59

Homes for Sale in 97496

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  • /2

    $387,500

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    117 NW Romayo Ct, Winston, OR 97496

    Welcome to this well-maintained single-level home nestled on a quiet cul-de-sac in Winston! Built in 2000, this 3-bedroom, 2-bath home offers 1,426 square feet of comfortable living space on a generous .23-acre lot. Conveniently located near schools, restaurants, and shopping, it combines a peaceful setting with everyday convenience.The open-concept great room, dining area, and kitchen feature

    Jennifer Kramer RE/MAX Integrity

    117 NW Romayo Ct, Winston, OR 97496
  • /40

    $459,990

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    535 SE Parkway Dr, Winston, OR 97496

    Enjoy your own Fourth of July fireworks show from the comfort of your rear deck with front-row views of the surrounding area! Meticulously maintained single-level home located in the highly desirable Parkway Subdivision. Offering 1,442 square feet of comfortable living space, this home features 3 bedrooms and 2 bathrooms and is situated on a generously sized lot with beautiful views of the

    Lisa Ollivant RE/MAX Integrity

    535 SE Parkway Dr, Winston, OR 97496
  • /10

    $350,000

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

    0 Lookingglass Rd Unit TL 203, Winston, OR 97496

    Peaceful and secluded 50 acres in the Umpqua Valley wine country. Wonderful location by Abacela Vineyard with incredible views of the countryside. Zoned Residential Medium Density. Do not access this property without authorization.

    Mike Nichols MORE Realty, Inc.

    0 Lookingglass Rd Unit TL 203, Winston, OR 97496
  • /28

    $320,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    351 SE Darrell Ave, Winston, OR 97496

    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 overlooking the large

    Debra Moore Currieco Real Estate

    351 SE Darrell Ave, Winston, OR 97496
  • /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
  • /17

    $339,000

    • 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
  • /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
  • /17

    $315,000

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    340 NW Elizabeth Ave, Winston, OR 97496

    This 3-bedroom, 2-bath home offers a functional layout with plenty of potential for its next owner. A few minor repairs will help unlock its full charm, making it an excellent opportunity for buyers looking to personalize a home without taking on a major renovation. Conveniently located in Winston near everyday amenities, this property is ready for its next chapter.

    Tiffanie Frasier Keller Williams Southern Oregon-Umpqua Valley

    340 NW Elizabeth Ave, Winston, OR 97496
  • /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
  • /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
  • /19

    $69,000

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

    235 Twin Oaks Loop, Winston, OR 97496

    This spacious double-wide manufactured home is waiting for its new owner! A great find, located in Winston's 55+ Twin Oaks Mobile Estates community! This home has plenty of features, including its spacious primary bedroom with bath, 2nd bedroom, a converted office/hobby room, living room, dining area, kitchen, laundry room, and a carport with shed. Space rent fee includes water, sewer, and

    Kimberly Krebs Stellar Realty Northwest

    235 Twin Oaks Loop, Winston, OR 97496
  • /45

    $525,000

    • 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

    Agent Photo

    Tyler Head

    Turning Point Realty Group

    2620 Brockway Rd, Winston, OR 97496
  • /48

    $634,900

    • 4 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    635 Wil Way, Winston, OR 97496

    WOW! Panoramic valley views, over 20 acres of RM-zoned land, and a location bordering Wildlife Safari make this 4-bedroom, 3.5-bath, 3,072 SF home one of Southern Oregon’s most unique offerings. Positioned at the end of the road, it enjoys exceptional privacy while overlooking Abacela Vineyards, rolling valleys, and Wildlife Safari, with potential for 360-degree views. RM zoning adds rare

    Anthony Beckham Different Better Real Estate

    635 Wil Way, Winston, OR 97496
  • /2

    $249,000

    • Land
    • 27.31 Acres
    • $9,118 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
  • /32

    $268,000

    $12K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    509 NW Elwood Dr, Winston, OR 97496

    This adorable 3-bedroom, 1-bathroom home is the perfect starter home or an excellent addition to your investment portfolio. The kitchen was remodeled earlier this year. Conveniently located close to an elementary school, shopping, and everyday amenities, this home combines comfort with convenience. Whether you’re a first-time homebuyer, looking to downsize, or searching for a rental property,

    Jada Whited Oregon Life Homes

    509 NW Elwood Dr, 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

    $365,000

    $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
  • /41

    $169,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    600 SE Edgewood St, Winston, OR 97496

    WOW! Affordable 2-bedroom 1-bath home set on nearly half an acre in the heart of Winston. With 0.43 acres of usable ground, a fully fenced yard, mature shade trees, and room for RVs, trailers, boats, equipment, gardens, and outdoor projects, or possible future development, there's plenty of flexibility here! Inside features an open living area with updated laminate flooring, abundant natural

    Anthony Beckham Different Better Real Estate

    600 SE Edgewood St, 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
  • /48

    $409,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft

    265 SE Logan St, Winston, OR 97496

    Welcome to Rolling Meadows Estates, Winston's newest neighborhood community where quality craftsmanship, modern design, and Southern Oregon lifestyle come together. Surrounded by attractive newer homes and a growing sense of community, this is an opportunity to enjoy the benefits of new construction in one of Winston's most exciting new developments.Built by Premier Home Construction, a respected

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    265 SE Logan St, Winston, OR 97496
  • /6

    $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
  • /30

    $195,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,323 Sq Ft

    381 SE Gregory Dr, Winston, OR 97496

    Incredible and rare opportunity in Winston, Oregon! Developers, investors, and visionaries take notice. This charming 1940s 2-bedroom, 1-bath home is full of character and ready for its next chapter. With a little vision and elbow grease, this property offers endless possibilities.Situated on a spacious, level lot with mature greenery, the property presents potential for future development,

    Shae Ellison Platinum Realty

    381 SE Gregory Dr, 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

    $259,000

    $1K 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
  • /48

    $699,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,362 Sq Ft

    1068 Rice Creek Rd, Winston, OR 97496

    Security gated 8.52-acre property! This beautiful ranch-style home features, updates, paved driveway, newer roof, interior & exterior paint, gourmet kitchen, double ovens, large walk-in pantry, lots of outdoor light, large living room with a cozy fireplace, great views, huge primary bedroom with a walk-in closet and bathroom with 2-headed shower, 4th bedroom could easily be used as an office, new

    Joan Smith The Neil Company Real Estate

    1068 Rice 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

    Open House 5/30 2-5pm New listing! 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

    Agent Photo

    Tyler Head

    Turning Point Realty Group

    2581 NW Brockway Rd, Winston, OR 97496
  • /26

    $515,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    572 Dillard Gardens Rd, Winston, OR 97496

    Charming farmhouse on the South Umpqua River. Features a 1,440 sf home on 6.9 acres. The 2 bedroom 2 bathroom interior has wood floors, good natural light, a cozy living room, an open kitchen and dining area, a large primary bedroom with an attached bath and walk in closet. Multi-use laundry room. Covered deck opens to the patio and yard filled with flowers and shade trees. New septic system

    Mike Nichols MORE Realty, Inc.

    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

    Agent Photo

    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

    $339,000

    $10K 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

    ***JUST LOWEREDD PRICE BY $48,000!!!*** 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

    $1,199,900

    • 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

    $355,000

    $4K 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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