Dillard, OR Houses for Sale

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  /27

  $365,000

  • 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
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  /48

  $419,900

  • 3 Beds
  • 2 Baths
  • 2,291 Sq Ft

  176 Homestead Dr, Myrtle Creek, OR 97457

  Beautiful acreage in a serene valley. This slice of paradise is has so much to offer. Large variety of fruit trees including baby grafted pear tree, apple tree, yellow and red plum trees. There are grapes and wild cucumber as well. As you approach the entrance, you will notice the newly built deck. The home has had several recent updates made: in the hallway, new flooring, trim, and paint. In the

  

  Ashton Faas

  Different Better Real Estate

  (458) 309-3053

  

  176 Homestead Dr, Myrtle Creek, OR 97457
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  /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
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  /42

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,024 Sq Ft

  490 Char St, Roseburg, OR 97471

  Charming 3-bedroom, 1-bath ranch-style home in the desirable Rolling Hills neighborhood. This single-level home features an inviting layout with ceiling fans, newly remodeled kitchen, and a light-filled dining area with exterior access. The kitchen offers a built-in microwave and dishwasher for convenience. Enjoy outdoor living with a fenced yard, patio, sprinklers, and RV parking. The peaceful

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  490 Char St, Roseburg, OR 97471
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  /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
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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
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  /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
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  /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
• 

  

  /22

  $285,000

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  783 Callahan Dr, Roseburg, OR 97471

  MOVE IN READY, NICE LOCATION and backed up to farm land. This 2 bedroom home has the perfect amount of space to accommodate your needs and make you feel right at home. Heating and Air Conditioning for all season comfort. Offers a front and back yard with underground sprinklers. Back yard completely fenced. Plus a single car garage with driveway. Low HOA for neighborhood. Call to make a showing

  Lacey Williams Trueblood Real Estate

  

  783 Callahan Dr, Roseburg, OR 97471
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  /48

  $3,800,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  8690 Lookingglass Rd, Roseburg, OR 97471

  Welcome to Lookingglass Vineyard, a remarkable 142.94-acre estate nestled in the highly sought-after South Valley Wine Loop of the renowned Umpqua Valley AVA. This established and producing vineyard features 99.94± acres planted in Pinot Noir and an additional 1/2-acre parcel with other select varietals, offering an exceptional opportunity for both lifestyle and investment. The vineyard is fully

  Jennifer Kramer RE/MAX Integrity

  

  8690 Lookingglass Rd, Roseburg, OR 97471
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  /35

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  114 Umpqua View Dr, Roseburg, OR 97471

  Prepare to be impressed by this beautifully updated home with nice views, nestled in a quiet neighborhood. This meticulously maintained property showcases pride of ownership in every detail, featuring tasteful decor and careful attention throughout. The home boasts high-end, water-resistant, and scratch-resistant luxury vinyl flooring throughout its interior. The kitchen is equipped with a pantry

  Cindy Mahaffy RE/MAX Integrity

  

  114 Umpqua View Dr, Roseburg, OR 97471
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  /39

  $420,000

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft

  4467 Melody Ln, Roseburg, OR 97471

  Dual Primary Suites! Step inside this spacious 2770 sq ft home in Green featuring 4 bedrooms and 2.5 bathrooms. Its designed for comfortable living with a fantastic layout. You will love having 2 primary bedroom options. The downstairs primary bedroom is a true retreat with an attached bath featuring a large soaking tub, walk-in tiled shower and 2 separate vanities. The upper level primary is

  Cindi Mills RE/MAX Integrity

  

  4467 Melody Ln, Roseburg, OR 97471
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  /36

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  669 NW T St, Winston, OR 97496

  Welcome to this beautiful 2022 built home in Winston, Oregon, offering comfort, privacy, and stunning open views. Conveniently located close to local amenities with easy access to the Oregon Coast and the world-famous Wildlife Safari. Situated on a private and spacious flag lot, the property backs to a school field, creating an open feel with peaceful mountain views and added privacy.Inside,

  Shae Ellison Platinum Realty

  

  669 NW T St, Winston, OR 97496
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  /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
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  /48

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 2,025 Sq Ft

  383 Little Valley Rd, Roseburg, OR 97471

  Attention developers and investors!!! Awesome property surrounded by residential developments which is one of the last remaining large parcels in the area with great potential for subdividing! There are top of the world mountain and valley views from the knoll that the single level home sits on. Some of the home features include hardwood floors, beamed ceilings, French doors, and vaulted ceiling.

