Homes for Sale in 97496

• 

  

  

  /28

  $350,000

  • Land
  • 7.4 Acres
  • $47,297 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
• 

  

  

  /15

  $185,000

  • Land
  • 3.14 Acres
  • $58,917 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
• 

  

  

  /15

  $185,000

  • Land
  • 4.26 Acres
  • $43,427 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
• 

  

  

  /45

  $679,900

  • 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
• 

  

  

  /27

  $350,000

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

  380 SE Sunnyside Dr, Winston, OR 97496

  Welcome to 380 Sunnyside! This move-in-ready 3-bedroom, 2-bath home offers comfort, quality updates, and everyday convenience. Vaulted ceilings and peaceful territorial views create a bright, open feel from the moment you step inside. Recent upgrades include fresh interior paint, brand-new LVP flooring, and a newly built spacious deck, giving the home a modern look without the new construction

  

  Rockwell Group

  eXp Realty, LLC

  (458) 224-8911

  380 SE 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
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  /48

  $439,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,629 Sq Ft

  260 SE Logan St, Winston, OR 97496

  There’s something special about stepping into a home that’s never been lived in—where everything is fresh, thoughtfully designed, and ready for your story to begin. Welcome to 260 Logan St, a brand-new one-level home that blends modern comfort with effortless living. From the moment you walk in, you’ll appreciate the clean, cohesive feel of luxury vinyl plank flooring throughout—no carpet—paired

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  260 SE Logan St, Winston, OR 97496
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  /36

  $409,000

  • 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
• 

  

  /47

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft

  263 Wil Way, Winston, OR 97496

  Welcome to Your Like-New Custom Home in Winston, Oregon!Step inside this beautifully crafted home by Shelby & Miguelena Construction, where quality craftsmanship and thoughtful design are evident in every detail. The open-concept floor plan features soaring vaulted ceilings, beautiful flooring, and a warm, inviting layout that flows effortlessly for both everyday living and entertaining.At the

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  263 Wil Way, Winston, OR 97496
• 

  

  /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
• 

  

  /35

  $22,500

  • Land
  • 6,098 Sq Ft
  • $160,714 per Acre

  111 SE Lebleu Ln, Winston, OR 97496

  Developable residential lot zoned R1, offering a gentle slope and utilities available including electricity, sewer, and water. Enjoy a pleasant view overlooking nearby vineyards in the valley, providing a peaceful setting for your future home. Conveniently located within driving distance to the Umpqua River and Wildlife Safari, offering access to outdoor recreation and local attractions. Great

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  111 SE Lebleu Ln, 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
• 

  

  /44

  $699,500

  • 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
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  /41

  $499,900 New Construction

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

  160 Wil Way, Winston, OR 97496

  OPEN HOUSE! Monday 4/27 1-5pm 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

  Tyler Head Turning Point Realty Group

  

  160 Wil Way, 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
• 

  

  /32

  $555,000

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

  102 Sarah Bear Ln, Winston, OR 97496

  Meticulous quality 4 br 3 bath 2660 sq ft home, with 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

  Valynn Currie Currieco Real Estate

  

  102 Sarah Bear Ln, Winston, OR 97496
• 

  

  /40

  $675,000

  • 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
• 

  

  /40

  $499,900 New Construction

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

  150 Wil Way, Winston, OR 97496

  OPEN HOUSE! Monday 1-5 pm 4/27 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,

  Tyler Head Turning Point Realty Group

  

  150 Wil Way, Winston, OR 97496
• 

  

  /48

  $454,000

  • 2 Beds
  • 1 Bath
  • 2,056 Sq Ft

  0 Rice Creek Rd, Winston, OR 97496

  100% off-grid living on your own 20-acre slice of paradise! Located within "The Ranch" - a close-knit homesteading community of like-minded landowners who each steward their own property while embracing a shared off-grid lifestyle. Just 25 minutes southwest of Winston, Oregon, this property is accessed via a gated 4-mile gravel road through BLM and private timberlands. The resilient home features

  Aaron Cherry Oregon Life Homes

  

  0 Rice Creek Rd, Winston, OR 97496
• 

  

  /35

  $475,000

  • 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
• 

  

  /42

  $549,900

  • 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
• 

  

  /21

  $250,000

  • Land
  • 27.31 Acres
  • $9,154 per Acre

  0 E Willis Creek Rd, Winston, OR 97496

  27.31 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
• 

  

  /21

  $150,000

  • Land
  • 10.56 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
• 

  

  /28

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  170 Church St, Dillard, OR 97432

  South Umpqua River front home with beautiful mature landscaping. This home was thoroughly remodeled in 2012 with new kitchen, HVAC, and most plumbing. Small work shop, and RV parking area. Enjoy watching the water off the relaxing deck of this adorable riverfront home.

  Christina Ronk Harcourts Integrity Team Real Estate Services, LLC.

