Winchester, OR Homes for Sale with Garage

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  $649,900

  • 4 Beds
  • 3 Baths
  • 2,692 Sq Ft

  286 Winchester Creek Ave, Winchester, OR 97495

  Experience refined living in Winchester Creek. This elegant two-story home with a full walk-out basement offers over 2,900 sq. ft. of beautifully designed space in one of North Roseburg’s mostdesirable communities.The main level features a spacious primary suite, a dedicated office, and an open-concept living and dining area ideal for entertaining. The kitchen offers a pantry and ample storage,

  

  Kristina Scott

  Umpqua Legacy Realty

  (458) 231-8692

  

  286 Winchester Creek Ave, Winchester, OR 97495
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  $499,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,581 Sq Ft

  556 N View Dr, Winchester, OR 97495

  Priced to sell!! Welcome to this beautifully maintained 4-bedroom home located in thedesirable Oak Valley Loop neighborhood. Thoughtfully cared for with fresh interior/exterior paint—this home blends comfort, style, and functionality. Step inside to soaring vaulted ceilings and bamboo floors, anchored by a cozy natural gas fireplace in the main living area. The spacious main-level primary suite

  

  Kristina Scott

  Umpqua Legacy Realty

  (458) 309-2302

  

  556 N View Dr, Winchester, OR 97495
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  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  383 Ridgecrest Dr, Roseburg, OR 97471

  Owner carry option is available with approved terms!!Live Above the Clouds in Ridgeview’s Finest Remodel Perched high in the prestigious Ridgeview Gated Community, this exquisitely updated 4-bedroom, 2,356 sq ft home offers panoramic, unobstructed views of lush winery valleys and the majestic Callahan Mountains—visible from three of the four bedrooms. Step inside and experience luxury redefined.

  

  Kristina Scott

  Umpqua Legacy Realty

  (458) 217-1018

  

  383 Ridgecrest Dr, Roseburg, OR 97471
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  $719,900

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  1062 Southridge Way, Roseburg, OR 97470

  Get ready to fall in love with this beautifully crafted custom home in the sought-after gated community of Winchester Ridge! With 3 spacious bedrooms, a bonus room or 4th bedroom, and 2.1 bathrooms spread across 2104 SF on 2.36 Acres, this property offers the perfect blend of elegance, comfort and room to roam. Step inside to a bright, open floor plan with soaring ceilings, walls of windows, and

  

  Kathy Flowers

  All-Pro Realty Advisors, LLC

  (458) 302-8031

  

  1062 Southridge Way, Roseburg, OR 97470
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  /45

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  4545 Ridenour St, Roseburg, OR 97470

  Great opportunity for a home in the growing Winchester area! Featuring a fenced yard for pets or kids to play in. Terraced back yard, nice for hosting events. Relax in the sunroom or on the back patio during beautiful summer days. New RV hookups installed along with new bedroom and living room receptacles. Open kitchen area and large living room. Appliances are included! Home warranty as well!

  

  Ashton Faas

  Different Better Real Estate

  (458) 310-2270

  

  4545 Ridenour St, Roseburg, OR 97470
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  /47

  $645,000

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  270 Glenwood Ct, Roseburg, OR 97471

  270 Glenwood Ct, Roseburg, OR – Conveniently located in the desirable Garden Valley area, this 3-bedroom, 2.5-bathroom home offers a country feel while still being close to town. Set on 5.65 flat, usable acres, the property blends comfort and functionality with natural beauty. Inside, you’ll find a spacious Casabella kitchen featuring granite countertops, stainless steel appliances, modern

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  270 Glenwood Ct, Roseburg, OR 97471
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  /48

  $790,000

  • 2 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  1346 Fisher Rd, Roseburg, OR 97471

  North Umpqua Riverfront Living + A Fisherman's Delight! Rare Legacy Property with Private Beach. A super opportunity to own an irreplaceable slice of Oregon paradise. Nestled on over an acre with a manicured yard and private river access, this custom cedar home is more than a residence, it’s a sanctuary for the soul. Tucked away in the desirable Fisher Road area of Roseburg, this custom-designed

