Homes for Sale in 97496

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  /48

  $379,900

  New Construction Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,245 Sq Ft

  754 SE Hall St, Winston, OR 97496

  Move right into this beautifully built 3-bedroom, 2-bathroom home offering 1,245 square feet of thoughtfully designed living space. Set on a spacious, fully fenced lot with mountain views, this like-new construction blends modern comfort with low-maintenance living.Step inside to an open-concept living area featuring rich luxury vinyl plank flooring and a ductless mini-split system for efficient

  Jase Nielsen J Mann Realty

  

  754 SE Hall St, Winston, OR 97496
• 

  

  

  /17

  $979,500

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  591 NW Douglas Blvd, Winston, OR 97496

  Recently remodel 3 bedroom/2bath, with bonus areas, front and back patios, 1 bed/1 bath apartment, (or mother-in-law or office space) storage shed, 3 bay shop with car lift and compressor to convey. Great commercial property (wheel/ tire shop or any retail business) work and live on site. There is too much to detail come and see the possibilities. With highway exposure businesses coming to this

  Beverly Walters Gold Standard Realty

  

  591 NW Douglas Blvd, Winston, OR 97496
• 

  

  

  /29

  $364,000

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft

  411 Sunnyside Dr, Winston, OR 97496

  Welcome home to this inviting 3-bedroom, 2-bath residence tucked away in a quiet neighborhood. The open-concept living area features vaulted ceilings, creating a bright and spacious feel that’s perfect for everyday living and entertaining. Step outside to enjoy the covered porch and fully fenced backyard, complete with a large connected deck—ideal for relaxing, gathering, or enjoying the

  Dannielle Glines Neath The Wind Realty, Inc.

  

  411 Sunnyside Dr, Winston, OR 97496
• 

  

  

  /9

  $219,000

  • 2 Beds
  • 1 Bath
  • 1,242 Sq Ft

  70 NE Brosi Orchard Rd, Winston, OR 97496

  This home sits on an oversized lot with room for RV parking, extra vehicles, and all your toys. It includes a two-bay garage plus a separate one-car garage—ideal for storage, hobbies, or a workshop. Hardwood floors run throughout the home, giving the 2-bedroom, 1-bath layout timeless appeal and tons of potential. Outside, enjoy a spacious cement patio in the back and a fully fenced yard in front,

  Janet Stringfellow Oregon Life Homes

  

  70 NE Brosi Orchard Rd, Winston, OR 97496
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  /41

  $319,000

  New Construction $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  76 SE Darrell Ave, Winston, OR 97496

  Welcome to this brand-new, single-level contemporary home offering 3 bedrooms and 2 bathrooms with a comfortable, open-concept floor plan and no steps. The stylish kitchen features quartz countertops and stainless steel appliances, opening to the dining and living areas for easy everyday living and entertaining. The dining room provides convenient slider access to the fenced backyard.The primary

  

  Jennifer Kramer

  RE/MAX Integrity

  

  76 SE Darrell Ave, Winston, OR 97496
• 

  

  /10

  $439,900

  New Construction

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

  158 Collins Ct, Winston, OR 97496

  Nestled in the highly desired Lookingglass Creek Estates Subdivision in Winston. This brand-new home provides exceptional design and craftsmanship, with a popular floor plan that ensures comfort and style. The heart of this home, the kitchen, is adorned with quartz countertops & custom cabinets that extend to the bathrooms, adding elegance and durability. The property comes with the added

  Jacob Gilman The Neil Company Real Estate

  

  158 Collins Ct, Winston, OR 97496
• 

  

  /29

  $469,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  161 Collins Rd, Winston, OR 97496

  Brand-new construction in the desirable Lookingglass Creek Estates subdivision! This functionally designed home features an open floor plan with high-end finishes throughout. Offering 3 bedrooms, 2 bathrooms, & 1770 sqft. The kitchen offers beautiful custom soft-close cabinets, quartz countertops, pantry, and waterproof luxury vinyl plank flooring. The spacious primary suite offers a walk-in

  Jacob Gilman The Neil Company Real Estate

  

  161 Collins Rd, Winston, OR 97496
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  /48

  $487,000

  Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  104 Kenya Ct, Winston, OR 97496

