Winchester, OR Houses for Sale

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  /43

  $710,000

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft

  1732 Del Rio Rd, Roseburg, OR 97471

  Riverfront retreat on the North Umpqua – Owner Financing, private sanctuary on 1.6 beautifully landscaped acres along the North Umpqua River. This single-level gem offers the perfect blend of comfort, charm, and tranquility—with breathtaking river and mountain views from nearly every angle. Step inside to find fresh paint, brand-new carpet, and sun-drenched living spaces that invite the outdoors

  

  Debi Hauer

  EXP REALTY, LLC

  (458) 310-4123

  

  1732 Del Rio Rd, Roseburg, OR 97471
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  /45

  $499,000

  • 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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  /34

  $799,000

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

  383 Ridgecrest Dr, Roseburg, OR 97471

  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. This home has undergone a full-scale remodel where no

  

  Kristina Scott

  Umpqua Legacy Realty

  (458) 217-1018

  

  383 Ridgecrest Dr, Roseburg, OR 97471
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  /45

  $288,400

  • 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! Master bedroom has 2

  

  Ashton Faas

  Different Better Real Estate

  (458) 310-2270

  

  4545 Ridenour St, Roseburg, OR 97470
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  /48

  $799,900

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

  1381 Echo Dr, Roseburg, OR 97470

  Welcome to 1381 Echo Drive in one of the Umpqua Valley's most desirable neighborhoods, celebrated for its custom-built homes near the North Umpqua River and serene natural surroundings. Situated on 5 level acres, this spacious 5-bedroom, 3-bath home offers over 3,500 square feet of finished living space plus a semi-finished bonus / rec space. Step inside to a thoughtfully designed floor plan

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  1381 Echo Dr, Roseburg, OR 97470
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  /48

  $799,000

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

  2744 NW Daysha Dr, Roseburg, OR 97471

  Welcome to 2744 NW Daysha Dr, Roseburg, OR! This stunning and spacious 4-bedroom, 2.5-bathroom home perfectly combines modern style, comfort, and functionality, all situated in a highly desirable neighborhood. Located just minutes away from shopping centers, medical facilities, and the movie theater. This property offers an ideal lifestyle for families and professionals alike. The exterior of the

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  2744 NW Daysha Dr, Roseburg, OR 97471
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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

  $850,000

  • 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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  /48

  $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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  /41

  $5,495,000

  • 3 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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  /10

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 1,706 Sq Ft

  230 Singing Waters Rd, Winchester, OR 97495

  Your chance for prime riverfront property on the North Umpqua River! 230 Singing Waters is located on a tranquil stretch of the River perfect for Summer swimming, boating, cookouts, relaxing and fishing. Wonderful territorial views. A large fenced yard. This charming single-level home offers stunning river views, and backs up to wild, undeveloped property to the north. It offers privacy and

  Greg Johnson

  230 Singing Waters Rd, Winchester, OR 97495
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  /2

  $120,000

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  1119 NE Crescent Alley, Roseburg, OR 97470

  Investments opportunity, priced to sell, multi-residential zoning.

  Nathan Johnson G. Stiles Realty

  

  1119 NE Crescent Alley, Roseburg, OR 97470
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  /48

  $829,000

  • 3 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  692 Echo Dr, Roseburg, OR 97470

  Discover luxury living at its finest in this completely remodeled, high-end home nestled along the serene banks of the North Umpqua River. This rare gem offers an unmatched combination of modern elegance and natural beauty, set in a lush, park-like setting with sprawling gardens and valuable irrigation rights. Step inside to find an expansive open-concept layout featuring a chef’s dream kitchen,

  Tracy Grubbs eXp Realty, LLC

  

  692 Echo Dr, Roseburg, OR 97470
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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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  /37

  $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

  $889,000

  • 3 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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  /30

  $695,500

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

  464 Oak Valley Loop, Winchester, OR 97495

  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 sink, gas stove, double ovens, and

  Gregory Johnson G. Stiles Realty

  

  464 Oak Valley Loop, Winchester, OR 97495
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  /48

  $584,900

  • 4 Beds
  • 3 Baths
  • 2,858 Sq Ft

  251 Winchester Creek Ave, Winchester, OR 97495

  Check out this spacious 4-bedroom home with daylight basement & dual covered decks! Welcome to 251 Winchester Creek Ave, this beautifully maintained 4-bedroom, 3-bathroom home offering 1,858 sq/ft of well-designed living space in a peaceful and private setting. Nestled against a hillside backdrop of lush trees and natural landscape, this home seamlessly blends comfort, functionality, and outdoor