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  1346 Fisher Rd, Roseburg, OR 97471
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  $1,199,000

  • 4 Beds
  • 4 Baths
  • 3,304 Sq Ft

  1435 Wilbur Rd, Roseburg, OR 97470

  Rich timber finishes enhance this exceptional estate, setting it apart from typical log cabins. Experience unparalleled luxury and privacy at 1435 Wilbur Rd, Roseburg, OR—an exquisite luxury log home nestled on 80 pristine acres of serene woodland. This masterfully crafted residence blends rustic elegance with sophisticated design, featuring soaring 28-foot ceilings, exposed beams, and expansive

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  1435 Wilbur Rd, Roseburg, OR 97470
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  $5,495,000

  • 4 Beds
  • 2 Baths
  • 1,966 Sq Ft

  1104 Rio Nes Ln, Roseburg, OR 97470

  Carlin Ranch; a unique opportunity in Douglas county w/ a 859.75 acre historic property w/a rich heritage dating back to 1850. This secluded, end-of-road ranch offers breathtaking natural beauty, abundant wildlife,& significant water access. Key features include 2.6 miles of North Umpqua River, & +/- 50 acres of water rights. Situated within a historically established Columbian Whitetail Deer

  Garrett Zoller Land Leader

  

  1104 Rio Nes Ln, Roseburg, OR 97470
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  $535,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  207 NE Spencer Ct, Roseburg, OR 97470

  This spacious home sits on nearly 2 acres and offers a country feel with stunning views of the surrounding mountains, all while being just minutes away from everything Roseburg has to offer. The property can be subdivided, as per city regulations. Inside, the residence features both a family room and a living room, along with a double-sided gas fireplace for cozy winter nights. A primary suite

  Cindy Mahaffy RE/MAX Integrity

  

  207 NE Spencer Ct, Roseburg, OR 97470
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  /48

  $549,000

  • 5 Beds
  • 3 Baths
  • 2,892 Sq Ft

  91 N River Dr, Roseburg, OR 97470

  Welcome to your serene retreat near the tranquil North Umpqua River! This spacious home offers a multitude of living possibilities, perfectly suited to your needs. Enjoy the freedom of being outside the Winchester Dam Water District, which means no future assessment fees to worry about. Ownership includes exclusive access to a private, gated park and a boat ramp, ideal for delightful picnics and

  Veronica Gillespie eXp Realty, LLC

  

  91 N River Dr, Roseburg, OR 97470
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  $780,000

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  2744 NW Daysha Dr, Roseburg, OR 97471

  Modern Luxury Living, Perfected!Experience refined sophistication in this modern stucco and stone estate, framed by elegant columns and an iron-fenced yard, where architectural beauty and everyday comfort meet.Inside, an open, light-filled layout features high ceilings and a vaulted living room that create an airy, inviting atmosphere. The designer kitchen is the centerpiece of the home,

  Wendy Rigsby All-Pro Realty Advisors, LLC

  

  2744 NW Daysha Dr, Roseburg, OR 97471
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  $599,000

  • 4 Beds
  • 3 Baths
  • 2,536 Sq Ft

  7978 N Bank Rd, Roseburg, OR 97470

  Roseburg rated #2 Place to Live in PNW by World Atlas! Recognized for its rivers, unique geology & natural beauty, this is the destination for those seeking lifestyle and legacy and this private 5-acre retreat puts you in the heart of it all. Set well off the road behind a gated entry the property is well maintained and the cherished home for its current owners the past 11+ years. They

  Marilyn Kittelman Cutting Edge Real Estate

  