  This remarkable home showcases incredible attention to detail throughout, offering a spacious and unique floor plan designed for both comfort and functionality. The large kitchen features an eating bar, granite countertops, new appliances, abundant cabinet storage, overhead and can lighting, and walk-in pantry. The dining room offers beautiful built-in storage, adding both character and

  Shae Ellison Platinum Realty

  

  104 Kenya Ct, Winston, OR 97496
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  /38

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  623 SE Garden Way Dr, Winston, OR 97496

  Welcome to 623 SE Garden Way Dr, Winston, OR, where modern style, comfort, and convenience come together in one beautifully maintained single-level home. Built in 2019, this 3-bedroom, 2-bath residence offers an inviting open-concept layout with soaring vaulted ceilings and durable luxury vinyl flooring throughout, creating a bright, stylish, and low-maintenance living space. The well-appointed

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  623 SE Garden Way Dr, Winston, OR 97496
• 

  

  /16

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  261 SE Darrell Ave, Winston, OR 97496

  Wonderful little cottage for the first time home buyer or the investor needing one more rental in there portfolio. This home is located on a double lot. Per city of Winston, lot is dividable. Build an additional house on its own lot, or leave it as-is and build an ADU or shop in your backyard. Come check this out and make your appointment today.

  Angel Smith Trueblood Real Estate

  

  261 SE Darrell Ave, Winston, OR 97496
• 

  

  /11

  $350,000

  • Land
  • 50 Acres
  • $7,000 per Acre

  0 Lookingglass Rd Unit TL 203, Winston, OR 97496

  Custom home site on 50 acres. Adjacent to Abacela vineyard with incredible views of the countryside. Set in the Umpqua Valley AVA. Zoned Residential Medium Density. Do not access this property without authorization.

  Mike Nichols MORE Realty

  

  0 Lookingglass Rd Unit TL 203, Winston, OR 97496
• 

  

  /28

  $309,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  351 SE Darrell Ave, Winston, OR 97496

  JUST REDUCED!! This 3 Bedroom/1 Bath, family home on over 1/3-acre has been completely updated for your enjoyment. There are many new items, including roof, mini split system, LVP flooring throughout, interior and exterior paint, plumbing and outside waterline. The bathroom/laundry room has been completely renovated. The yards are fully fenced, and there is a nice large deck on the back

  Debra Moore Currieco Real Estate

  

  351 SE Darrell Ave, Winston, OR 97496
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  /30

  $399,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  675 SE Brush Ct, Winston, OR 97496

  This beautifully maintained home is tucked away in a cul-de-sac in the heart of Winston, offering both privacy and convenience. With three comfortable bedrooms and two well-appointed bathrooms, the open-concept layout creates a welcoming atmosphere that’s ideal for hosting gatherings. The kitchen features a spacious island, perfect for preparing meals and entertaining guests. Vaulted ceilings in

  Christina Esterbrook J Mann Realty

  

  675 SE Brush Ct, Winston, OR 97496
• 

  

  /21

  $329,900

  $9K PRICE DROP

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

  185 SE Lebleu Ln, Winston, OR 97496

  Picture enjoying your morning coffee on the back deck looking out over a peach orchard! This very tidy and well-maintained 3 bedroom, 2 bath house is situated in a quiet neighborhood and borders Brosi Orchards. Step inside to the living room with vaulted ceilings and gas fireplace, perfect for relaxing after a long day. Smartly designed layout with private master suite on one end of the home.

  Sandra Hart The Neil Company Real Estate

  

  185 SE Lebleu Ln, Winston, OR 97496
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  /33

  $439,900

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft

  128 Watusi Ct, Winston, OR 97496

  Welcome home to this spacious single level home in one of Winston's nicest neighborhoods! With great curb appeal, a sprawling tastefully landscaped yard, and no HOA, this property stands out in many ways. The open kitchen with abundant cabinetry is highlighted by beautiful Quartzite countertops, an island with eating bar, pullout shelves, a pantry, and all appliances are included. There is a gas

  Rich Raynor Heritage Real Estate

  