  Jennifer Kramer RE/MAX Integrity

  

  383 Little Valley Rd, Roseburg, OR 97471
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  /20

  $625,000

  • 7 Beds
  • 5 Baths
  • 3,686 Sq Ft

  161 Vintage Ln, Myrtle Creek, OR 97457

  222.67 acres of pasture and woodland with 2 homes and a duplex. Great rental investment property or Family compound. Has community water, 3 septic systems, fenced, pasture is leased. Main house is 2 bedroom 2 bath, second dwelling 3 bedroom 1 bath. Duplexes are 1 bedroom 1 bath each.shop, garage. Sold As Is. Has pipeline easement.

  Michael Roberts Currieco Real Estate

  

  161 Vintage Ln, Myrtle Creek, OR 97457
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  /44

  $709,000

  • 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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  /48

  $765,000

  • 3 Beds
  • 2 Baths
  • 2,484 Sq Ft

  269 Bailey Dr, Roseburg, OR 97471

  This exceptional riverfront property offers luxury, comfort, & breathtaking natural surroundings in one of Roseburg’s most desirable settings. This custom-built single-level home sits along the banks of the beautiful South Umpqua River, offering incredible views & the peaceful sound of the water. The home features a thoughtfully designed living space with an open-concept that creates a bright and

  Jennifer Kramer RE/MAX Integrity

  

  269 Bailey 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! Sunday 3/14 11-2pm 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
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  /27

  $273,000

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

  151 NE Plum Ridge Dr, Winston, OR 97496

  Spacious 4 bedroom, 2.5 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
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  /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
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  /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
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  /39

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  166 Whitson Ln, Myrtle Creek, OR 97457

  Stunning 126.67-Acre Property with Breathtaking Views and Two HomesThis exceptional 126.67-acre property offers unparalleled views of the picturesque Umpqua Valley and the scenic South Umpqua River below. The property is divided into two tax lots, each with its own unique appeal and potential.The first lot features a beautifully remodeled 3-bedroom, 2-bathroom home with 1,416 sq ft of living

  Theresa Montoya Vantage Point Brokers, LLC

  

  166 Whitson Ln, Myrtle Creek, OR 97457
• 

  

  /22

  $375,000 Open House 4/11

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  182 Woodduck St, Winston, OR 97496

  Quality contemporary 3 bedroom, 2 bath 1452 sq ft home built in 2005 in Hunters Crossing. Has Double garage, vaulted ceilings, appliances included. Newly painted. Laminate floors throughout. New roof, covered patio in private fenced yard low maintenance. Will finance all ways. Turn key ready. RV Parking/boat parking.

  Valynn Currie Currieco Real Estate

  

  182 Woodduck St, Winston, OR 97496
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  /37

  $353,400

  • 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
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  /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
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  /36

  $379,999

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  1993 Linnell Ave, Roseburg, OR 97471

  Welcome home to this spacious 3-bedroom, 2-bath property designed for comfort and flexibility. The inviting living room features a cozy fireplace, perfect for relaxing nights in. A bonus family room offers extra space for entertaining, dining, movie nights, or a home office. Step outside to a fully fenced yard—great for pets, play, or outdoor gatherings. Need more room? You’ll love the bonus room

  Karissa Pangelina Keller Williams Southern Oregon-Umpqua Valley

  

  1993 Linnell Ave, Roseburg, OR 97471
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  /16

  $285,000

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  807 Callahan Dr, Roseburg, OR 97471

  LOCATION, LOCATION, LOCATION... This 2 bedroom home has the perfect amount of space to accommodate your needs and make you feel right at home. Heating and Air Conditioning for all season comfort. Offers a front and back yard with underground sprinklers. Back yard fairly spacious and completely fenced. Plus a single car garage with driveway and extra driveway area for additional parking. Low HOA

  Lacey Williams Trueblood Real Estate

  

  807 Callahan Dr, Roseburg, OR 97471
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  /29

  $499,000

  • 2 Beds
  • 2 Baths
  • 891 Sq Ft

  13474 Old Highway 99 S, Myrtle Creek, OR 97457

  Must see waterfront property! 2bd/2ba farmhouse recently received many updates! Brand new LVP flooring through-out, main bathroom is fully remodeled with a roll-in shower & the second bathroom has a jetted tub for ultimate relaxation! Property also includes a 480sqft cabin with a kitchen, bedroom, shower & loft. Brand new pellet stove & built in A/C unit. The oversized 3 bay shop includes a car

  Amber Rau eXp Realty, LLC

  

  13474 Old Highway 99 S, Myrtle Creek, OR 97457
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  /48

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  204 Rainbow Ridge Ave, Roseburg, OR 97471

  Upscale home has Gorgeous views & shows pride of ownership. With over a half of acre it's great location on the End of the road. This spacious & elegant home has a split master suite. Includes extra large added sitting room with lots of light to enjoy the view. Includes tile & Hickory harwood floors. Soaring ceilings,custom cabinets, granite counters and SS appliances. Gas fire place. Stamped

