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Homes for Sale near Douglas High School

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  • /48

    $750,000

    $99K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft

    1868 Larson Rd, Roseburg, OR 97471

    This exceptional property offers a rare combination of beauty, tranquility, and refined living. Set on a gentle sloped 12.89 acres of land and that is located at the end of a private road. The grounds are thoughtfully designed with exquisite landscaping, featuring lush garden beds with automatic drip system. The mature trees add a park like setting outdoor among spaces that invite relaxation and

    Gina Evenich The Neil Company Real Estate

    1868 Larson Rd, Roseburg, OR 97471
  • /23

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    10 SW Peach Ln, Winston, OR 97496

    Welcome home to this inviting single-level ranch style home, nestled on a spacious corner lot in the heart of Winston. Offering approximately 1,440 square feet of living space, this 3-bedroom, 1-bath home combines classic character with comfortable everyday living. Call today for your tour!

    Kimberly Krebs Stellar Realty Northwest

    10 SW Peach Ln, Winston, OR 97496
  • /46

    $1,100,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    6700 Upper Olalla Rd, Winston, OR 97496

    Stunning custom cedar home on 5 level acres offering the perfect blend of luxury, functionality, and country living. This Lindal-style home features a spacious 2,400 sq ft shop with a full bath, dual garage doors, and enough space for a 40-foot motorhome. Property also includes 3 RV hookups with power, water, and RV dump access, ideal for guests, multi-use living, or recreational storage.The

    Dan Gandee Real Broker

    6700 Upper Olalla Rd, Winston, OR 97496
  • /30

    $260,000

    • 2 Beds
    • 1 Bath
    • 1,070 Sq Ft

    3707 Willis Creek Rd, Winston, OR 97496

    Rare rural opportunity priced at land and utility value — for the investor, builder, or country-living dreamer ready to create something truly their own in the hills of Douglas County, Oregon. Utilities are already in place — a significant head start on any rural build. The property is served by Pacific Power electric and Winston City Water (public water), with an on-site septic system. Septic

    Michelle Kohlhoff Sundance Realty LLC

    3707 Willis Creek Rd, Winston, OR 97496
  • /41

    $174,900

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    600 SE Edgewood St, Winston, OR 97496

    Affordable homeownership opportunity in the heart of Winston! Situated on a spacious 0.43-acre lot, this property offers room to garden, play, park your toys, or simply enjoy having space to spread out. The fully fenced yard features mature landscaping, while multiple outbuildings provide ample storage. A gated driveway and abundant parking make it easy to accommodate RVs, trailers, and

    Anthony Beckham Different Better Real Estate

    600 SE Edgewood St, Winston, OR 97496
  • /25

    $318,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    340 SE Darrell Ave, Winston, OR 97496

    Solid 3-bedroom, single-level home with a functional layout, attached garage, and fully fenced yard with covered patio, and front porch.The home features a ductless heat pump for efficient heating and cooling, along with comfortable interior living spaces. Roof replaced within the last few years. Primary bedroom includes a walk-in closet and crown molding. The terraced backyard includes fruit

    Aaron Stansbury Keller Williams Realty Eugene and Springfield

    340 SE Darrell Ave, Winston, OR 97496
  • /4

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    0 Berry Creek Rd, Winston, OR 97496

    This private, level 4-acre parcel offers convenient access to Ben Irving Reservoir and is the perfect setting for recreation, relaxation, or a future getaway retreat. The property features a large natural meadow surrounded by 20-year-old Douglas fir reprod, creating a peaceful and secluded atmosphere. Adjacent to BLM land, it provides direct access to endless outdoor opportunities. Improvements

    Ryan Fox Berkshire Hathaway HomeServices Real Estate Professionals

    0 Berry Creek Rd, Winston, OR 97496
  • /46

    $245,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft

    66 NW Cary St, Winston, OR 97496

    Beautifully maintained 2BD/1BA residence on a generous corner lot in a convenient location—just a short walk to local shops, dining, and school. This thoughtfully designed home offers a spacious living room and an expansive bonus room with rich original hardwood floors; the bonus room may also serve as a private 3rd bedroom or flex space. The well-appointed kitchen features an island, abundant

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    66 NW Cary St, Winston, OR 97496
  • /19

    $24,999

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,022 Sq Ft

    228 Estate Loop, Winston, OR 97496

    2 bed, 1 bath home in a desirable 55+ park featuring spacious living areas and a well-appointed kitchen with breakfast bar. Attached dining area includes built-ins for added storage and charm. Separate laundry room, plus a bathroom with walk-in shower for convenience. Outside features include covered porch, carport with attached storage area. Located close to shopping, dining, and other amenities.

    Jason Mann J Mann Realty

    228 Estate Loop, Winston, OR 97496
  • /4

    $2,000,000

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    80 NW Lost Ln, Winston, OR 97496

    Great Property for future Developing. 2007 Manufactured Home on .68 of a Ac. City Water and Sewer.

    Dawn Trapalis Harcourts Integrity Team Real Estate Services, LLC.

