24

Winston, OR Homes for Sale under $300,000

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  • /15

    $185,000

    $90K PRICE DROP
    • Land
    • 4.26 Acres
    • $43,427 per Acre

    0 Wil Way Unit 24292479, Winston, OR 97496

    Unique investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Faas Realty

    0 Wil Way Unit 24292479, Winston, OR 97496
  • /15

    $185,000

    $90K PRICE DROP
    • Land
    • 3.14 Acres
    • $58,917 per Acre

    0 Wil Way Unit 24278136, Winston, OR 97496

    Great investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Faas Realty

    0 Wil Way Unit 24278136, Winston, OR 97496
  • /35

    $22,500

    • Land
    • 6,098 Sq Ft
    • $160,714 per Acre

    111 SE Lebleu Ln, Winston, OR 97496

    Developable residential lot zoned R1, offering a gentle slope and utilities available including electricity, sewer, and water. Enjoy a pleasant view overlooking nearby vineyards in the valley, providing a peaceful setting for your future home. Conveniently located within driving distance to the Umpqua River and Wildlife Safari, offering access to outdoor recreation and local attractions. Great

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    111 SE Lebleu Ln, Winston, OR 97496
  • /21

    $150,000

    • Land
    • 10.56 Acres
    • $14,205 per Acre

    3541 Willis Creek Rd, Winston, OR 97496

    10.56 Acres Bordering Public Land Nestled at 3541 Willis Creek Rd, this 10.56-acre property offers a rare chance to own a slice of Oregon's natural beauty. With a newly cut-in road leading to a potential home site, you'll enjoy a stunning view of the valley-a perfect backdrop for your future home. The essentials are already in place: Community water with a meter installed near the south end

    Cliff Farley Mossy Oak Properties Oregon Field and Stream Realty

    3541 Willis Creek Rd, Winston, OR 97496
  • /39

    $190,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    0 Rice Creek Rd, Winston, OR 97496

    Escape to your own off-grid retreat on a 20-acre shared property in a gated community with coded access. This is a unique property on jointly owned lot, in an off grid community. Seller is selling 50% share in 20 acre lot. Land use agreement in place. This beautifully crafted 1,000 SF cabin showcases exceptional handcrafted woodwork and rustic charm throughout. Features include 1 bedroom plus a

    Starlight Turner Starlight Realty

    0 Rice Creek Rd, Winston, OR 97496
  • /10

    $199,000

    $36K PRICE DROP
    • Land
    • 42,253 Sq Ft
    • $205,155 per Acre

    740 Ireland Rd, Winston, OR 97496

    Peaceful Country Escape with Endless Potential! Just minutes from Winston, about 75 miles to the coast and close to Ben Irving Reservoir Area. Embrace the quiet country lifestyle on this beautiful 0.97-acre parcel, offering the perfect blend of rural tranquility and functional utility. Framed by gorgeous, views of the surrounding woods and mountains, this property is a blank canvas ready for your

    Cynthia Beach The Neil Company Real Estate

    740 Ireland Rd, Winston, OR 97496
  • /2

    $249,000

    • Land
    • 27.31 Acres
    • $9,118 per Acre

    0 E Willis Creek Rd, Winston, OR 97496

    27.31 acres offering the opportunity to build your dream home either atop the property with expansive views or tucked into the peaceful valley below. City water is available, and additional utilities are accessible via a recorded easement. Boundary lines shown in photos are approximate; buyers to perform their own due diligence regarding property lines, buildability, utilities, and intended use.

    Tim Rist DORE

    0 E Willis Creek Rd, Winston, OR 97496
  • /15

    $215,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    90 SE Darrell Ave, Winston, OR 97496

    This charming 2-bedroom, 2-bathroom manufactured home in Winston, Oregon offers comfortable, modern living in a convenient location close to shopping, dining and other local amenities. Nestled on its own land, this home combines privacy with easy access to town.Inside, you’ll love the open-design floor plan that creates a bright, spacious feel throughout the living room, dining area and

    Rebekah Sexauer eXp Realty, LLC

    90 SE Darrell Ave, Winston, OR 97496
  • /31

    $98,000

    • 3 Beds
    • 2 Baths
    • 1,215 Sq Ft

    190 Twin Oaks Loop, Winston, OR 97496

    Welcome to this cozy 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates. Situated in a quiet and well-maintained 55+ community in Winston, Oregon, this charming property offers the perfect blend of comfort and conveniences. This home features a spacious, functional open floor plan. The living room flows seamlessly into a modern kitchen, which comes complete with

    Kimberley Ferguson eXp Realty, LLC

    190 Twin Oaks Loop, Winston, OR 97496
  • /35

    $160,000

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    105 Stephanie Ct, Winston, OR 97496

    Welcome home to this well-maintained single-level home offering comfort, convenience, and an inviting open-concept design. The spacious living area flows seamlessly into a beautifully appointed kitchen featuring abundant cabinet storage, a pantry, stainless steel appliances, and a large island perfect for meal prep, casual dining, or gathering with family and friends.Luxury vinyl plank flooring

    Tammi Ellison eXp Realty, LLC

    105 Stephanie Ct, Winston, OR 97496
  • /15

    $150,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    101 NE Darrell Ave, Winston, OR 97496

    Charming affordable singlewide manufacture home on .18 of an acre, located on a corner lot. This 2 bedroom, 1 bath home has a covered front porch and back deck with a chain link fenced yard. Storage shed and off street parking.