  128 Watusi Ct, Winston, OR 97496
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  /43

  $99,000

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

  180 Twin Oaks Loop, Winston, OR 97496

  WOW! Enjoy affordable living in the sought-after 55+ Twin Oaks community! This spacious 3-bedroom, 2-bath double-wide offers 1404 square feet of comfortable living space with a thoughtful split-bedroom floor plan and vaulted ceilings. The oversized living room flows into the dining area, where a built-in hutch adds both charm and extra storage. The kitchen features granite tile countertops,

  Anthony Beckham Different Better Real Estate

  

  180 Twin Oaks Loop, Winston, OR 97496
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  /45

  $775,000

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

  375 Porter Creek Rd, Winston, OR 97496

  Significant priced improvement! Discover the perfect blend of vineyard lifestyle and modern comfort in this recently 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. A spacious 3,000 sq ft home featuring four large bedrooms, large

  Lorrie Normann Triple Oaks Realty LLC

  375 Porter Creek Rd, Winston, OR 97496
• 

  

  /45

  $499,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 4,024 Sq Ft

  2620 Brockway Rd, Winston, OR 97496

  Beautiful Craftsman-style home with fantastic curb appeal and a slate-tile covered front porch. This spacious 3-bedroom plus office home offers 1,752 square feet of finished living space, along with a full 2,272-square-foot unfinished walkout basement.The main level features a large open kitchen with gas cooking, an island, granite countertops, pantry, stainless steel appliances, and a hammered

  

  Tyler Head

  Turning Point Realty Group

  

  2620 Brockway Rd, Winston, OR 97496
• 

  

  /12

  $230,000

  $19K PRICE DROP

  • Land
  • 27.31 Acres
  • $8,422 per Acre

  0 E Willis Creek Rd, Winston, OR 97496

  27.31 acres offering the opportunity to build your dream home either atop the property with expansive views or tucked into the peaceful valley below. City water is available, and additional utilities are accessible via a recorded easement. Boundary lines shown in photos are approximate; buyers to perform their own due diligence regarding property lines, buildability, utilities, and intended use.

  Tim Rist DORE

  

  0 E Willis Creek Rd, Winston, OR 97496
• 

  

  /10

  $199,000

  $36K PRICE DROP

  • Land
  • 42,253 Sq Ft
  • $205,155 per Acre

  740 Ireland Rd, Winston, OR 97496

  Peaceful Country Escape with Endless Potential! Just minutes from Winston, about 75 miles to the coast and close to Ben Irving Reservoir Area. Embrace the quiet country lifestyle on this beautiful 0.97-acre parcel, offering the perfect blend of rural tranquility and functional utility. Framed by gorgeous, views of the surrounding woods and mountains, this property is a blank canvas ready for your

  Cynthia Beach The Neil Company Real Estate

  

  740 Ireland Rd, Winston, OR 97496
• 

  

  /31

  $98,000

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft

  190 Twin Oaks Loop, Winston, OR 97496

  Welcome to this cozy 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates. Situated in a quiet and well-maintained 55+ community in Winston, Oregon, this charming property offers the perfect blend of comfort and conveniences. This home features a spacious, functional open floor plan. The living room flows seamlessly into a modern kitchen, which comes complete with

  Kimberley Ferguson eXp Realty, LLC

  

  190 Twin Oaks Loop, Winston, OR 97496
• 

  

  /23

  $364,900

  $24K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  10 SW Peach Ln, Winston, OR 97496

  Welcome to 10 SW Peach Ln, where every day feels like a peaceful retreat and every corner invites you to slow down and savor the moment. This special property blends warmth, character, and an unforgettable backyard oasis designed to elevate your everyday living.Step outside and imagine hosting summer gatherings on the resort-style brick patio, unwinding beside the soothing sounds of your private

  Kimberly Krebs Stellar Realty Northwest

  

  10 SW Peach Ln, Winston, OR 97496
• 

  

  /35

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  105 Stephanie Ct, Winston, OR 97496

  Welcome home to this well-maintained single-level home offering comfort, convenience, and an inviting open-concept design. The spacious living area flows seamlessly into a beautifully appointed kitchen featuring abundant cabinet storage, a pantry, stainless steel appliances, and a large island perfect for meal prep, casual dining, or gathering with family and friends.Luxury vinyl plank flooring

  Tammi Ellison eXp Realty, LLC

  

  105 Stephanie Ct, Winston, OR 97496
• 

  