  7978 N Bank Rd, Roseburg, OR 97470
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  $724,000

  • 4 Beds
  • 3 Baths
  • 2,648 Sq Ft

  3314 Fisher Rd, Roseburg, OR 97471

  Welcome to 3314 Fisher Rd, A rare slice of riverfront living with 4 bedrooms, 3 bathrooms, and 2,648 sq ft to call home. This split-level has so much to offer. The daylight basement comes with its own private entrance, full kitchenette, bedroom, bathroom, and living/dining space making it perfect for extended family, guests, or even rental income. Upstairs, the main living area is built for

  Anthony Beckham Different Better Real Estate

  

  3314 Fisher Rd, Roseburg, OR 97471
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  /48

  $749,900

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  290 Singing Waters Rd, Roseburg North, OR 97495

  Peaceful setting on the North Umpqua River close to town. Paved, private boat access ramp to gorgeous, quiet area on the river (no road noise or thru traffic). Home has been completely cosmetically renovated with quality upgrades. The kitchen includes new stainless steel appliances, composite granite sink, and quartz countertops with Carrera marble backsplash. The kitchen is also open to the main

  Tami Morin The Neil Company Real Estate

  

  290 Singing Waters Rd, Roseburg North, OR 97495
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  $725,000

  • 2 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  416 Elmar Dr, Winchester, OR 97495

  Tucked away on a scenic mountaintop just minutes from town, this 2,428 sq. ft. Colonial style retreat blends timeless charm with modern comfort. Wake up to serene sunrises on the back deck and unwind with breathtaking valley sunsets from the front porch. Set on 14.2 acres, this peaceful property offers a private sanctuarysurrounded by nature. Inside, the home features 2 bedrooms, 2.5 bathrooms, a

  J. Ryan Smith Stellar Realty Northwest

  

  416 Elmar Dr, Winchester, OR 97495
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  /47

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 2,579 Sq Ft

  282 Redtail Ridge Ln, Roseburg, OR 97471

  Beautiful one-level home with incredible views!! If you are looking for a home with privacy, space, and jaw dropping valley views from almost every window, look no further. Every inch of this home was made to stretch out, slow down, and take it all in. Wide windows flood the home with light while the high ceilings stretch overhead. Inside you will find a split-room layout, two living areas, and a

  Najla Slater Stellar Realty Northwest

  

  282 Redtail Ridge Ln, Roseburg, OR 97471
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  /48

  $624,900

  • 3 Beds
  • 2.5 Baths
  • 2,632 Sq Ft

  Unlisted Address

  Discover an intelligently designed mid-century modern home in the heart of the Umpqua Valley, where timeless elegance meets contemporary comfort. This stunning property is perfectly suited as a primary residence, peaceful second home, or a desirable vacation rental, offering a harmonious blend of sophisticated design and a vibrant lifestyle. Step inside and experience a world of refined elegance

  Adam Joyce Value Home Realty

  

  Unlisted Address
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  /38

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  1223 Sable Dr, Roseburg, OR 97470

  Riverfront property located on the North Umpqua River. Enjoy this peaceful setting just minutes from town. This single-story 3 bedroom/2 bath home with attached two-car garage and large enclosed shop or RV garage sits on 1.36 level acres and has easy access to the Umpqua River. Water rights. In-ground irrigation established. Don't miss this opportunity.

  Meryl Pearson Oregon Life Homes

  

  1223 Sable Dr, Roseburg, OR 97470
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  $549,900

  • 3 Beds
  • 3 Baths
  • 3,460 Sq Ft

  148 Wild Fern Dr, Winchester, OR 97495

  Located in one of the most desirable subdivisions in Douglas County, this stunning chalet style home is ready for you to make it your new home. The living room features a stunning wall of windows, a gas fireplace insert and hardwood floors. The hardwood floors continue through the dining room and into the spacious kitchen, which boasts granite countertops, eating bar, and built-in oven, microwave

  Rich Raynor Heritage Real Estate

  

