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Winchester, OR Houses for Sale

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  • /44

    $649,000

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

    331 Hemlock Ln, Roseburg, OR 97471

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

    Agent Photo

    Wyndee Konopaski

    Keller Williams Southern Oregon-Umpqua Valley

    (458) 310-4954

    331 Hemlock Ln, Roseburg, OR 97471
  • /42

    $599,900

    • 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,

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    Kristina Scott

    Umpqua Legacy Realty

    (458) 231-8692

    286 Winchester Creek Ave, Winchester, OR 97495
  • /48

    $700,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    1381 Oak Hill Rd, Roseburg, OR 97471

    Tucked away on 3.28 acres of lush, park-like grounds, this one-of-a-kind Oregon retreat offers more than a home, it delivers an experience. Surrounded by mature trees and natural beauty, the property lives like a private resort, designed for both peaceful living and unforgettable gatherings. From the moment you arrive, the setting feels worlds away. Meandering paths lead to a tranquil pond with

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    Nick Shivers

    eXp Realty, LLC

    (458) 254-3572

    1381 Oak Hill Rd, Roseburg, OR 97471
  • /45

    $650,000

    • 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,

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    Kristina Scott

    Umpqua Legacy Realty

    (458) 243-4664

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

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    Kathy Flowers

    All-Pro Realty Advisors, LLC

    (458) 302-8031

    1062 Southridge Way, Roseburg, OR 97470
  • /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

    Agent Photo

    Kristina Scott

    Umpqua Legacy Realty

    (458) 310-3629

    375 Bella Hills Ln, Roseburg, OR 97471
  • /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
  • /37

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft

    4509 NE Ridenour St, Roseburg, OR 97470

    Built in 2018, this move-in ready 3 bedroom, 2 bath home offers a clean, modern feel with a functional layout. The open floor plan features a granite breakfast bar, stainless steel appliances, and durable laminate flooring throughout the main living space. The primary suite includes a walk-in closet and a custom walk-in tile shower, giving it a more upgraded feel. Outside, enjoy a low-maintenance

    Matthew Landever Oregon Life Homes

    4509 NE Ridenour St, Roseburg, OR 97470
  • /48

    $1,595,000

    • 4 Beds
    • 6 Baths
    • 3,843 Sq Ft

    130 Stengar Ln, Roseburg, OR 97471

    Experience the pinnacle of riverfront living on the historic North Umpqua River. From the moment you pull into the elegant circle drive, it is clear this estate was crafted with a rare level of intention. This isn't just a house; it’s a masterwork of detail where no corner was cut and every amenity was chosen to elevate your daily life.Step inside to find a warm, inviting atmosphere defined by

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    130 Stengar Ln, Roseburg, OR 97471
  • /48

    $1,225,000

    • 4 Beds
    • 3 Baths
    • 3,731 Sq Ft

    1330 Fisher Rd, Roseburg, OR 97471

    Private North Umpqua River retreat on 1.09 acres! Enjoy stunning river views, an in-ground pool, heated hardwood floors, gourmet kitchen, and multiple decks designed to take in the peaceful sounds of the river. A paved circular driveway welcomes you home and leads to an oversized three car garage with additional covered storage along the side, plus a separate workshop perfect for hobbies,

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    1330 Fisher Rd, Roseburg, OR 97471
  • /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
  • /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
  • /45

    $699,900

    • 3 Beds
    • 3 Baths
    • 2,516 Sq Ft

    402 Martha Dr, Winchester, OR 97495

    Stunning Custom 3BR, 3BA home offers 2,516sqft of thoughtfully designed living space on the main level with a versatile upstairs bonus room, ideal for guests. Property shines with exceptional garage & shop capacity! The OS 3-car garage (898sqft) and a 24x30 shop, total an impressive 1,618sqft of garage/workshop space. Plus a separate 38' RV/boat cover. Grounds are beautifully landscaped, lot is

    Carol Thompson RE/MAX Integrity

    402 Martha Dr, Winchester, OR 97495
  • /48

    $699,000

    • 3 Beds
    • 3 Baths
    • 2,783 Sq Ft

    2867 NW Kline St, Roseburg, OR 97471

    Perfectly positioned in desirable Warewood Estates, this meticulously maintained and beautifully updated home offers comfort, style, and effortless living. From the moment you arrive, you’ll appreciate the low-maintenance yard, inviting patios, and peaceful spaces designed to take in the surrounding views.Inside, thoughtful updates shine throughout, including a new roof, fresh paint, and new

    Lisa Ollivant RE/MAX Integrity

    2867 NW Kline St, Roseburg, OR 97471
  • /20

    $199,000

    • 3 Beds
    • 1 Bath
    • 940 Sq Ft

    911 NE Newton Creek Rd, Roseburg, OR 97470

    This cute little 3 bedroom, 1 bath home is ready for a makeover.The bathroom was updated, living room with a gas fireplace and some newer flooring. Mostly double pane vinyl windows, a few double pane aluminum windows. The large fenced yard offer lots of privacy with Newton Creek being just beyond the chain link fence. Double carport for parking & a large workshop to work in. Home is ready for its

