Winchester, OR Homes 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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  /42

  $889,000

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  1120 Sunshine Rd, Roseburg, OR 97470

  From the minute you turn onto the long, private driveway, the view is breathtaking. In addition to the 3 bedroom, plus office, 2 bathroom manufactured home, there is a large room and bathroom over the garage. It has been plumbed for a kitchenette and is awaiting a new owner to finish. The home interior has been updated, the carpeting is brand new. The outside needs a small amount of TLC. This

  

  Deleta Dickson

  eXp Realty, LLC

  (458) 203-3210

  

  1120 Sunshine Rd, Roseburg, OR 97470
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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

  $799,000

  • 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

  $1,250,000

  • 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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  /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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  /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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  /16

  $99,000

  • Land
  • 3.23 Acres
  • $30,650 per Acre

  0 NE Rocky Dr Unit 4400 20539110, Roseburg, OR 97470

  3.23-acre parcel on Rocky Dr in Roseburg. Per city one home can be built on this parcel as it sits, Buyers to verify. Buyers responsible for all due diligence including approved uses and utilities. An additional 1.78-acre adjacent parcel is also available.

  Jacob Gilman The Neil Company Real Estate

  0 NE Rocky Dr Unit 4400 20539110, Roseburg, OR 97470
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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

  $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

  $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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  /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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  /48

  $539,000

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft

  82 N River Dr, Roseburg, OR 97470

  Welcome to this stunning riverview property, where tranquility meets simplicity! Nestled along the serene North Umpqua River, this home offers breathtaking views and the soothing sounds of water, creating the perfect place to call home. This single level home features a large wrap-around back deck, mature landscaping, rhododendrons, hydrangeas and several different flowering bulbs. The interiors

  Gina Evenich The Neil Company Real Estate

  

  82 N River 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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  /41

  $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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  /6

  $28,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  2071 NE Stephens St Unit M8, Roseburg, OR 97470

  Cute single wide with a close-in location and beautiful custom woodwork. Located on a larger lot in the park with a wooden setting and outdoor storage for all your toys. Recent updates include new paint, insulation, deck railing, and heat pump. Enjoy easy access to local amenities and a low cost of living. Come see it today!

  Breighley Sexton Epique Realty

  

  2071 NE Stephens St Unit M8, 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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  /26

  $466,000

  • Land
  • 46.49 Acres
  • $10,024 per Acre

  0 Kester Rd Unit 7,6,6.5 506268528, Roseburg, OR 97470

  Discover the perfect blend of privacy, recreation, and opportunity on Kester Road in Roseburg. This offering includes 4 separate lots being sold together. Lot #6.5 features a road and a house pad already in place, making it an ideal spot to start building. Property was previously approved for well and septic. The county said it will be easy for the buyer to renew. Enjoy sweeping views, abundant

  Dan Gandee Real Broker

  

  0 Kester Rd Unit 7,6,6.5 506268528, Roseburg, OR 97470
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  /12

  $399,500

  • Land
  • 184.34 Acres
  • $2,167 per Acre

  0 NE Barager Ave, Roseburg, OR 97470

  Don't miss this opportunity to live on the Top of the Mountain overlooking the City of Roseburg. With an easement access and well maintain road, this property offers several home site options. Or, it may be possible to divide this 184+ acre parcel into 4 separate home ownerships, each with a spectacular view!

  Jody Tatone RE/MAX Integrity

  

  0 NE Barager Ave, Roseburg, OR 97470
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  /9

  $249,500

  • Land
  • 65.46 Acres
  • $3,811 per Acre

  0 NE Newton Creek Rd Unit 510685602, Roseburg, OR 97470

  Choose your home location on this 65+ acre secluded property.. only minutes to town. There are 5 Lots of Record which may allow for 5 separate homes and ownerships.

  Jody Tatone RE/MAX Integrity

  

  0 NE Newton Creek Rd Unit 510685602, 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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  /47

  $64,900

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

  211 Shadow Ranch Ln, Roseburg, OR 97470

  This is a very clean double wide in a senior mobile home park. Perfect for the person with a green thumb. There are so many beautiful plants on this lot with a patio and covered deck to enjoy them. There is one generously sized covered parking space and a tool shed. The home features a large living room and smaller family room open to the kitchen. Furnace, heat pump and roof are all new within

  Emily Volk Karen Volk Realty

  

  211 Shadow Ranch Ln, Roseburg, OR 97470
• 

  

  /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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  /34

  $350,000

  • 4 Beds
  • 2 Baths
  • 2,162 Sq Ft

  1820 NW Otie St, Roseburg, OR 97470

  Nicely maintained units with all the upgrades, has carport, two locking sheds. Convenient location and close to shopping, banking, restaurants, and many more amenities. Has fabulous views of mountains, Veterans Hospital, and Garden Valley area.

  Neil Hummel The Neil Company Real Estate

  

  1820 NW Otie St, Roseburg, OR 97470
• 

  

  /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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