  

  170 Church St, Dillard, OR 97432
• 

  

  /48

  $469,900

  • 2 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1941 Byron Creek Rd, Winston, OR 97496

  Come home to your own private escape hidden in the trees! Beautiful parklike setting with amazing views and end of the road privacy. Property features include a huge, large covered RV storage, detached guest quarters, a storeroom & workshop. The manufactured home was custom built for the current owners with many custom touches. An expansive deck is perfect for gatherings or taking in the amazing

  Andrew Stoner Roseburg Realty

  

  1941 Byron Creek Rd, Winston, OR 97496
• 

  

  /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
• 

  

  /11

  $312,000

  • Land
  • 13.5 Acres
  • $23,111 per Acre

  0 NW Brockway Rd, Winston, OR 97496

  Premier 13.5 Mixed-Use Development Opportunity! A trifecta of buildability and prestige. Position your next project in the path of progress with this exceptional parcel. Located strategically within the Urban Growth Area and zoned as mixed use (CHIS), this site offers density potential combined with the unparalleled natural beauty of the region which include mountain and vineyard views. The

  Cynthia Beach The Neil Company Real Estate

  

  0 NW Brockway Rd, Winston, OR 97496
• 

  

  /15

  $149,900

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  463 SE Gregory Dr, Winston, OR 97496

  1993 manufactured home with addition. Has 1130 sq ft with deck. On .21 acre lot. 3 br 2 baths. Includes range, refrig, microwave, dishwasher, trash compactor, washer/dryer. Assumable VA loan. Has playhouse and storage building.

  Valynn Currie Currieco Real Estate

  

  463 SE Gregory Dr, 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
• 

  

  /15

  $180,000

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  101 NE Darrell Ave, Winston, OR 97496

  Charming affordable singlewide manufacture home on .18 of an acre, located on a corner lot. This 2 bedroom, 1 bath home has a covered front porch and back deck with a chain link fenced yard. Storage shed and off street parking.

  Nancy Wood Oregon Life Homes

  

  101 NE Darrell Ave, Winston, OR 97496
• 

  

  /21

  $195,000

  • 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. Roof has just been replaced.

  Timothy A Smith RE/MAX Integrity

  

  751 SE Meadowood Dr, Winston, OR 97496
• 

  

  /34

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft

  380 NW Cary St, Winston, OR 97496

  Schedule your private tour today of this adorable 4bd 2ba open floor plan home, located on a generous lot, with an extra deep garage and additional off-street parking for your RV or Boat. Just a 15-minute drive to Roseburg, close to local schools and just down the street from the Wildlife Safari.

  Willow Pearson Oregon Life Homes

  

  380 NW Cary St, 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
• 

  

  /11

  $189,000

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

  1580 Winston Section Rd, Winston, OR 97496

  This 3-bedroom, 2-bathroom "fixer upper" sits on a peaceful 0.18-acre corner lot, offering a quiet atmosphere and beautiful mountain views right from your doorstep. While the home is ready for interior renovation, the floor plan features three bedrooms, two bathrooms, laundry room, large kitchen, creating a cozy feeling once restored. A standout is the 576 sqft detached garage/shop, where half

  Cynthia Beach The Neil Company Real Estate

  

  1580 Winston Section Rd, 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
• 

  

  /48

  $775,000

  • 4 Beds
  • 2 Baths
  • 2,978 Sq Ft

  500 Winston Section Rd, Winston, OR 97496

  Step back in time without sacrificing modern convenience in this breathtaking 1910 Craftsman home. Nestled among lush orchards & located directly next door to the iconic Brosi Farmstand & Bakery, this estate offers a lifestyle defined by heritage, craftsmanship, & natural beauty. Every inch of this well-maintained home celebrates the Craftsman era, featuring original woodwork, hardwood floors,

  Cynthia Beach The Neil Company Real Estate

  

  500 Winston Section Rd, Winston, OR 97496
• 

  

  /24

  $255,000

  • 2 Beds
  • 1 Bath
  • 748 Sq Ft

  387 4th St, Winston, OR 97496

  Move In Ready Remodeled Home in Dillard Oregon.This beautifully updated 2- bed, 1- bath home on a generous 0.36-acre lot offers comfort and charm in a peaceful small-town setting. At 748 sqft, this home feels surprisingly spacious thanks to bright open living areas, vaulted ceilings, and fresh modern finishes throughout. Completely remodeled inside and out, the home features new flooring, solid

  Rachel Estrada Oregon Life Homes

  

  387 4th St, Winston, OR 97496
• 

  

  /16

  $850,000

  • Land
  • 37.86 Acres
  • $22,451 per Acre

  0 Danielle Dr Unit 122251646, Winston, OR 97496

  Prime development opportunity in Winston, Oregon! This expansive 38-acre property has potential for 90 buildable residential lots, perfect for a new housing community. Situated in a peaceful location with easy access to local amenities, this land offers a great investment potential for developers. Ideal for those looking to create a vibrant neighborhood in a growing area. Don’t miss out on this

  Jeremy Parmenter TLC Realty

  

  0 Danielle Dr Unit 122251646, Winston, OR 97496
• 

  

  /46

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  6700 Upper Olalla Rd, Winston, OR 97496

  Exquisite Lindal Custom Cedar home on 5 flat acres featuring a 2,400 sq ft shop with full bath, dual doors, and room for a 40’ motorhome, plus 3 RV hookups (2 across the driveway) with power, water, and RV dump by the shop. The gourmet kitchen is a chef’s dream with granite counters, dual sinks, pot filler, gas range with warming drawer, double ovens, hidden butcher block, and abundant storage,

  Dan Gandee Real Broker

  

  6700 Upper Olalla Rd, Winston, OR 97496
• 

  

  /17

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  165 Collins Rd, Winston, OR 97496

  Single-level home in Creekside Meadows, built in 2018 with granite counters, open floor plan, and no-step entry. Fenced backyard with front and rear irrigation, 2-car attached garage, central air. Public water and sewer. Conveniently located near Douglas High and Brockway Elementary.

  Jerry Norman Oregon Life Homes

  

  165 Collins Rd, Winston, OR 97496

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