  148 Wild Fern Dr, Winchester, OR 97495
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  $640,000

  • 6 Beds
  • 2 Baths
  • 3,580 Sq Ft

  331 Hemlock Ln, Roseburg, OR 97471

  Beautifully refinished home on 5 acres off desired Fisher Rd. area. This home has room for it all, and views all around. With 6 bedrooms, an office, living room and family room, there is no shortage of space and storage. There are 3 bedrooms upstairs, and 3 bedrooms and an office downstairs. The living room boasts 18' ceilings, a floor to ceiling fireplace, and a wet bar. The kitchen/dining room

  Wyndee Konopaski Keller Williams Southern Oregon-Umpqua Valley

  

  331 Hemlock Ln, Roseburg, OR 97471
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  /47

  $509,900

  • 4 Beds
  • 2 Baths
  • 2,043 Sq Ft

  1763 NE Rocky Dr, Roseburg, OR 97470

  Located in the highly desirable Rocky Ridge neighborhood, this beautifully maintained 4-bedroom, 2-bath home offers 2,042 sq. ft. of comfortable living space on a half-acre lot. You will love the inviting open floor plan with 9-foot ceilings, Brazilian cherry hardwood flooring, and an abundance of natural light. The kitchen is a chef’s delight featuring quartz countertops, stainless steel

  Jennifer Kramer RE/MAX Integrity

  

  1763 NE Rocky Dr, Roseburg, OR 97470
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  /29

  $385,000 Open Sat 3PM - 4:30PM

  • 3 Beds
  • 2 Baths
  • 1,259 Sq Ft

  1076 NE Rifle Range St, Roseburg, OR 97470

  Great home with a white picket fence, huge shop including covered RV parking, fenced all around, and close to everything. This 3 bed/2 bath home has a great split layout. Primary suite features ensuite with walk-in shower, then 2 other bedrooms with nice closet space. Through the living room is a large kitchen with granite and lots of storage, and a nice size dining area. Head out the french

  Wyndee Konopaski Keller Williams Southern Oregon-Umpqua Valley

  

  1076 NE Rifle Range St, Roseburg, OR 97470
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  $240,000

  • 3 Beds
  • 1 Bath
  • 896 Sq Ft

  1650 NE Winter St, Roseburg, OR 97470

  This charming 3 bedroom, 1 bath bungalow is set in the heart of one of Roseburg’s great established neighborhoods! This home may be smaller in size, but it makes up for it with smart design, a warm vibe, and plenty of hidden storage—including a spacious attic. Step outside to your own backyard oasis: a large, private, fully fenced yard featuring fruit trees, a covered deck perfect for weekend

  Anthony Beckham Different Better Real Estate

  

  1650 NE Winter St, Roseburg, OR 97470
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  $454,900

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  1734 NE Shale Ct, Roseburg, OR 97470

  Welcome to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable Rocky Ridge neighborhood. Situated on a spacious .53-acre lot in a quiet cul-de-sac, this property offers the perfect blend of comfort, privacy, and charm. Inside, you’ll find a warm and inviting layout featuring luxury vinyl plank flooring throughout the main level and a cozy gas fireplace in the great room

  Jennifer Kramer RE/MAX Integrity

  

  1734 NE Shale Ct, Roseburg, OR 97470
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  /48

  $439,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  1884 NE Sunset St, Roseburg, OR 97470

  Come check out this meticulously maintained single-level home, built in 2008, this home offers a desirable open floor plan with well planned 3-bed/2-bath layout is perfect for everyday living and entertaining.Seller updates include new carpet in the living room and primary suite, along with modern appliances— refrigerator and Speed Queen washer/dryer purchased within the last two years and used

  Andrew Stoner Roseburg Homes Realty

  

  1884 NE Sunset St, Roseburg, OR 97470
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  /31

  $434,900

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  675 NE Cummins St, Roseburg, OR 97470