    Nancy Wood Oregon Life Homes

    101 NE Darrell Ave, Winston, OR 97496
  • /30

    $195,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,323 Sq Ft

    381 SE Gregory Dr, Winston, OR 97496

    Incredible and rare opportunity in Winston, Oregon! Developers, investors, and visionaries take notice. This charming 1940s 2-bedroom, 1-bath home is full of character and ready for its next chapter. With a little vision and elbow grease, this property offers endless possibilities.Situated on a spacious, level lot with mature greenery, the property presents potential for future development,

    Shae Ellison Platinum Realty

    381 SE Gregory Dr, Winston, OR 97496
  • /26

    $135,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    134 NW Anne Ave, Winston, OR 97496

    Well maintained 1296 sf manufactured home with a very functional floor plan. This home has 3 bedrooms, 2 bathrooms, a spacious living room and kitchen with plenty of storage including a walk-in pantry, separate dining room and laundry room. The home is located on a nice size lot that has fully fenced front and back yards, a large storage shed, carport, and an additional carport. This home is

    Debra Moore Currieco Real Estate

    134 NW Anne Ave, Winston, OR 97496
  • /22

    $299,000

    $16K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,348 Sq Ft

    101 SW Peach Ln, Winston, OR 97496

    This single-level home features 3 bedrooms and 1 bathroom, offering comfortable and convenient living. Step outside to a spacious, fully fenced backyard perfect for pets, play or entertaining. Garden enthusiasts will appreciate the dedicated garden area, while multiple tool sheds provide ample storage for tools, equipment and hobbies. A large covered real patio creates an ideal space for

    Joe Hajos Berkshire Hathaway HomeServices Real Estate Professionals

    101 SW Peach Ln, Winston, OR 97496
  • /23

    $60,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    124 Country Side Ln, Winston, OR 97496

    Welcome home to this charming home located in a beautifully maintained 55+ community! With 3 bedrooms, 2 baths, and 1,296 sq. ft. of inviting living space, this home features vaulted ceilings, a bright open layout, and a manicured corner lot. The walk-through kitchen includes a breakfast bar, built-in microwave, stove, refrigerator, and a brand-new dishwasher. The spacious primary suite offers

    Jason Mann J Mann Realty

    124 Country Side Ln, Winston, OR 97496
  • /43

    $99,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    180 Twin Oaks Loop, Winston, OR 97496

    WOW! Enjoy affordable living in the sought-after 55+ Twin Oaks community! This spacious 3-bedroom, 2-bath double-wide offers 1404 square feet of comfortable living space with a thoughtful split-bedroom floor plan and vaulted ceilings. The oversized living room flows into the dining area, where a built-in hutch adds both charm and extra storage. The kitchen features granite tile countertops,

    Anthony Beckham Different Better Real Estate

    180 Twin Oaks Loop, Winston, OR 97496
  • /30

    $255,000

    $5K PRICE DROP
    • 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
  • /26

    $270,000

    $48K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    340 SE Darrell Ave, Winston, OR 97496

    ***JUST LOWEREDD PRICE BY $48,000!!!*** 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.

    Aaron Stansbury Keller Williams Realty Eugene and Springfield

    340 SE Darrell Ave, Winston, OR 97496
  • /32

    $259,000

    $21K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    509 NW Elwood Dr, Winston, OR 97496

    This adorable 3-bedroom, 1-bathroom home is the perfect starter home or an excellent addition to your investment portfolio. The kitchen was remodeled earlier this year. Conveniently located close to an elementary school, shopping, and everyday amenities, this home combines comfort with convenience. Whether you’re a first-time homebuyer, looking to downsize, or searching for a rental property,

    Jada Whited Oregon Life Homes

    509 NW Elwood Dr, 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
  • /19

    $18,499

    $11K 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
  • /2

    $209,900

    $10K PRICE DROP
    • Land
    • 40 Acres
    • $5,248 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
  • /16

    $285,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    261 SE Darrell Ave, Winston, OR 97496

    Wonderful little cottage for the first time home buyer or the investor needing one more rental in there portfolio. This home is located on a double lot. Per city of Winston, lot is dividable. Build an additional house on its own lot, or leave it as-is and build an ADU or shop in your backyard. Come check this out and make your appointment today.

    Angel Smith Trueblood Real Estate

    261 SE Darrell Ave, 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

Home Price Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$354,200
Median 2 Bedroom Sale Price
$221,500
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$232
Number of Homes for Sale
28
Last 12 months Home Sales
67
Months of Supply
5.00
Median List Price
$373,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-4%
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