  Andrew Stoner Roseburg Homes Realty

  

  251 Winchester Creek Ave, Winchester, OR 97495
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  /47

  $624,900

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

  7978 N Bank Rd, Roseburg, OR 97470

  PRICE REDUCED by Motivated Seller!! Just updated and remodeled! This spacious split-level home offers over 2,500 square feet of updated living. Step inside to discover brand-new luxury vinyl plank flooring and fresh interior paint. Stunningly updated kitchen features new quartz countertops, sink and faucet, new range, marble backsplash, new modern lighting, and soft-close cabinets and drawers

  Jeffrey Enserink Lamonte Real Estate Professionals

  

  7978 N Bank Rd, Roseburg, OR 97470
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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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  /42

  $499,900

  • 5 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  356 Wild Fern Dr, Winchester, OR 97495

  Welcome to this beautifully appointed 2,688 sq ft home nestled on a serene 0.41-acre lot in one of Winchester’s most sought-after neighborhoods. Thoughtfully designed for comfort and functionality, this spacious residence features two luxurious primary suites, including one conveniently located on the main level—complete with dual walk-in closets for ample storage.Enjoy sweeping mountain and

  Jennifer Kramer RE/MAX Integrity

  

  356 Wild Fern Dr, Winchester, OR 97495
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  /48

  $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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  /43

  $598,000

  • 4 Beds
  • 2.5 Baths
  • 2,690 Sq Ft

  1548 NE Rocky Ridge Dr, Roseburg, OR 97470

  Luxurious Custom home in Rocky Ridge area located on just over half acre with amazing views of city, mountains and sunsets. The nearly 2700 square feet includes 4 bedrooms, 2.5 baths, gourmet kitchen, living room and family room. Luxury features throughout include main level Master Suite with jetted tub, slate flooring and shower, granite countertops with double sinks and large walk-in closet.

  Patti Archambault All-Pro Realty Advisors, LLC

  

  1548 NE Rocky Ridge Dr, Roseburg, OR 97470
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  /41

  $549,000

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

  1556 NE Kennedy Loop Dr, Roseburg, OR 97470

  This home is a dream for people who are 55 or older, active, and still want a large, spacious, elegant, beautiful home in a serene gated 55+ community! This stunning residence offers 3,152 square feet of luxurious living space designed for comfort and elegance. Featuring three spacious bedrooms and three beautifully appointed bathrooms, this home is perfect for both relaxation and entertaining.

  Joanne Graham eXp Realty, LLC

  

  1556 NE Kennedy Loop Dr, Roseburg, OR 97470
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  /4

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  132 NE Sawyers Ln, Roseburg, OR 97470

  2 commercial lots (C3 zoning) for sale with a residence on one of the lots. Approximately 0.40 acres total. House needs attention. Outside city limits. County planning says house can remain in use as a residence. Consult county planning department for details on all possible uses for the lots and the house. One lot fronts on Sawyer's Lane. One fronts on Newton Creek Rd. Currently one water

  Walt Gayner Walt Gayner Real Estate

  

  132 NE Sawyers Ln, Roseburg, OR 97470
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  /48

  $399,900

  • 2 Beds
  • 1.5 Baths
  • 1,767 Sq Ft

  157 NE Spencer Ct, Roseburg, OR 97470

  WOW! A rare two-home setup on 0.68 of an acre with an in-ground pool and room for your home business! The main house lives bright and comfortable with large picture windows, hardwood floors, ductless heating/cooling, and a cozy pellet stove. The kitchen and baths feature custom tilework and granite, including the fully remodeled main bath with a walk-in tile shower. Two generously sized bedrooms

  Anthony Beckham Different Better Real Estate

  

  157 NE Spencer Ct, Roseburg, OR 97470
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  /48

  $659,000

  • 3 Beds
  • 3 Baths
  • 3,278 Sq Ft

  370 Wild Fern Dr, Winchester, OR 97495

  Perched in the treetops, this custom Winchester home feels like your own private retreat. The expansive windows, skylights, and vaulted ceilings bring the outdoors in, filling the open living space with natural light and framing the gorgeous sunset views. The living room, complete with fireplace, flows through to the spacious deck, perfect for entertaining or relaxing. The remodeled kitchen feels

  Najla Slater Stellar Realty Northwest

  