  Welcome to this attractive single-level home on a dead-end street in east Roseburg. Built in 2006, this 3-bedroom, 2-bath home offers a spacious layout with vaulted ceilings and a cozy gas fireplace perfect for relaxing on cooler days. The kitchen includes an eating bar and appliances, while the dining area opens to a covered back deck designed for year-round enjoyment. Step outside and you’ll

  Carol Block Stellar Realty Northwest

  

  675 NE Cummins St, Roseburg, OR 97470
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  /44

  $300,000

  • 5 Beds
  • 3 Baths
  • 2,094 Sq Ft

  130 Walter Ct, Roseburg, OR 97471

  Spacious Triple-Wide on Double Lot – Endless Potential in Roseburg! Located at the end of a quiet cul-de-sac in a desirable Roseburg neighborhood, this large 5-bedroom, 3-bathroom triple-wide manufactured home sits on a rare double lot, offering ample space, privacy, and opportunity. With over 2,000 sq ft of living space, this home has a generous layout perfect for multi-generational living, home

  Tracy Grubbs eXp Realty, LLC

  

  130 Walter Ct, Roseburg, OR 97471
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  /35

  $430,000

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

  368 Page Rd, Winchester, OR 97495

  Come see this beautifully maintained home just 4 houses down from Winchester Elementary School. This home comes with ample parking, a large 864 SF shop (24x36) plus room to park an RV. Large backyard for hosting with a lot of potential/room for a pool, newly installed carpet, 4 security cameras included in sale. Please call today to book your private showing!

  Hannah Kelsey Alpine Real Estate 1, LLC

  

  368 Page Rd, Winchester, OR 97495
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  /48

  $1,249,900

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft

  6743 N Bank Rd, Roseburg, OR 97470

  Discover a rare opportunity to own a private, gated riverfront retreat on the beautiful North Umpqua River. This versatile 11+ acre property is perfect for multi-family living, income opportunities, and a self-sufficient lifestyle—all with unmatched natural beauty. The main residence is a well-kept 4 bedroom, 3 bathroom home featuring a large bonus room for office, hobby, or guest use. A second

  Jordan Anderson The Anderson Agency

  

  6743 N Bank Rd, Roseburg, OR 97470
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  $310,000

  • 3 Beds
  • 2.5 Baths
  • 1,572 Sq Ft

  1489 Four Seasons Dr Unit 17, Roseburg, OR 97470

  Don't miss this affordable, low-maintenance, move-in-ready detached condo with quality updates throughout! Downstairs has been completely repainted including ceilings, crown molding, walls, baseboards, doors, and windows, and brand new flooring installed. The kitchen features freshly painted cabinets, granite countertops, bar seating, new light fixtures, and a new garbage disposal. One upstairs

  Anthony Beckham Different Better Real Estate

  

  1489 Four Seasons Dr Unit 17, Roseburg, OR 97470
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  /20

  $349,000

  • Land
  • 6.84 Acres
  • $51,023 per Acre

  0 N Umpqua Hwy Unit 705167588, Roseburg, OR 97470

  Stop dreaming about building your custom home and start making it a reality. This premier property is construction ready with critical infrastructure already in place saving you time, money, and the typical challenges associated with new development. Electricity is installed at the homesite and power is on at the garage and barn. A high-producing shared well has been drilled, and seller said a

  Marilyn Kittelman Cutting Edge Real Estate

  

  0 N Umpqua Hwy Unit 705167588, Roseburg, OR 97470
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  /30

  $669,500

  • 4 Beds
  • 3 Baths
  • 2,760 Sq Ft

  464 Oak Valley Loop, Winchester, OR 97495

  PRICE IMPROVEMENT to $675,500 !! Discover this lovely, well-kept single-level home, perfectly designed for both everyday living and entertaining. The heart of the house is the expansive great room and kitchen area, where vaulted ceilings and an open layout create and inviting atmosphere for large gatherings. The home chef will love the gourmet kitchen, featuring a spacious island with an extra

  Gregory Johnson G. Stiles Realty

  

  464 Oak Valley Loop, Winchester, OR 97495
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  $235,000

  • 6 Beds
  • 1 Bath
  • 1,528 Sq Ft

  804 N Bank Rd, Roseburg, OR 97470

  Charming and full of potential, this country-style farmhouse at 804 N Bank Rd in Roseburg, OR, is ideal for a handyman or investor looking for a project. Situated on 1.32 acres of flat, usable land with some trees, the property offers a peaceful setting while still being close to town. The home features six bedrooms and one bathroom, boasting tall ceilings and plenty of character throughout.