  Veronica Gillespie eXp Realty, LLC

  

  204 Rainbow Ridge Ave, Roseburg, OR 97471
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  /27

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,348 Sq Ft

  150 Buena Vista Ln, Roseburg, OR 97471

  Welcome to your dream home! Situated in a quiet neighborhood, this charming property features a nearly half-acre lot with well maintained landscaping and lots of curb appeal! Originally built in 1950, this home exudes character enhanced by a thoughtful add-on of two bonus rooms, a bathroom and a double carport. The main bathroom and kitchen have also had recent updates. In addition, vinyl windows

  Peggy Bennett Oregon Life Homes

  

  150 Buena Vista Ln, Roseburg, OR 97471
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  /20

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  2248 La Canada Dr, Roseburg, OR 97471

  Price Improvement! This inviting 3-bedroom, 2-bath home offers a spacious layout with both a family room and a living room, providing plenty of room to spread out. Newer interior paint gives the home a fresh, clean feel, and a newer heat pump adds year-round comfort and peace of mind. The low-maintenance backyard features a comfortable deck, ideal for relaxing or outdoor entertaining, and hot tub

  April Roderick Real Broker

  

  2248 La Canada Dr, Roseburg, OR 97471
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  /34

  $355,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  4033 Hanna St, Roseburg, OR 97471

  This beautifully updated home with the space, style, and comfort you're looking for!This 3 bedroom, 2 bathroom home offers 1,828 sq ft of inviting living space with a layout that feels both functional and welcoming. From the moment you step inside, you’ll notice the stylish updates throughout — including a gorgeous kitchen with dark cabinetry, granite counters, stainless steel appliances, updated

  Matt Kendall Keller Williams Realty Eugene and Springfield

  

  4033 Hanna St, Roseburg, OR 97471
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  /42

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft

  209 NE Rose Ridge Dr, Winston, OR 97496

  WOW! This clean, move-in-ready 3-bed, 2.5-bath home offers a modern-functional layout, extra off street parking, a deck with views, and a backyard entertainment space that’s hard to find. With extra room to park, a newer roof, and an oversized garage with built-in storage, you won't find a more practical home offered in this price range. Inside, you’ll find laminate flooring throughout and a

  Anthony Beckham Different Better Real Estate

  

  209 NE Rose Ridge Dr, Winston, OR 97496
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  /18

  $271,000

  • 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
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  /42

  $549,900

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

  176 Nehalem Loop, Roseburg, OR 97471

  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 bonus space!

  Dylan Schettler-Moncus eXp Realty, LLC

  176 Nehalem Loop, Roseburg, OR 97471
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  /34

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  171 2nd St, Dillard, OR 97432

  This inviting 1,152 sq ft, 3-bedroom, 2-bath home sits on a generously sized lot and offers a comfortable, functional layout. The spacious living room flows seamlessly into the dining area and kitchen, creating an open, welcoming atmosphere. The well-appointed kitchen features ample counterspace, abundant cabinetry, and a built-in dishwasher—perfect for everyday living or entertaining. The

  Melissa Jaques John L. Scott

  

  171 2nd St, Dillard, OR 97432
• 

  

  /35

  $314,900

  • 3 Beds
  • 1 Bath
  • 1,012 Sq Ft

  2345 Circle Dr, Roseburg, OR 97471

  Nice and well-kept single level home in Roseburg's Green District. This home features 3 bedrooms, and 1 bathroom that was professionally updated with a custom new shower, in 2024. Flat and fenced backyard area serves as a great space for entertaining on the partially covered deck, with room for gardening, and also features a large shed that was built onsite in 2025. 2 car garage, with RV parking,

  Kimberly Krebs Stellar Realty Northwest

  

  2345 Circle Dr, Roseburg, OR 97471
• 

  

  /40

  $499,900 New Construction

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

  150 Wil Way, Winston, OR 97496

  OPEN HOUSE! Saturday 3/14 11-2pm 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

  Tyler Head Turning Point Realty Group

  

  150 Wil Way, Winston, OR 97496
• 

  

  /48

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft

  4216 Stella St, Roseburg, OR 97471

  Discover comfortable, single-level living in this inviting 3-bedroom, 2-bath home located in Roseburg, OR. Designed with both style and functionality in mind, the home features vaulted ceilings that create an open, airy feel throughout the main living spaces. The well-appointed kitchen includes stainless steel appliances and flows seamlessly into the dining and living areas—perfect for everyday

  Tracy Grubbs eXp Realty, LLC

  

  4216 Stella St, Roseburg, OR 97471

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