Winchester, OR Homes for Sale

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  /42

  $639,900

  • 4 Beds
  • 3 Baths
  • 2,954 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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  /45

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  786 N View Dr, Roseburg North, OR 97495

  Perfect for multi-generational living, this 3,120 sq ft Winchester home features two primary suites—one on the main level and another upstairs. With 4 bedrooms, 3.5 bathrooms, two spacious living areas, and an upstairs flex space ideal for a home office, this home provides flexibility, comfort, and room to grow. Recent updates include updated flooring, fresh interior paint, new accent lighting,

  

  Kristina Scott

  Umpqua Legacy Realty

  (458) 243-4664

  

  786 N View Dr, Roseburg North, OR 97495
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  /43

  $899,000

  • 6 Beds
  • 3.5 Baths
  • 4,607 Sq Ft

  101 Aster St, Winchester, OR 97495

  Unique opportunity to own this beautiful Winchester home. A large corner lot, fully fenced, and private. Optimal outdoor area, with circular driveway, tons of parking, RV hook-up, 20x20 outbuilding, covered patio, lots of privacy and room to entertain. Come inside this grand home with high ceilings, a main level master, and second level master. Hardwood floors expand throughout the main level

  

  Wyndee Konopaski

  Keller Williams Southern Oregon-Umpqua Valley

  (458) 254-5748

  

  101 Aster St, Winchester, OR 97495
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  /48

  $2,500,000

  • 4 Beds
  • 5.5 Baths
  • 5,185 Sq Ft

  375 Bella Hills Ln, Roseburg, OR 97471

  Experience the pinnacle of Umpqua Valley living at 375 Bella Hills Lane—an extraordinary 80+ acre, agriculturally zoned estate with sweeping views of the Umpqua River. Peaceful, private, and rich with opportunity, this exceptional agriculturally zoned property offers limitless potential—ideal for a boutique vineyard, agricultural operations, multigenerational living, income-producing retreat, or

  

  Kristina Scott

  Umpqua Legacy Realty

  (458) 310-3629

  

  375 Bella Hills Ln, Roseburg, OR 97471
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  /45

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft

  1660 NE Alameda Ave, Roseburg, OR 97470

  Here's a unique opportunity for the beautiful Rocky Ridge Community! Relatively newer built home for a great price. As you enter, you will immediately notice the vaulted ceilings giving a very spacious feeling with the open floor plan. The light laminate flooring provides a lively sense to the home with nice natural lighting. The kitchen has gorgeous granite with stainless steel appliances and

  

  Ashton Faas

  Different Better Real Estate

  (458) 310-2120

  

  1660 NE Alameda Ave, Roseburg, OR 97470
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  /46

  $705,000

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

  1062 Southridge Way, Roseburg, OR 97470

  Enter through the gates of Winchester Ridge and follow your private drive to this beautifully crafted custom home set on 2.36 serene acres. Offering 3 bedrooms plus a flexible bonus room (or 4th bedroom), 2.1 baths, and 2,104 SF, this home blends elegance, comfort, and space to unwind. Inside, soaring ceilings, expansive windows, and abundant natural light create a bright, open atmosphere. The

  

  Kathy Flowers

  All-Pro Realty Advisors, LLC

  (458) 302-8031

  

  1062 Southridge Way, Roseburg, OR 97470
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  /48

  $535,000

  • 5 Beds
  • 2.5 Baths
  • 3,360 Sq Ft

  3257 NE Follett St, Roseburg, OR 97470

  Rare in-town acreage with space, privacy, and views. Situated on 1.52 acres, this expansive 5-bedroom, 2.5-bath home offers over 3,300 square feet of flexible living space with an open floor plan designed for both comfort and functionality. Enjoy city views while still feeling tucked away and private, with room to spread out indoors and out.The layout lends itself to multiple uses: perfect for

  

  Chelsie Siemens

  Fathom Realty Oregon, LLC

  (458) 307-2201

  

  3257 NE Follett St, Roseburg, OR 97470
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  /48

  $500,000

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

  137 N River Dr, Roseburg, OR 97470

  Beautiful single-level home with river access, located in a quiet and private setting. This well-maintained property features vaulted ceilings, a spacious layout, and an updated gourmet kitchen with granite countertops. Enjoy outdoor living with a large deck overlooking the fenced yard, perfect for relaxing or entertaining. The property also offers convenient RV parking and plenty of space for