  /20

  $485,000

  • 3 Beds
  • 3 Baths

  51 SW Brantley Dr, Winston, OR 97496

  INVESTMENT PROPERTY OPPORTUNITY! Well-maintained 4-unit apartment building located in a quiet, centrally located neighborhood. This property features a desirable unit mix with two spacious 2-bedroom, 2-bath units and two comfortable 1-bedroom, 1-bath units, offering strong rental appeal for a variety of tenants. Conveniently situated close to schools, shopping, dining, and local amenities, with

  Vera-Anne Wallace Vera-Anne International Real Estate

  

  51 SW Brantley Dr, Winston, OR 97496
• 

  

  /39

  $190,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  0 Rice Creek Rd, Winston, OR 97496

  Escape to your own off-grid retreat on a 20-acre shared property in a gated community with coded access. This is a unique property on jointly owned lot, in an off grid community. Seller is selling 50% share in 20 acre lot. Land use agreement in place. This beautifully crafted 1,000 SF cabin showcases exceptional handcrafted woodwork and rustic charm throughout. Features include 1 bedroom plus a

  Starlight Turner Starlight Realty

  

  0 Rice Creek Rd, Winston, OR 97496
• 

  

  /4

  $125,000

  • Land
  • 4 Acres
  • $31,250 per Acre

  0 Berry Creek Rd, Winston, OR 97496

  This private, level 4-acre parcel offers convenient access to Ben Irving Reservoir and is the perfect setting for recreation, relaxation, or a future getaway retreat. The property features a large natural meadow surrounded by 20-year-old Douglas fir reprod, creating a peaceful and secluded atmosphere. Adjacent to BLM land, it provides direct access to endless outdoor opportunities. Improvements

  Ryan Fox Berkshire Hathaway HomeServices Real Estate Professionals

  

  0 Berry Creek Rd, Winston, OR 97496
• 

  

  /30

  $250,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,070 Sq Ft

  3707 Willis Creek Rd, Winston, OR 97496

  Rare rural opportunity priced at land and utility value — for the investor, builder, or country-living dreamer ready to create something truly their own in the hills of Douglas County, Oregon. Utilities are already in place — a significant head start on any rural build. The property is served by Pacific Power electric and Winston City Water (public water), with an on-site septic system. Septic

  Michelle Kohlhoff Sundance Realty LLC

  

  3707 Willis Creek Rd, Winston, OR 97496
• 

  

  /44

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  2581 NW Brockway Rd, Winston, OR 97496

  This beautifully crafted new construction home offers 2,576 square feet with 3 bedrooms and 2.5 bathrooms, thoughtfully designed with quality finishes and modern comfort throughout. The open-concept floor plan features vaulted ceilings, abundant natural light, and recessed lighting, creating a bright and inviting living space. The kitchen is designed for both function and style with a large

  

  Tyler Head

  Turning Point Realty Group

  

  2581 NW Brockway Rd, Winston, OR 97496
• 

  

  /21

  $498,000

  $52K PRICE DROP

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

  572 Dillard Gardens Rd, Winston, OR 97496

  Charming farmhouse on the South Umpqua River. Set on 6.9 acres with prime farmland and river irrigation water rights. The home features wood floors with an open living room, kitchen & dining area. A large primary bedroom with a full bathroom and walk in closet. 2nd bedroom utilized as an office. Laundry room and detached garage. Nice and private backyard with good shade. City water and new septic

  Mike Nichols MORE Realty

  

  572 Dillard Gardens Rd, Winston, OR 97496
• 

  

  /83

  $735,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,722 Sq Ft

  9114 Old Highway 99 S, Winston, OR 97496

  Escape to the peace and beauty of rural Oregon with this beautifully remodeled country retreat set on 5.4 usable acres of fenced pastureland. Offering the perfect blend of modern comfort and small-acreage functionality, this stunning single-level home features 2,722 sq. ft. with 3 bedrooms, 3 full baths, and a versatile flex space ideal for a home office or hobby room. Each bedroom includes its

  

  Kristina Scott

  Umpqua Legacy Realty LLC

  9114 Old Highway 99 S, Winston, OR 97496
• 

  

  /19

  $18,499

  $11K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,022 Sq Ft

  228 Estate Loop, Winston, OR 97496

  2 bed, 1 bath home in a desirable 55+ park featuring spacious living areas and a well-appointed kitchen with breakfast bar. Attached dining area includes built-ins for added storage and charm. Separate laundry room, plus a bathroom with walk-in shower for convenience. Outside features include covered porch, carport with attached storage area. Located close to shopping, dining, and other amenities.