    80 NW Lost Ln, Winston, OR 97496
  • /22

    $395,000

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

    6261 Flournoy Valley Rd, Roseburg, OR 97471

    This little slice of country paradise has it all! Located in the Lookingglass neighborhood, this home is surrounded by natural beauty and rolling hills. The property is fully fenced and has a barn, a detached and finished studio, a detached 1-car garage, a large chicken coop and a large, grassy yard. The house itself has just been remodeled from the studs out and features new electrical and

    David Bolhuis Oregon Life Homes

    6261 Flournoy Valley Rd, Roseburg, OR 97471
  • /10

    $249,500

    • Land
    • 19,602 Sq Ft
    • $554,444 per Acre

    0 SW Main St, Winston, OR 97496

    Looking for a retail, office or hospitality location in Winston? This lot is strategically located near the intersection of Hwy 42 & Hwy 99 with easy access to I-5 and on the route to Oregon's coastal destinations! This lot is the best that Winston has to offer...

    Jody Tatone RE/MAX Integrity

    0 SW Main St, Winston, OR 97496
  • /48

    $1,199,900

    • 3 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    1349 Willis Creek Rd, Winston, OR 97496

    Quiet country living on private acreage! Offered for the first time ever, this exceptional estate presents a rare opportunity to own a truly special piece of the Pacific Northwest. Featuring two separate residences, this property is perfectly suited for multi-generational living, guest accommodations, or potential rental income. The primary home offers over 2,800 square feet of inviting living

    Jordan Anderson The Anderson Agency

    1349 Willis Creek Rd, Winston, OR 97496
  • /48

    $454,000

    • 2 Beds
    • 1 Bath
    • 2,056 Sq Ft

    0 Rice Creek Rd, Winston, OR 97496

    100% off-grid living on your own 20-acre slice of paradise! Located within "The Ranch" - a close-knit homesteading community of like-minded landowners who each steward their own property while embracing a shared off-grid lifestyle. Just 25 minutes southwest of Winston, Oregon, this property is accessed via a gated 4-mile gravel road through BLM and private timberlands. The resilient home features

    Aaron Cherry Oregon Life Homes

    0 Rice Creek Rd, Winston, OR 97496
  • /45

    $599,000

    • 5 Beds
    • 2 Baths
    • 2,405 Sq Ft

    1177 Dairy Loop Rd, Roseburg, OR 97471

    Country living in the desirable Lookingglass area! This farmhouse sits on 10.6 level acres featuring a pond, pasture area, fruit trees, gardening space with raised beds, chicken coop, and multiple outbuildings including a barn, storage areas, and covered parking. Whether you have animals, hobbies, equipment, or simply want room to spread out, this property offers the space and setting to do

    Najla Slater Stellar Realty Northwest

    1177 Dairy Loop Rd, Roseburg, OR 97471
  • /48

    $495,000

    $130K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    624 Willis Creek Rd, Winston, OR 97496

    This rare riverfront horse property on the South Umpqua River is not to be missed! The home features a brand new 600 sq. ft. deck overlooking the property and river, new roof,a centrally located wood stove that heats the entire house, and is tucked away off the road for privacy. Horse facilities include an arena, barn, multiple stalls, and pasture. Additional amenities include an orchard,

    Nancy Kruger Keller Williams Southern Oregon-Umpqua Valley

    624 Willis Creek Rd, Winston, OR 97496
  • /2

    $220,000

    • Land
    • 40 Acres
    • $5,500 per Acre

    0 Willis Creek Rd Unit 124013990, Winston, OR 97496

    Exceptional Farm Forest–zoned timber property offers both natural beauty and strong investment potential. A recent professional timber cruise, inventory, and valuation completed by Resource Management Services highlights the value of this well-managed stand. Timber prices fluctuate but as of March, the net timber value is estimated at $174,749, consisting primarily of healthy, marketable Doug

    Craig Warmouth Berkshire Hathaway HomeServices Real Estate Professionals

    0 Willis Creek Rd Unit 124013990, Winston, OR 97496
  • /8

    $590,000

    • Land
    • 4.77 Acres
    • $123,690 per Acre

    350 View Point Terrace, Winston, OR 97496

    Excellent investment opportunity! 31 platted lots prime for development in the growth seeking city of Winston! This early 1980's subdivision is prominently located next to a newer construction community to strengthen the potential development value. Pacific Power just confirmed power is available! Call Winston city manager with all your building/development questions as he will accommodate all

    Michael Fischer Oregon Life Homes

    350 View Point Terrace, Winston, OR 97496
  • /42

    $524,900

    $124K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,431 Sq Ft

    605 Deerwood Ct, Winston, OR 97496

    This custom-built Passive Solar home, constructed in 1979, offers a rare blend of timeless beauty, retro charm, and thoughtful modern updates. This Passive Solar home is thoughtfully designed to work with the sun and climate, providing comfort, efficiency, and sustainability without relying heavily on mechanical systems. Ideally located near local river recreation and just a short drive to the

    Lisa Ollivant RE/MAX Integrity

    605 Deerwood Ct, Winston, OR 97496
  • /13

    $99,000

    $10K PRICE INCREASE
    • Land
    • 5.78 Acres
    • $17,128 per Acre

    0 Willis Creek Rd Unit 23389927, Winston, OR 97496

    One of the last vacant lots on Willis Creek Rd. .76 acres between roadway and the creek. 5.02 wooded acres up the hill that levels off to a rather flat area for building site. With a bit of road grading and building pad clearing. This location offers seclusion in the trees with views of the surrounding hills and valley.

    Thomas Gulan RE/MAX Integrity

    0 Willis Creek Rd Unit 23389927, Winston, OR 97496

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