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  137 N River Dr, Roseburg, OR 97470
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  /48

  $530,000

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft

  849 N View Dr, Winchester, OR 97495

  Charming and ideally located at 849 N View Dr, this home offers a seamless blend of comfort, functionality, and convenience. The thoughtfully designed layout features 3 bedrooms and 2 bathrooms with inviting living spaces bathed in natural light, creating a warm and welcoming atmosphere. Enjoy a fenced yard, sprinkler system, RV parking, and a garage, perfect for both relaxation and practicality.

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  849 N View Dr, Winchester, OR 97495
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  /48

  $1,175,000

  • 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

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  692 Echo Dr, Roseburg, OR 97470

  Beautifully remodeled North Umpqua riverfront home overlooking a dramatic Class III whitewater stretch at Dixon Falls. The North Umpqua River is known for its cold, clean, and exceptionally clear water - offering world class fly fishing and recreational opportunities outside your backdoor. Enjoy open-concept living with expansive river views from the kitchen, dining, primary suite, and living

  Aaron Cherry Oregon Life Homes

  

  692 Echo Dr, Roseburg, OR 97470
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  /27

  $348,300

  • Land
  • 128.96 Acres
  • $2,701 per Acre

  0 NE Rocky Dr Unit 24990635, Roseburg, OR 97470

  128.96 acres total; 125.61 acres withing the city limits of Roseburg, and 3.35 acres outside city limits. Access to property off of Rocky Drive & NE Gardiner St which is unimproved at this time. Potential for major subdivision, condos, or a single home. Original subdivision plans available at listing office. prices at $2,700/acre.

  Greg Johnson G Stiles Realty

  0 NE Rocky Dr Unit 24990635, Roseburg, OR 97470
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  /2

  $120,000

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  1119 NE Crescent Aly, Roseburg, OR 97470

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

  Greg Johnson G Stiles Realty

  1119 NE Crescent Aly, Roseburg, OR 97470
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  /27

  $46,000

  • 2 Beds
  • 1.5 Baths
  • 442 Sq Ft

  5000 NE Stephens St Unit 40, Roseburg, OR 97470

  Don't miss out on this one! New porches on front and back of unit. ADA accessible features in the bathroom. Heating and cooling system to keep you comfortable during every season! Minutes from Costco and other amenities. Well established park: Buyer must be park approved; Deposit of $1000. Unit is a FEMA mobile home.

  Emily McCurry Safari Village Real Estate

  

  5000 NE Stephens St Unit 40, Roseburg, OR 97470
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  /32

  $250,000

  • Land
  • 5 Acres
  • $50,000 per Acre

  0 Ryan Heights Ln Unit TL 603, Roseburg, OR 97470

  Build your home in Ryan Heights! This exceptional parcel offers a choice view setting and a massive, professionally cleared building pad, complete with a rock retaining wall, creating an ideal foundation for a custom home with room for a shop, additional structures, or expansive outdoor living. A developed and rocked driveway leads directly to the homesite, making access easy and positioning the

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  0 Ryan Heights Ln Unit TL 603, Roseburg, OR 97470
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  /47

  $349,999

  • 4 Beds
  • 2 Baths
  • 2,696 Sq Ft

  1852 NW Dogwood St, Roseburg, OR 97471

  ** Your canvas awaits**!!! Over 2600 SF of pure potential. Welcome to a home where the work has been started and the fun part is yours to finish!! This spacious 4 bedroom-2 bathroom residence is a rare opportunity for buyers with vision, some tools and perhaps a favorite contractor on speed dial. What a great way to build in some sweat equity. Spanning a lot of square footage, this home has

  Kathy Collins Stellar Realty Northwest

  

  1852 NW Dogwood St, Roseburg, OR 97471
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  /8

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 2,386 Sq Ft

  1314 NE Beulah Dr, Roseburg, OR 97470

  Charming 4-bedroom, 1.5-bath home in NE Roseburg with 1,850 sq ft of main living space and a 530 sq ft finished basement, totaling 2,386 sq ft. Bright, open layout with a spacious living area, updated kitchen, and wood-burning fireplace. Enjoy mature trees and private backyard space. Convenient location near schools, parks, and shopping. Perfect for families seeking comfort and potential.

