Homes for Sale near Winston Middle School

• 

  

  

  /48

  $129,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  145 Littlebrook Ln, Roseburg, OR 97471

  Welcome to your new home in the gated community of Littlebrook located on the South Umpqua River. This well maintained and inviting 2 bedroom, 2 bath home with den and 2 covered decks features a spacious open concept living area with vaulted ceilings along with new lighting and new Pergo wide plank LVP flooring. Creating a bright and airy feel. The updated kitchen has all new Whirlpool stainless

  Darla Duke The Neil Company Real Estate

  

  145 Littlebrook Ln, Roseburg, OR 97471
• 

  

  

  /42

  $500,000

  $50K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,524 Sq Ft

  176 Nehalem Loop, Roseburg, OR 97471

  New Price! Quality custom home in the heart of Green featuring high ceilings, abundant natural light, and expansive valley and mountain views! The kitchen offers a pantry and breakfast bar - ideal for everyday living and entertaining! Spacious primary suite includes a soaking tub, dual sinks, walk-in shower, and walk-in closet. The finished basement adds an extra 620 square feet of exceptional

  Dylan Schettler-Moncus eXp Realty, LLC

  176 Nehalem Loop, Roseburg, OR 97471
• 

  

  

  /21

  $150,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  4913 Melody Ln, Roseburg, OR 97471

  Conveniently located, this fixer property is waiting for the right buyer to make it theirs.

  Theresa Poitner Oregon Life Homes

  

  4913 Melody Ln, Roseburg, OR 97471
• 

  

  

  /28

  $345,000

  Open Sat 12PM - 2PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  108 Jensen Ct, Roseburg, OR 97471

  2013 Tabor built, open floor plan, 1320 SF, 3BR/2BA home! Laminate wood flooring, spacious kitchen w/island eating bar, SS appliances included, large dining area, laundry w/cabinets, master suite, master bath w/shower & linen or us as add'l clothes closet, large fenced backyard w/in-ground sprinklers (also front yard sprinklers), exposed aggregate patio with gazebo & 2 car garage. Very quiet

  Thomas Gulan RE/MAX Integrity

  

  108 Jensen Ct, Roseburg, OR 97471
• 

  

  

  /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
• 

  

  /30

  $255,000

  $5K 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
• 

  

  /13

  $198,000

  $7K PRICE DROP

  • Land
  • 2 Acres
  • $99,000 per Acre

  363 Ladybug Ln, Roseburg, OR 97470

  2 Acres with Stunning Views – Build Your Dream Home in Roseburg!Welcome to your future homesite—2 beautiful acres nestled in the hills of Roseburg, Oregon. This rural residential parcel offers the perfect blend of privacy, convenience, and natural beauty, with breathtaking mountain and valley views right from your doorstep.Premium homesites located on a quiet, private road with a peaceful country

  Craig Warmouth Berkshire Hathaway HomeServices Real Estate Professionals

  

  363 Ladybug Ln, Roseburg, OR 97470
• 

  

  /40

  $149,900

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  230 Owyhee Ln, Roseburg, OR 97471

  Well-maintained and move-in ready, this charming 3-bedroom, 2-bath home offers 1,728 square feet of comfortable living space and was built in 2006. The open floor plan is enhanced by vaulted ceilings in the living room, kitchen, and spacious primary suite, creating a bright and inviting atmosphere.The kitchen features a center island, ample cabinetry, and flows seamlessly into the living and

  Jennifer Kramer RE/MAX Integrity

  

  230 Owyhee Ln, Roseburg, OR 97471
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  /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
• 

  

  /48

  $2,199,000

  • Land
  • 7.2 Acres
  • $305,417 per Acre

  4553 Old Highway 99 S, Roseburg, OR 97471

  Prime 7.2-acre development opportunity in a high-traffic location just off the freeway. Currently zoned CT – Tourist Commercial with potential to convert to M3 Industrial, offering flexibility for a wide range of commercial or industrial uses (buyer to verify). Excellent visibility and accessibility with immediate proximity to I-5, making it ideal for businesses seeking strong exposure and

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  4553 Old Highway 99 S, Roseburg, OR 97471
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  /32

  $259,000

  $21K 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
• 

  

  /3

  $575,000

  $20K PRICE DROP

  • 2 Beds
  • 0.5 Baths

  2548 Landers Ave, Roseburg, OR 97471

  Prime development opportunity! This 4.73-acre parcel offers exceptional potential for subdivision up to 20 lots (approved in 2024, owner willing to verify and get re-approval.) The property features mostly flat to gently sloping terrain, making it well-suited for future development. Conveniently located just off Oregon HWY 42, this property provides easy access to local amenities while being

  Kiah Petrie Keller Williams Southern Oregon-Umpqua Valley

  

  2548 Landers Ave, Roseburg, OR 97471
• 

  

  /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
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  /4

  $2,000,000

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft

  80 NW Lost Ln, Winston, OR 97496

  Great Property for future Developing. 2007 Manufactured Home on .68 of a Ac. City Water and Sewer.

  Dawn Trapalis Harcourts Integrity Team Real Estate Services, LLC.

  

  80 NW Lost Ln, Winston, OR 97496
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  /48

  $619,900

  $15K PRICE DROP

  • 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
• 

  

  /4

  $225,000

  $70K PRICE DROP

  • Land
  • 34,848 Sq Ft
  • $281,250 per Acre

  201 Roberts Creek Rd, Roseburg, OR 97471

  (C-2) Community Commercial classification is intended to provide localized shopping facilities and is intended to preserve and enhance areas with a wide range of retail sales and service establishments serving both long and short term needs in compact locations. Buyer to do due diligence on land use. 201 Roberts Creek Rd. is Lot 3 in attached map of available lots. 3 total lots available.