  Jason Mann J Mann Realty

  

  228 Estate Loop, Winston, OR 97496
• 

  

  /26

  $329,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  206 Church St, Dillard, OR 97432

  Beautifully remodeled home in a cozy rural neighborhood near the scenic South Umpqua River. This move-in ready property features granite kitchen countertops and new windows and roof, offering both comfort and peace of mind.The main level includes the living room, kitchen, primary bedroom, full bath, and an oversized laundry room that could easily serve as an office, craft room, or flexible

  Marilyn Kittelman Cutting Edge Real Estate

  

  206 Church St, Dillard, OR 97432
• 

  

  /48

  $366,000

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft

  186 Woodduck St, Winston, OR 97496

  Well-maintained home in a quiet neighborhood in the heart of Winston. Move-in ready with brand new floors recently installed. Minimal outdoor maintenance. Garden shed and room to park a 5th wheel. Don’t miss your opportunity to own a solid, easy-living home in a great location.

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  186 Woodduck St, Winston, OR 97496
• 

  

  /36

  $459,000

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  311 SE Grape Ave, Winston, OR 97496

  Great investment opportunity on a spacious 0.74-acre lot! This property features a 3-bedroom, 1-bath single-level home with approximately 1,250 sq ft of living space, plus a duplex on the same lot—offering excellent potential for rental income or multi-generational living. The main home includes a full basement, forced air heating, and public utilities. Situated on a level to gently sloped lot

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  311 SE Grape Ave, Winston, OR 97496
• 

  

  /22

  $299,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,348 Sq Ft

  101 SW Peach Ln, Winston, OR 97496

  This single-level home features 3 bedrooms and 1 bathroom, offering comfortable and convenient living. Step outside to a spacious, fully fenced backyard perfect for pets, play or entertaining. Garden enthusiasts will appreciate the dedicated garden area, while multiple tool sheds provide ample storage for tools, equipment and hobbies. A large covered real patio creates an ideal space for

  Joe Hajos Berkshire Hathaway HomeServices Real Estate Professionals

  

  101 SW Peach Ln, Winston, OR 97496
• 

  

  /26

  $270,000

  $48K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  340 SE Darrell Ave, Winston, OR 97496

  Bring an offer, VERY motivated seller. Solid 3-bedroom, single-level home with a functional layout, attached garage, and fully fenced yard with covered patio, and front porch.The home features a ductless heat pump for efficient heating and cooling, along with comfortable interior living spaces. Roof replaced within the last few years. Primary bedroom includes a walk-in closet and crown molding.

  Aaron Stansbury Keller Williams Realty Eugene and Springfield

  

  340 SE Darrell Ave, Winston, OR 97496
• 

  /2

  $209,900

  $10K PRICE DROP

  • Land
  • 40 Acres
  • $5,248 per Acre

  0 Willis Creek Rd Unit 124013990, Winston, OR 97496

  Exceptional Farm Forest–zoned timber property offers both natural beauty and strong investment potential. A recent professional timber cruise, inventory, and valuation completed by Resource Management Services highlights the value of this well-managed stand. Timber prices fluctuate but as of March, the net timber value is estimated at $174,749, consisting primarily of healthy, marketable Doug

  Craig Warmouth Berkshire Hathaway HomeServices Real Estate Professionals

  

  0 Willis Creek Rd Unit 124013990, 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
• 

  

  /48

  $1,099,900

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  1349 Willis Creek Rd, Winston, OR 97496

  Quiet country living on private acreage! Offered for the first time ever, this exceptional estate presents a rare opportunity to own a truly special piece of the Pacific Northwest. Featuring two separate residences, this property is perfectly suited for multi-generational living, guest accommodations, or potential rental income. The primary home offers over 2,800 square feet of inviting living

  Jordan Anderson The Anderson Agency

  

  1349 Willis Creek Rd, Winston, OR 97496
• 

  

  /34

  $350,000

  $9K PRICE DROP

  • 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

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