  William Johnson William E Johnson

  

  1314 NE Beulah Dr, Roseburg, OR 97470
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  /48

  $749,900

  • 4 Beds
  • 3.5 Baths
  • 4,123 Sq Ft

  413 Thora Circle Dr, Winchester, OR 97495

  Welcome to 413 Thora Circle - a truly exceptional, custom-built-one-owner home on a gorgeous .72-acre lot in the heart of Winchester. This rare property offers space, comfort, and character throughout, surrounded by beautifully maintained landscaping. This impressive home features 4 bedrooms and 3.5 bathrooms, thoughtfully designed with both functionality and style. The beautiful, spacious

  Jennifer Kramer RE/MAX Integrity

  

  413 Thora Circle Dr, Winchester, OR 97495
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  /5

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  368 Pleasant Ave, Roseburg, OR 97470

  7 lots with older fixer mobile. City services available. possibilities for multiple homes. Sold As Is.

  Valynn Currie Currieco Real Estate

  

  368 Pleasant Ave, Roseburg, OR 97470
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  /9

  $46,000

  • 2 Beds
  • 1 Bath
  • 442 Sq Ft

  5000 NE Stephens St Unit 39, Roseburg, OR 97470

  Emily McCurry Safari Village Real Estate

  

  5000 NE Stephens St Unit 39, Roseburg, OR 97470
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  /20

  $53,000

  • 1 Bed
  • 1 Bath
  • 532 Sq Ft

  201 NE Peggy Ave Unit 11, Roseburg, OR 97470

  WOW! Discover the perfect blend of comfort, convenience, and modern living in this move-in ready, 2020-built 1-bedroom, 1-bathroom, ENERGY STAR Certified manufactured home, located in an 55+ community.This home is the perfect balance of style, function, and an idyllic lifestyle in a welcoming neighborhood — ready for you to make it your own. Don't wait - schedule your private tour today!(Buyer to

  Emily McCurry Safari Village Real Estate

  

  201 NE Peggy Ave Unit 11, Roseburg, OR 97470
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  /42

  $195,000

  • Land
  • 5.05 Acres
  • $38,614 per Acre

  0 Ryan Heights Ln Unit TL 604, Roseburg, OR 97470

  Discover a rare opportunity to own 5.05 acres in the Ryan Heights Subdivision in North Roseburg, surrounded by quality custom-built homes and scenic views. This exceptional parcel features a very large, professionally graded house pad, thoughtfully designed to accommodate a custom home with ample room for a shop, additional structures, or outdoor living spaces.A developed and rocked driveway

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  0 Ryan Heights Ln Unit TL 604, Roseburg, OR 97470
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  /40

  $264,900

  • 3 Beds
  • 1 Bath
  • 896 Sq Ft

  1551 NE Morris St, Roseburg, OR 97470

  Don’t miss your chance to own this charming home featuring a spacious, fully fenced backyard with a covered deck—perfect for outdoor relaxation or entertaining! Inside, you'll find upgraded appliances, fresh interior paint, and a range of other thoughtful updates. Ask for copy of inspection report and list of items that have been completed! Refrigerator is included but not pictured.

  Emily McCurry Safari Village Real Estate

  

  1551 NE Morris St, Roseburg, OR 97470
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  /12

  $39,900

  • Land
  • 0.67 Acre
  • $59,552 per Acre

  0 NE Sunset St Unit 423475298, Roseburg, OR 97470

  Discover the perfect canvas for your dream home at 0 Sunset Dr. Nestled in the heart of Roseburg, this .67-acre parcel offers a blend of privacy, space, and convenience. Surrounded by majestic oaks, the property boasts a serene and natural setting with breathtaking views. You have the flexibility to design and position your custom home to your liking. Additionally, the proximity of water and

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  0 NE Sunset St Unit 423475298, Roseburg, OR 97470
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  /12

  $450,000

  • Land
  • 0.75 Acre
  • $600,000 per Acre

  2460 NW Edenbower Blvd Unit 1, Roseburg, OR 97471

  Ideal OWNER CARRY TERMS at 6% interest with reasonable down payment for a 10 year term makes this land parcel with all city services one of the last commercial development parcels available! Buyer due diligence with regard to wetlands. I.E. engineered bio retention planter. See map on file. Easy access off of Edenbower Blvd close to Mercy Hospital and Interstate 5 on ramp. Priced to sell!