  Brian Weinhold VANGUARD REALTY GROUP

  

  201 Roberts Creek Rd, Roseburg, OR 97471
• 

  

  /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
• 

  

  /23

  $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
• 

  

  /12

  $185,000

  • Land
  • 2 Acres
  • $92,500 per Acre

  475 Ladybug Ln, Roseburg, OR 97470

  2 Acres with Stunning Views – Build Your Dream Home in Roseburg!Welcome to your future homesite—2 beautiful acres nestled in the hills of Roseburg, Oregon. This residential parcel offers the perfect blend of privacy, convenience, and natural beauty, with breathtaking mountain and valley views right from your doorstep.Located on a quiet, private road with a peaceful country feel, this land is just

  Craig Warmouth Berkshire Hathaway HomeServices Real Estate Professionals

  

  475 Ladybug Ln, Roseburg, OR 97470
• 

  

  /46

  $142,000

  $4K PRICE DROP

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

  225 Nestucca Ln, Roseburg, OR 97471

  Some homes just feel right the moment you step inside. With a thoughtful split floor plan, inviting great room, and mountain views from the front porch, this River Place Park home is one you'll want to see in person.The spacious primary suite is tucked away for privacy and features a huge bathroom and deep walk-in closet, creating a true retreat at the end of the day. The open living, dining, and

  Nataly Mattox RE/MAX Integrity

  

  225 Nestucca Ln, Roseburg, OR 97471
• 

  

  /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
• 

  

  /48

  $439,900

  $20K PRICE DROP

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

  535 SE Parkway Dr, Winston, OR 97496

  Must see to believe!! Get inside this beautiful home! 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

  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

  50 acres in the Umpqua Valley AVA. Great location by Abacela vineyard with incredible views of the countryside. Zoned Residential Medium Density. Potential for a custom home and residential development. Do not access this property without authorization.

  Mike Nichols MORE Realty

  

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

  /2

  $115,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  122 Kristi Lee Ln, Roseburg, OR 97471

  VERY NICE 3BR,2BA, MHD IN THE PREMIERE COMMUNITY OF LITTLEBROOK. THIS HOME HAS AN OVERSIZED 2 CAR GARAGE, OFF STREET PARKING, TREX DECK AND LOW MAINTENANCE YARD. THE PARK HAS RV PARKING AVAILABLE, VERY NICE CLUB HOUSE AND PICNIC AREA ON THE RIVER. COME SEE AND WRITE A CONTRACT TO MAKE THIS YOUR NEW HOME! ALL CONTRACTS ARE SUBJECT TO PARK APPROVAL OF BUYERS AS RESIDENTS.

  Roger Snyder Berkshire Hathaway HomeServices Real Estate Professionals

  

  122 Kristi Lee Ln, Roseburg, OR 97471
• 

  

  /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
• 

  

  /14

  $250,000

  $45K PRICE DROP

  • Land
  • 1.71 Acres
  • $146,199 per Acre

  4807 SW Grange Rd, Roseburg, OR 97471

  C3 is a general commercial zone, provided to accommodate commercial uses ranging from automotive, retail sales, hotel/hospitality, storage units to single family residences. This is one of the most versatile zones out there. Buyer to do due diligence for their intended use. There is also a 879 sqft home on property that is currently rented out, however, the home is of very little value. 4807

  Brian Weinhold VANGUARD REALTY GROUP

  

  4807 SW Grange Rd, Roseburg, OR 97471
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  /39

  $395,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  439 Chandler Dr, Roseburg, OR 97471

  This beautiful two-story home showcases true pride of ownership throughout. Step inside to a welcoming entry with soaring ceilings, warm laminate flooring, and a cozy fireplace anchoring the inviting living room. The main level also features a dedicated office, convenient half bath, and a spacious open kitchen complete with granite countertops, breakfast bar, abundant cabinetry, and a

  Jason Mann J Mann Realty

  

  439 Chandler Dr, Roseburg, OR 97471
• 

  /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
• 

  

  /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
• 

  

  /8

  $590,000

  • Land
  • 4.77 Acres
  • $123,690 per Acre

  350 View Point Terrace, Winston, OR 97496

  Excellent investment opportunity! 31 platted lots prime for development in the growth seeking city of Winston! This early 1980's subdivision is prominently located next to a newer construction community to strengthen the potential development value. Pacific Power just confirmed power is available! Call Winston city manager with all your building/development questions as he will accommodate all

  Michael Fischer Oregon Life Homes

  

  350 View Point Terrace, 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
• 

  

  /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
• 

  

  /13

  $99,000

  $10K PRICE INCREASE

  • Land
  • 5.78 Acres
  • $17,128 per Acre

  0 Willis Creek Rd Unit 23389927, Winston, OR 97496

  One of the last vacant lots on Willis Creek Rd. .76 acres between roadway and the creek. 5.02 wooded acres up the hill that levels off to a rather flat area for building site. With a bit of road grading and building pad clearing. This location offers seclusion in the trees with views of the surrounding hills and valley.

  Thomas Gulan RE/MAX Integrity

  

  0 Willis Creek Rd Unit 23389927, Winston, OR 97496

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