    Lisa Carter Oregon Life Homes

    911 NE Newton Creek Rd, Roseburg, OR 97470
  • /47

    $734,500

    • 4 Beds
    • 2.5 Baths
    • 2,587 Sq Ft

    1196 Southridge Way, Roseburg, OR 97470

    Bird lovers’ paradise! With incredible views of mountains, valleys, & nature at nearly 1250’ you may never want to leave your home!Huge Driveway. Triple-paned windows & upgraded insulation. Natural light all over. Private deck. Tankless water heater. Water Softener. Fenced yard. Rainbird Sprinkler System. Portable generator-ready. Accordion-style doors in sunroom. Mini split in each bedroom. New

    Kurt Clements ListWithFreedom.com

    1196 Southridge Way, Roseburg, OR 97470
  • /48

    $624,900

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

    1425 NE Hillview Ct, Roseburg, OR 97470

    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

    1425 NE Hillview Ct, Roseburg, OR 97470
  • /45

    $2,750,000

    • 5 Beds
    • 4 Baths
    • 5,911 Sq Ft

    141 Umpqua College Rd, Roseburg, OR 97470

    This stunning custom-built estate spans 22.66 acres and offers breathtaking views of the iconic North Umpqua River. Perfectly positioned above Winchester Dam, the property provides ideal access for boating, swimming, paddle boarding, and world-class fishing. Designed for both relaxation and entertaining, the home welcomes you with a grand entry and opens to an expansive deck showcasing

    Jason Mann J Mann Realty

    141 Umpqua College Rd, Roseburg, OR 97470
  • /35

    $729,000

    • 4 Beds
    • 2.5 Baths
    • 2,449 Sq Ft

    1232 Southridge Way, Roseburg, OR 97470

    Beautiful single-level home nestled on 2+ scenic acres in a desirable gated neighborhood with stunning views. This 4-bedroom, 2.5-bath home features an open-concept design filled with natural light from floor to ceiling windows that showcase the breathtaking view. The spacious kitchen offers granite countertops, a large center island, and ample storage space flowing seamlessly into living and

    Karissa Pangelina Keller Williams Southern Oregon-Umpqua Valley

    1232 Southridge Way, Roseburg, OR 97470
  • /42

    $749,000

    • 3 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    1252 Southridge Way, Roseburg, OR 97470

    Experience refined luxury in this stunning Craftsman-style home in the gated community of Winchester Ridge. Set on 2.28 acres with mature trees, manicured landscaping, and sweeping mountain and valley views, this property offers privacy and elegance in a breathtaking setting.Inside, you’ll find high-end finishes throughout, including hardwood floors, elegant lighting, and an attached three-car

    Amber Truax Oregon Life Homes

    1252 Southridge Way, Roseburg, OR 97470
  • /46

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft

    1810 NE Alameda Ave, Roseburg, OR 97470

    *55 and over* Welcome to 1810 Alameda in Roseburg, a thoughtfully maintained home designed for comfort, ease, and relaxed living. Perfectly suited for those 55 and over, this inviting property offers a single level, easy-flow layout filled with natural light and a warm, welcoming feel. The kitchen features generous cabinet storage and ample workspace, opening seamlessly to the main living

    Dan Gandee Real Broker

    1810 NE Alameda Ave, Roseburg, OR 97470
  • /47

    $339,999

    • 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
  • /36

    $699,000

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

    2744 NW Daysha Dr, Roseburg, OR 97471

    Set against a scenic hillside backdrop, this striking stucco & stone home offers architectural presence, natural light, & exceptional indoor-outdoor living. Iron fencing, manicured landscaping, arched details, & stately columns create a grand first impression. Step through double doors into a dramatic two-story foyer filled with light from the oversized arched window above. Tile flooring & iron

    Jacob Gilman The Neil Company Real Estate

    2744 NW Daysha Dr, Roseburg, OR 97471
  • /42

    $559,900

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    554 Oak Valley Loop, Winchester, OR 97495

    Turn-key Craftsman with a brand-new roof and undeniable pride of ownership throughout. Built in 2005, this home delivers a smart, functional layout plus a flexible bonus room above the garage — ideal for work, guests, or play.The open-concept main living area shines with high ceilings, abundant natural light, and a cozy gas fireplace. Granite countertops, tile flooring, pantry storage, and a

    Joshua Cooney Lamonte Real Estate Professionals

    554 Oak Valley Loop, Winchester, OR 97495
  • /48

    $674,900

    • 5 Beds
    • 3.5 Baths
    • 2,848 Sq Ft

    5383 Sunshine Rd, Roseburg, OR 97470

    Highlighted by magnificent frontage on the North Umpqua River, with great opportunities for fishing, swimming, boating or simply relaxing, this sprawling home would make a great two family setup with its' downstairs two bedroom living area with a separate entrance. The main level of the home includes 3 bedrooms and 2 1/2 baths, with one of the bedrooms currently being used as a family room. The