  Melony Marsh All-Pro Realty Advisors, LLC

  

  2460 NW Edenbower Blvd Unit 1, Roseburg, OR 97471
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  /48

  $404,999

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

  5120 NW Broad St, Roseburg, OR 97471

  Just a half mile from town, this 5-acre property offers space, privacy, and a highly functional layout that’s hard to come by. At the center of it all is a well-kept 3-bedroom, 2-bath manufactured home with a versatile bonus room currently opened up for extra living space but easily converted back to a fourth bedroom if needed. Interior features a functional open floor plan, split-bedroom setup,

  Anthony Beckham Different Better Real Estate

  

  5120 NW Broad St, Roseburg, OR 97471
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  /44

  $699,000

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

  383 Ridgecrest Dr, Roseburg, OR 97471

  Perched high in the prestigious, gated Ridgeview Community, this fully remodeled single-level home offers 2,356 sq ft, 4 bedrooms, and breathtaking panoramic views of winery valleys and the Callahan Mountains. The property backs to approximately 100 acres of community open space, providing exceptional privacy and unobstructed scenery.Recent upgrades include a new roof, James Hardie siding, 18

  Theresa Montoya VANTAGE POINT BROKERS, LLC

  

  383 Ridgecrest Dr, Roseburg, OR 97471
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  /19

  $60,000

  • Land
  • 1.49 Acres
  • $40,268 per Acre

  0 NE Crescent St, Roseburg, OR 97470

  Enjoy sweeping views of the valley and surrounding mountains from this 1.49-acre property! Zoned R7.5, this is a fantastic opportunity for development or investment. Conveniently located close to amenities and just minutes from downtown.

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  0 NE Crescent St, Roseburg, OR 97470
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  /27

  $165,000

  • Land
  • 1.26 Acres
  • $130,952 per Acre

  0 Pioneer Way Unit 24035561, Winchester, OR 97495

  Opportunity awaits in Winchester! Build your private dream home on this fantastic 1.26-acre lot, perfectly situated in the heart of Winchester. Zoned RS, this property offers a versatile canvas with gently sloping terrain (no steep grades), currently featuring open grass, blackberries, and scattered trees. Adding to its charm and history, the property includes the Original Amacher Barn, built in

  Amanda Legaspino eXp Realty, LLC

  

  0 Pioneer Way Unit 24035561, Winchester, OR 97495
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  /11

  $847,000

  • Land
  • 4.42 Acres
  • $191,629 per Acre

  1219 NE Junker Ave, Roseburg, OR 97470

  PRICE REDUCTION!! Fantastic opportunity to buy this beautiful parcel of multi-family land! Pre-planned 4-building apartment complex with 12 units per 3-story building, for a total of 48 units. Lovely setting for high end apartments in the midst of custom homes. Gently sloped ground surrounded by native trees with city views. Engineering reports, site plans, wetlands delineation report with soil

  Melony Marsh All-Pro Realty Advisors, LLC

  

  1219 NE Junker Ave, Roseburg, OR 97470
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  /42

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,870 Sq Ft

  239 Meadowlark Ave, Roseburg, OR 97471

  A rare Garden Valley opportunity designed to live large without excess space. This well-built home features vaulted, open-beam ceilings in every room and warm tongue-and-groove accents that give it a timeless, lodge-like feel. Straight-grain fir interior doors add a distinctive custom touch. The living room is the heart of the home, with expansive windows framing the pastures and mountain views,

  Jody Tatone RE/MAX Integrity

  

  239 Meadowlark Ave, Roseburg, OR 97471
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  /9

  $55,000

  • Land
  • 0.47 Acre
  • $117,021 per Acre

  647 N View Dr, Roseburg North, OR 97495

  Come build your dream home on this 0.47 acre lot located in an area of newer homes! This area offers close proximity to Winchester recreation, parks, river, fishing, and the college.

