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Winchester, OR Homes for Sale

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  • /48

    $640,000 Open Tue 1PM - 3PM

    • 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) 207-2499

    331 Hemlock Ln, Roseburg, OR 97471
  • /42

    $649,900

    • 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,

    Agent Photo

    Kristina Scott

    Umpqua Legacy Realty

    (458) 231-8692

    286 Winchester Creek Ave, Winchester, OR 97495
  • /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

    Agent Photo

    Kathy Flowers

    All-Pro Realty Advisors, LLC

    (458) 302-8031

    1062 Southridge Way, Roseburg, OR 97470
  • /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

    Agent Photo

    Wyndee Konopaski

    Keller Williams Southern Oregon-Umpqua Valley

    (458) 254-5748

    101 Aster St, Winchester, OR 97495
  • /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

    $1,199,000

    • 4 Beds
    • 4 Baths
    • 3,304 Sq Ft

    1435 Wilbur Rd, Roseburg, OR 97470

    Rich timber finishes enhance this exceptional estate, setting it apart from typical log cabins. Experience unparalleled luxury and privacy at 1435 Wilbur Rd, Roseburg, OR—an exquisite luxury log home nestled on 80 pristine acres of serene woodland. This masterfully crafted residence blends rustic elegance with sophisticated design, featuring soaring 28-foot ceilings, exposed beams, and expansive

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    1435 Wilbur Rd, Roseburg, OR 97470
  • /48

    $599,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /48

    $439,000

    • 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
  • /48

    $824,900

    • 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
  • /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
  • /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
  • /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
  • /30

    $339,900

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

    119 Oakbourne Ln, Roseburg North, OR 97495

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

    Bob Lamonte Lamonte Real Estate Professionals

    119 Oakbourne Ln, Roseburg North, OR 97495
  • /40

    $279,900

    • 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
  • /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
  • /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
  • /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
  • /26

    $275,000

    • 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
  • /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
  • /45

    $669,900

    • 3 Beds
    • 2 Baths
    • 1,681 Sq Ft

    7654 N Bank Rd, Roseburg, OR 97470

    The perfect home for you, tucked away on 5 peaceful, park-like acres surrounded by trees out North Bank Rd with amazing 75gpm well! This property features everything you could need, from flat usable acreage that could be used for animals with a seasonal pond, to the 2 large shops providing room for all your toys and hobbies, and a fantastic 75gpm well for watering your garden, flowers or animals!

    Kristin Fregoso RE/MAX Integrity

    7654 N Bank Rd, Roseburg, OR 97470
  • /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
  • /10

    $56,000

    • Land
    • 0.68 Acre
    • $82,353 per Acre

    719 N View Dr, Roseburg North, OR 97495

    Come build your dream home on this 0.68 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

    719 N View Dr, Roseburg North, OR 97495
  • /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
  • /11

    $897,000

    • Land
    • 4.42 Acres
    • $202,941 per Acre

    1219 NE Junker Ave, Roseburg, OR 97470

    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 study and

    Melony Marsh All-Pro Realty Advisors, LLC

    1219 NE Junker Ave, Roseburg, OR 97470
  • /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
  • /40

    $117,990 Open House 1/24

    • 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
  • /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
  • /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
  • /16

    $274,900

    • 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
  • /42

    $119,990 Open House 1/24

    • 2 Beds
    • 1 Bath
    • 846 Sq Ft

    885 NE Sunset St Unit 22, Roseburg, OR 97470

    Great natural light in this upstairs 2 bedroom, 1 bathroom condominium with updated LVP flooring. Large living room, dining room with slider to deck overlooking green common space. Updated kitchen with butcher block countertops, subway tile backsplash, double sided, stainless sink with newer faucet, dishwasher, microwave and stainless steel refrigerator. Wall air-conditioning and radiant ceiling

    Julie Bancroft The Neil Company Real Estate

    885 NE Sunset St Unit 22, 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
  • /25

    $13,000

    • Land
    • 0.68 Acre
    • $19,118 per Acre

    1111 NE Crescent Aly, Roseburg, OR 97470

    This 0.68-acre parcel, encompassing Lots 6, 7, and 8, is a promising development opportunity located within city limits. Zoned MR14 – Limited Multi-Family Residential, the site is ideal for a variety of housing types such as duplexes, triplexes, townhomes, or small apartment buildings—subject to city/county approval.Utilities:Sewer: City-provided (not currently connected)Water: City-provided (not

    Theresa Montoya Vantage Point Brokers, LLC

    1111 NE Crescent Aly, Roseburg, OR 97470
  • /12

    $79,900

    • Land
    • 3.45 Acres
    • $23,159 per Acre

    0 NE Beulah Dr Unit 426252754, Roseburg, OR 97470

    Discover the perfect canvas for your dream home at 0 Beulah Dr. Nestled in the heart of Roseburg, this 3.45-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 Beulah Dr Unit 426252754, Roseburg, OR 97470
  • /29

    $348,300

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

    0 NE Rocky Dr Unit 799379173, Roseburg, OR 97470

    Looking for the best view property in the area to build you McMansion, this is it. 128.61 acres mostly in the Roseburg city limits, you have extreme privacy while still being close to everything, including utilities. Wake up each morning feeling like you were on top of the world, which is where you can actually be located. If you are looking for a building site with lots of privacy and security,

    Gregory Johnson G. Stiles Realty

    0 NE Rocky Dr Unit 799379173, Roseburg, OR 97470
  • /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

Showing Results 1 - 40, Page 1 of 3

Frequently Asked Questions

What are the most popular zip codes in Winchester, OR?
The most popular zip codes in Winchester, OR include 97470, 97495, 97479, 97471 and 97462.
What are the most popular neighborhoods near Winchester, OR?
The most popular neighborhoods near Winchester, OR are Roseburg North, Echo Bend Ranch, Hucrest, West Harvard and Melrose.
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