    Rich Raynor Heritage Real Estate

    5383 Sunshine Rd, Roseburg, OR 97470
  • /27

    $382,500

    • 3 Beds
    • 2.5 Baths
    • 1,733 Sq Ft

    1818 NE Todd St, Roseburg, OR 97470

    Come check out this well maintained, 3 bedroom, 2.5 bath house in a quiet, friendly neighborhood. Inside you will find a warm and inviting floor plan with a formal living room that leads to the kitchen and dining area. The kitchen includes quartz countertops, a large cast-iron sink, prep island and pantry. Step out the sliding door to a multi-tiered deck, great for entertaining with access to a

    Nathan Johnson The Neil Company Real Estate

    1818 NE Todd St, Roseburg, OR 97470
  • /48

    $643,500

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

    270 Glenwood Ct, Roseburg, OR 97471

    Rural Charm Meets Modern Comfort: Your Roseburg RetreatEscape the hustle and bustle without losing the convenience of the city. Nestled on nearly 6 sprawling acres in the heart of rural Roseburg, this charming 3-bedroom, 2.5-bathroom home offers the perfect blend of pastoral tranquility and everyday accessibility. Whether you’re looking to start a hobby farm or simply want room to breathe, this

    Jeffrey Crosby SimpliHOM

    270 Glenwood Ct, Roseburg, OR 97471
  • /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
  • /48

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,266 Sq Ft

    598 Winter Creek Ln, Roseburg, OR 97471

    Welcome to 598 Winter Creek Lane in the highly sought-after Fisher Road/Garden Valley area of the North Umpqua River Valley. This just-over five-acre property offers a gorgeous, tranquil, and secluded setting with mountain and valley views, while remaining close to the Roseburg Country Club and the North and Main Umpqua Rivers for recreation. The property also includes valuable water rights for

    Lisa Ollivant RE/MAX Integrity

    598 Winter Creek Ln, Roseburg, OR 97471
  • /44

    $580,000

    • 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
  • /48

    $360,000

    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft

    663 NE Knoll Ave, Roseburg, OR 97470

    Two Master Suites! This charming one-level 3 bed and 3 Full bath home making it suitable for various living needs. The property is located on a large corner lot in the quiet established Newton Creek neighborhood.The living room is spacious and features a vaulted ceiling, two extra large picture windows for natural light. A separate spacious family room and dining area include an old-fashioned

    Elena Mackey eXp Realty, LLC

    663 NE Knoll Ave, Roseburg, OR 97470
  • /48

    $695,000

    • 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
  • /44

    $465,000

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

    207 NE Spencer Ct, Roseburg, OR 97470

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

    Cindy Mahaffy RE/MAX Integrity

    207 NE Spencer Ct, Roseburg, OR 97470
  • /33

    $399,000

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

    675 NE Cummins St, Roseburg, OR 97470

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

    Carol Block Stellar Realty Northwest

    675 NE Cummins St, Roseburg, OR 97470
  • /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 0.38 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
  • /37

    $685,000

    • 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. Set on 14.2 acres, the property offers a private sanctuary surrounded by natural beauty, where you can enjoy peaceful sunrises from the back deck and breathtaking valley sunsets from the front porch. Inside, the home features 2 bedrooms, 2.5 bathrooms, a

    J. Ryan Smith Stellar Realty Northwest

    416 Elmar Dr, Winchester, OR 97495
  • /38

    $550,000

    • 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
  • /47

    $5,495,000

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

    1104 Rio Nes Ln, Roseburg, OR 97470

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

    Garrett Zoller Land Leader

    1104 Rio Nes Ln, Roseburg, OR 97470
  • /37

    $750,000

    • 3 Beds
    • 3 Baths
    • 2,784 Sq Ft

    1810 Rifle Range St, Roseburg, OR 97470

    Three bed, three bath home situated in the valley, five minutes from Downtown. Home features beautiful views of the valley, frequent wildlife visits, and the woods behind for hiking enthusiasts. Well is shared with neighbor. There are some foundation issues.

    Mel Rodrigues The Neil Company Real Estate

    1810 Rifle Range St, Roseburg, OR 97470
  • /48

    $1,775,000

    • 3 Beds
    • 3.5 Baths
    • 4,465 Sq Ft

    1081 Umpqua College Rd, Roseburg, OR 97470

    Experience luxury living in this extraordinary custom single-level home, boasting nearly 4500 square feet and a large three-car garage. The fully remodeled kitchen features top-of-the-line Dacor appliances, and the expansive primary bedroom offers his and her full baths. With vaulted wood ceilings, a family room, living room, 2 wet bars, 3 fireplaces, and a private office, this home has it all.

    Randy Wilner Willner Properties LLC

    1081 Umpqua College Rd, Roseburg, OR 97470
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