  Neil Hummel The Neil Company Real Estate

  

  647 N View Dr, Roseburg North, OR 97495
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  /40

  $114,990

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  885 NE Sunset St Unit 26, Roseburg, OR 97470

  Great natural light in this upstairs 2 bedroom, 1 bathroom condominium with updated LVP & tile flooring. Large living room, dining room with slider to deck overlooking green common space. Kitchen with stainless sink with dishwasher, range and stainless steel refrigerator. Wall air-conditioning and radiant ceiling heat for great comfort, year round. Large bedrooms have newer LVP flooring and the

  Julie Bancroft The Neil Company Real Estate

  

  885 NE Sunset St Unit 26, Roseburg, OR 97470
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  /31

  $309,000

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  262 NW Cecil Ave, Roseburg, OR 97470

  Right in the center of Roseburg, this front-porch friendly home offers easygoing style and a location that makes daily life simple. A welcoming yard and covered front porch create the perfect place to relax and watch the neighborhood go by.Inside, the smartly sized layout feels bright and fresh with crisp white walls, cool interior tones, and natural light pouring through large picture windows in

  Nataly Mattox RE/MAX Integrity

  

  262 NW Cecil Ave, Roseburg, OR 97470
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  /19

  $535,000

  • Land
  • 5.93 Acres
  • $90,219 per Acre

  0 Old Highway 99 N, Roseburg, OR 97470

  Absolutely beautiful views from this development land, overlooking the North Umpqua River! Swift rapids views below the dam. Easy Interstate 5 access close to Umpqua Community College, Costco, fish ladder and Amacher Park boat ramp. Ideal location for restaurant, boutique hotel, convenience store, outdoor sporting goods with raft rentals or possible RV park.

  Melony Marsh All-Pro Realty Advisors, LLC

  

  0 Old Highway 99 N, Roseburg, OR 97470
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  /15

  $75,000

  • Land
  • 2.03 Acres
  • $36,946 per Acre

  1004 NW Sweetbrier Ave, Roseburg, OR 97471

  Great lot, has road frontage on both sides. Features multiple views of the city and countryside. Located in a private premier community of Roseburg with other beautiful custom homes. Close to city, shopping, hospital, and I-5.

  Neil Hummel The Neil Company Real Estate

  

  1004 NW Sweetbrier Ave, Roseburg, OR 97471
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  /17

  $255,000

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  132 NE Sawyers Ln, Roseburg, OR 97470

  Uncommon property available for sale. 2 commercial lots (C3 zoning) for sale with a residence on one lot and a second commercial lot for development. 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

  Walt Gayner Walt Gayner Real Estate

  

  132 NE Sawyers Ln, Roseburg, OR 97470
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  /32

  $72,900

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  406 Shadow Ranch Ln, Roseburg, OR 97470

  This well cared for home is located in the desirable Rose Terrace gated community for residents 55 and over. Enjoy a peaceful setting with convenient access to shopping, medical services, and all the amenities the beautiful Umpqua Valley offers. Inside, you'll find an updated kitchen, very light & bright with hickory cabinets & all appliances included. Dining/family room offers additional

  Carol Thompson RE/MAX Integrity

  

  406 Shadow Ranch Ln, Roseburg, OR 97470
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  /12

  $545,000

  • Land
  • 0.78 Acre
  • $698,718 per Acre

  2470 NW Edenbower Blvd Unit 2, Roseburg, OR 97471

  Priced to sell! Prime medical or professional development land located in a high traffic count area right off of Stewart Parkway and Edenbower Blvd. Fantastic OWNER CARRY TERMS at 6% interest, reasonable down payment with a 10 year term. No wetlands issue according to seller. Engineering report available. Land parcel backs up to The Landing assisted living facility and newer medical office

  Melony Marsh All-Pro Realty Advisors, LLC

  

  2470 NW Edenbower Blvd Unit 2, Roseburg, OR 97471
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  /42

  $135,000

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  104 Willamina Ln, Roseburg, OR 97470

  Welcome to this beautifully maintained 3-bedroom, 2-bath manufactured home in desirable Saddle Butte Mobile Manor! Situated on a corner lot, this light and bright home features vaulted ceilings and an open-concept layout that creates an airy, spacious feel throughout.The expansive kitchen offers tile flooring, abundant cabinetry, an eat bar, and opens seamlessly to the dining area — perfect for

  Tammi Ellison eXp Realty, LLC

  

  104 Willamina Ln, Roseburg, OR 97470

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