Winchester, OR Homes for Sale

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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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  /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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  /46

  $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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  /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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  /48

  $549,500

  • 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

  $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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  /42

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  1050 NE Garden Valley Blvd, Roseburg, OR 97470

  Welcome to 1050 NE Garden Valley Blvd. This well kept 3 bedroom 2 bathroom single level home blends comfort, accessibility and convenience. Enjoy vaulted ceilings, great natural light and a cozy living room with a fireplace. The kitchen has plenty of cabinet and counter space and opens nicely to the main living areas. The home includes a Generac whole home generator and a wheelchair elevator lift

  Matthew Landever Oregon Life Homes

  

  1050 NE Garden Valley Blvd, Roseburg, OR 97470
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  /34

  $269,000

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

  464 NE Kirby Ave, Roseburg, OR 97470

  This home has been lovingly refreshed from top to bottom and it shows. This 3 bedroom 2 bath home offers comfort, efficiency, and a peaceful setting in Roseburg. Recent exterior improvements include fresh paint, new skirting, crawl space insulation, a new roof, and a brand new high end heating and cooling system. Inside, you will find new carpet in the primary bedroom, dining, and living areas,

  Matthew Landever Oregon Life Homes

  

  464 NE Kirby Ave, 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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  /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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  /43

  $259,000

  • 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
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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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  /8

  $300,000

  • Land
  • 1.63 Acres
  • $184,049 per Acre

  1448 NE Rocky Ridge Dr, Roseburg, OR 97470

  Excellent opportunity for custom home, subdivision, lots of options. MR29 Zoning allows for single family, two family, townhouses, multifamily, accessory dwellings, boarding house, family day care, residential facility, etc. All city services, wonderful location. Adjoining parcel is also for sale.

  Marilyn Kittelman Cutting Edge Real Estate

  

  1448 NE Rocky Ridge Dr, Roseburg, OR 97470
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  /48

  $424,900

  • 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 Realty

  

  1884 NE Sunset St, Roseburg, OR 97470
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  /25

  $50,000

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

  37 NE Mary Ann Ln, Roseburg, OR 97470

  Large 2 bedroom, 2 bath manufactured home located in a 55+ park. The home features large bedrooms, dining and kitchen eating area, carpeting, and many more upgrades. Separate laundry room with washer/dryer included. Outside has a covered porch and separate 1-car carport. The park has a community recreation hall for pool table and card games. Located close to Costco.

  Neil Hummel The Neil Company Real Estate

  

  37 NE Mary Ann Ln, Roseburg, OR 97470
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  /48

  $799,000

  • 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

  $280,000

  • 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

  $53,500

  • 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

  $58,000

  • 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

  $274,900

  • 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. Ready to take a tour? Call today to schedule your viewing!

  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

  $409,900

  • 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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  /26

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft

  217 NE Peggy Ave, Roseburg, OR 97470

  This home is conveniently located in a private cul-de-sac in Newton Creek area. Open floor plan with vaulted ceilings in this spacious 3 bedroom 2 bath home. Kitchen is centered in the home with split bedroom plan. Laundry space located off kitchen and access to the primary bathroom for easy flow. Primary suite has a walk in closet and a second closet with lots of storage space. Ensuite bathroom

  Nancy Wood Oregon Life Homes

  

  217 NE Peggy Ave, Roseburg, OR 97470
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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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  /48

  $670,000

  • 5 Beds
  • 3.5 Baths
  • 3,410 Sq Ft

  860 NE Ventura St, Roseburg, OR 97470

  Amazing panoramic views await you at this custom built, half acre +, dual lot property. Custom granite chef's kitchen with island cook top, eat bar & dual ovens. The spacious living, family room, and formal dining area feature high ceilings and LVP flooring. Upstairs you'll find the primary bedroom suite featuring cathedral ceiling, dual walk-in closets, low step shower and a luxurious jacuzzi

  Thomas Gulan RE/MAX Integrity

  

  860 NE Ventura 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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  /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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  /41

  $429,000

  • 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

  Pearl Hergert Heaton eXp Realty, LLC

  

  1592 NE Rocky Dr, 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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  /16

  $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

  $75,900

  • 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
• 

  

  /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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