  370 Wild Fern Dr, Winchester, OR 97495
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  /35

  $408,500

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  628 NE Cummins St, Roseburg, OR 97470

  Step into this easy living, single-level home and take in the open and airy floor plan with vaulted ceilings and mountain views. The kitchen features stainless steel appliances, granite countertops and an eating bar for informal dining. Have some fun in your fully fenced, artificially turfed, low maintenance backyard you can enjoy all year long that includes your very own putting green! Rain or

  Carol Block Stellar Realty Northwest

  

  628 NE Cummins St, Roseburg, OR 97470
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  /32

  $265,000

  • 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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  /48

  $649,000

  • 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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  /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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  /17

  $265,000

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  274 NW Meloy Ave, Roseburg, OR 97470

  Set on a spacious lot of over a third of an acre, this single level home offers the perfect blend of indoor comfort and outdoor space. Step into the main living areas featuring vaulted ceilings and laminate flooring throughout the living room, kitchen, and hallway - creating a bright and open feel with easy-care surfaces. All bedrooms are comfortably appointed with wall-to-wall carpeting and the

  Jacob Gilman The Neil Company Real Estate

  

  274 NW Meloy Ave, Roseburg, OR 97470
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  /20

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft

  119 Oakbourne Ln, Roseburg North, OR 97495

  Charming Winchester RetreatWelcome to this inviting, nearly 2,000 sq. ft. home, perfectly situated on a generous half-acre lot in one of Winchester’s most desirable and well-established neighborhoods. Step inside and discover an open, spacious floor plan that offers both comfort and functionality. Large windows bathe the living spaces in natural light, while the warm brick fireplace creates a

  Bob Lamonte Lamonte Real Estate Professionals

  

  119 Oakbourne Ln, Roseburg North, OR 97495
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  /37

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  65 Pioneer Way, Winchester, OR 97495

  More Living, Less Yardwork!Enjoy peaceful living in this three bedroom, two bath, single level home tucked away on a private flag lot. Special features include beautiful oak floors in living room, kitchen, and dining; 2 sets of French doors; a covered 12' x 10' patio with Trex type flooring; two-car 20' x 19' garage; one-car 22' x 11' carport; and brand new 24' x 8' shop. Plenty of indoor and

  Marilyn Kittelman Cutting Edge Real Estate

  

  65 Pioneer Way, Winchester, OR 97495
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  /48

  $649,900

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

  2839 NW Kline St, Roseburg, OR 97471

  Stunning West Roseburg Retreat with Panoramic Views Discover this private, custom contemporary home perched above the city with incredible mountain and valley views on over 1 acre in sought-after West Roseburg. Perfectly located just minutes from shopping, dining, banks and schools, this residence blends convenience with peaceful seclusion. Inside, you’ll find 4 bedrooms, 2.5 baths, vaulted

  Jennifer Kramer RE/MAX Integrity

  

  2839 NW Kline St, Roseburg, OR 97471
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  /37

  $459,900

  • 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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  /31

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1298 NE Lincoln St, Roseburg, OR 97470

  Large split level home that offers plenty of room for all your activities and plenty of space to spread out! Offers functional kitchen, dining area, living room with view, 3 large-sized bedrooms, family room or 4th bedroom with bathroom and shower, double garage, fenced yard, and more. Conveniently located to shopping and more.

  Neil Hummel The Neil Company Real Estate

  

  1298 NE Lincoln St, 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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  /43

  $250,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  881 NE Newton Creek Dr, Roseburg, OR 97470

  Home sweet home. You will love the hardwood floors and warmth of a cozy fireplace. Nice bright kitchen with generous laundry room.2 bedrooms and a nice bath. Partially fenced yard with fruit trees.Carport with extra large storage unit. Seller is open to selling the furniture.

  Veronica Gillespie eXp Realty, LLC

  

  881 NE Newton Creek Dr, Roseburg, OR 97470
• 

  

  /17

  $234,000

  • 2 Beds
  • 1 Bath
  • 1,072 Sq Ft

  1628 NE Taylor St, Roseburg, OR 97470

  This home is conveniently located near shopping and the hospital. It has 2 BR., but there is an additional room with a closet that could be converted to a 3rd BR. Built in 1949, this property is filled with classic charm and offers a fantastic opportunity to update and personalize to your taste. Inside, you’ll find a spacious living area with plenty of natural light and carpet throughout. Both

  Troy Schuyler Keller Williams Southern Oregon-Umpqua Valley

  

  1628 NE Taylor St, Roseburg, OR 97470

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