft

  160 Wil Way, Winston, OR 97496

  New Home by JW Construction Inc.This beautiful one-level home offers just over 2,000 square feet with three bedrooms and two and a half bathrooms. The open great room features vaulted ceilings, luxury vinyl plank flooring, recessed lighting, and a gas fireplace. A large sliding door opens to an expansive deck, perfect for entertaining or relaxing. The kitchen is designed for both style and

  Tyler Head Turning Point Realty Group

  

  160 Wil Way, Winston, OR 97496
• 

  

  /41

  $499,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,999 Sq Ft

  150 Wil Way, Winston, OR 97496

  New Home by JW Construction Inc.This beautifully crafted 2,143 sq ft home offers 3 bedrooms and 2 1/2 bathrooms with a thoughtful layout and excellent separation of space. Set on a low-maintenance lot with views of trees and the surrounding mountains, 140 Wil Way combines modern design with comfort and convenience.The open-concept main level features high ceilings, recessed lighting, and luxury

  Tyler Head Turning Point Realty Group

  

  150 Wil Way, Winston, OR 97496
• 

  

  /23

  $90,000

  • 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
• 

  

  /21

  $137,000

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

  180 Twin Oaks Loop, Winston, OR 97496

  application and park requirements, No other fees to HOA except basic space rent 604$+121$ w/s/g Property Listing: 180 Twin Oaks Loop, Winston, OR Renovated 3-Bedroom,2-Bathroom Double Wide in 55+ Community Welcome to this beautifully renovated 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates, a quiet and well-maintained 55+ community in Winston, OR. This

  Raymond Coburn eXp Realty, LLC

  

  180 Twin Oaks Loop, Winston, OR 97496
• 

  

  /35

  $485,000

  • 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
• 

  

  /20

  $80,000

  • Land
  • 0.12 Acre
  • $666,667 per Acre

  271 SE Robinson St, Winston, OR 97496

  Build Your Dream Home on This Prime Lot!Nice Lot – Prime Location – All Utilities – Investment Opportunity!Discover the perfect canvas for your future home. This spacious lot comes with full utilities—water, electricity, and sewer—ready for you to build. Nestled in a good location, it’s ideal for families, investors, or anyone looking to live in town. Don’t miss out on this incredible

  Kayla Wehe Lamonte Real Estate Professionals

  

  271 SE Robinson St, Winston, OR 97496
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /39

  $245,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  617 Poison Oak Dr, Winston, OR 97496

  Escape to the country with this rustic home nestled on nearly 14 beautiful acres. Perfect for those dreaming of a mini-farm or simply wanting space for animals, and rural lifestyle. This property offers usable acreage mixed with stands of timber, seasonal creeks and endless potential. Surround yourself with sweeping mountain views and the serenity of nature, all while enjoying the freedom that

  Bob Lamonte Lamonte Real Estate Professionals

  

  617 Poison Oak Dr, Winston, OR 97496
• 

  

  /42

  $370,000

  • 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
• 

  

  /10

  $249,500

  • Land
  • 0.45 Acre
  • $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
• 

  

  /20

  $475,000

  • 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

Showing Results 1 - 40, Page 1 of 2