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  804 N Bank Rd, Roseburg, OR 97470
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  /16

  $240,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  1517 NE Newton Creek Rd, Roseburg, OR 97470

  Take a look at this potential investment property on Newton Creek with a creek side deck to enjoy the view, quiet and privacy. This property is well maintained and comfortable. The tenant enjoys a lease which terminated in March 2026.

  Jody Tatone RE/MAX Integrity

  

  1517 NE Newton Creek Rd, Roseburg, OR 97470
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  /35

  $390,000

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

  1783 NE Todd St, Roseburg, OR 97470

  Welcome to this charming split-level home tucked just minutes from the center of town. With its bright, open feel and thoughtful updates, the home combines comfort, function, and style. The layout provides excellent separation of space, including a private primary suite with abundant closet storage. A spacious kitchen anchors the main living area, while brand-new vinyl plank flooring throughout

  Jennie Dillon HYBRID REAL ESTATE

  

  1783 NE Todd St, Roseburg, OR 97470
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  /32

  $65,000

  • 2 Beds
  • 1 Bath
  • 746 Sq Ft

  201 NE Peggy Ave Unit 6, Roseburg, OR 97470

  Located in a well-kept 55+ community with newly upgraded park infrastructure, this home benefits from all-new utilities. Peaceful creek-side setting and a friendly residential feel—close to town yet tucked away. This 2-bedrooms, 1-bath home offers an affordable and comfortable living setup with easy access to I-5 and just minutes from town. Featuring 746 sq ft and a modern floorplan with an open

  Anthony Beckham Different Better Real Estate

  

  201 NE Peggy Ave Unit 6, Roseburg, OR 97470
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  /47

  $1,479,000

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft

  1745 Rifle Range Rd, Roseburg, OR 97470

  Beautiful 80-acre property tucked in the hills of Roseburg, perfectly situated to offer peaceful country living while still being just minutes from town and the highway. The well-cared-for main home features an open-concept layout with 2 bedrooms, a bonus den and 2 bathrooms. Enjoy a large 3-bay shop/garage with plenty of space for equipment, vehicles, RVs, and tools—a true handyman’s dream. The

  Jennifer Parral Oregon First

  

  1745 Rifle Range Rd, Roseburg, OR 97470
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  /37

  $439,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  1592 NE Rocky Dr, Roseburg, OR 97470

  Welcome to this beautiful 3-bedroom, 2.5-bath home in the sought-after Rocky Ridge neighborhood! Featuring a versatile bonus room—perfect for a family room, home office, or hobby space—this residence offers comfort and style throughout. The kitchen is a cook’s delight with warm wood cabinetry, granite countertops, eat-bar, laminate flooring, and a spacious pantry, flowing seamlessly into the

  Tammi Ellison eXp Realty, LLC

  

  1592 NE Rocky Dr, Roseburg, OR 97470
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  /29

  $299,500

  • 4 Beds
  • 2 Baths
  • 1,734 Sq Ft

  260 Pleasant Ave, Roseburg, OR 97470

  Turnkey duplex on a spacious 0.39-acre double lot WITH A SHOP!—plus potential to build a second duplex! Clean, well-maintained units with strong rental history, ample parking, and consistent demand in a high-rent, low-vacancy area near the college. Opportunities like this don’t last—call today!

  Micah Davis Oregon Life Homes

  

  260 Pleasant Ave, Roseburg, OR 97470

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