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Winston, OR Homes for Sale with Garage

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  • /45

    $689,900

    • 4 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    635 Wil Way, Winston, OR 97496

    One of a kind property that is a true gem. Panoramic views of the Abacela Vineyards, the Wildlife Safari, the beautiful city, and the stunning valleys. While being tucked away at the end of the road for extra privacy. Nestled on over 20 acres, this parcel adjoins the Wildlife Safari. Imagine watching exotic animals from your back yard! The home is a gorgeous 2019 build featuing many high quality

    Agent Photo

    Ashton Faas

    Different Better Real Estate

    (458) 232-3589

    635 Wil Way, Winston, OR 97496
  • /36

    $419,000

    • 7 Beds
    • 4.5 Baths
    • 3,861 Sq Ft

    2414 Brockway Rd, Winston, OR 97496

    Opportunity awaits! Whether you’re a savvy investor seeking passive income, a large family looking for a multi-generational setup, or a single household wanting a home with the luxury of renting out additional units, this three-home property offers countless possibilities.Located on historic Brockway Road, the property spans .58 acres and is lined with mature trees and lush landscaping, creating

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    2414 Brockway Rd, Winston, OR 97496
  • /48

    $469,900 Open Wed 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    109 Citation Ct, Winston, OR 97496

    Welcome to 109 Citation Ct, a brand-new single-level home nestled in the highly sought-after Lookingglass Creek Estates subdivision in Winston, Oregon. This contemporary ranch-style residence offers 3 bedrooms, 2 bathrooms, and 1,770 sq. ft. of beautifully designed living space on a .20-acre lot with RV parking behind a private gate. Step inside to find luxury vinyl plank flooring, vaulted

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    109 Citation Ct, Winston, OR 97496
  • /45

    $66,000

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

    125 SE Estate Loop, Winston, OR 97496

    Take in breathtaking views of Umpqua Valley and the surrounding mountains from this spacious manufactured home located in a welcoming 55+ community. Unwind on the large covered front porch. Featuring a metal roof, double-pane vinyl windows, and a sturdy concrete block foundation, this home offers lasting durability. Stay comfortable year-round with the newer heat pump installed in 2022.

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    125 SE Estate Loop, Winston, OR 97496
  • /42

    $370,000

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

    700 SE Tokay St, Winston, OR 97496

    Welcome to this inviting one level 3-bedroom, 2-bathroom home offering comfort, convenience, and modern touches throughout. Manicured front yard plus a manicured back yard that is completely fenced. The bright and open kitchen features stainless steel appliances and granite countertops, making meal prep a joy. Enjoy the ease of single-level living with a functional floor plan, perfect for both

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    700 SE Tokay St, Winston, OR 97496
  • /39

    $245,000

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

    617 Poison Oak Dr, Winston, OR 97496

    Escape to the country with this rustic home nestled on nearly 14 beautiful acres. Perfect for those dreaming of a mini-farm or simply wanting space for animals, and rural lifestyle. This property offers usable acreage mixed with stands of timber, seasonal creeks and endless potential. Surround yourself with sweeping mountain views and the serenity of nature, all while enjoying the freedom that

    Bob Lamonte Lamonte Real Estate Professionals

    617 Poison Oak Dr, Winston, OR 97496
  • /48

    $469,900

    • 2 Beds
    • 2 Baths
    • 1,764 Sq Ft

    1941 Byron Creek Rd, Winston, OR 97496

    Come home to your own private escape hidden in the trees! Beautiful parklike setting with amazing views and end of the road privacy. Property features include a huge, large covered RV storage, detached guest quarters, a storeroom & workshop. The manufactured home was custom built for the current owners with many custom touches. An expansive deck is perfect for gatherings or taking in the amazing

    Andrew Stoner Roseburg Realty

    1941 Byron Creek Rd, Winston, OR 97496
  • /15

    $229,000

    • 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
  • /41

    $499,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,089 Sq Ft

    160 Wil Way, Winston, OR 97496

    New Home by JW Construction Inc.This beautiful one-level home offers just over 2,000 square feet with three bedrooms and two and a half bathrooms. The open great room features vaulted ceilings, luxury vinyl plank flooring, recessed lighting, and a gas fireplace. A large sliding door opens to an expansive deck, perfect for entertaining or relaxing. The kitchen is designed for both style and

    Tyler Head Turning Point Realty Group

    160 Wil Way, Winston, OR 97496
  • /27

    $287,000

    • 4 Beds
    • 3 Baths
    • 1,512 Sq Ft

    151 NE Plum Ridge Dr, Winston, OR 97496

    Spacious 4 bedroom, 3 bath home located in the Plum Ridge neighborhood of Winston. 1512 sq ft with a functional floor plan, open living and dining area, and generous bedroom sizes. Detached 2-car garage and fenced yard provide added utility and storage. Bring your tools and get ready to build equity with this light-fix opportunity. Home is in need of repairs and updating and is being sold in

    Tiffanie Frasier Keller Williams Southern Oregon-Umpqua Valley

    151 NE Plum Ridge Dr, Winston, OR 97496
  • /20

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 2,026 Sq Ft

    308 Helweg Rd, Winston, OR 97496

    Prime 12.91-acre agricultural property zoned (FC) Exclusive Farm Use-Cropland with 10 acres of primary pond and supplemental river irrigation rights (priority date 1983). This land is perfectly positioned for a profitable homestead, organic farm, or u-pick business. Previously used for hay production and livestock, the soil and water offer a solid foundation for success. The existing home and

    Aaron Cherry Oregon Life Homes

    308 Helweg Rd, Winston, OR 97496
  • /21

    $180,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    751 SE Meadowood Dr, Winston, OR 97496

    1995 Double-wide manufactured home on a good sized lot in Winston. Not perfect but a lot of home for the money. Central heat and air conditioning, carport and lots of room for a garden. A great home for the money. Affordable living, close to park and community center.

    Timothy A Smith RE/MAX Integrity

    751 SE Meadowood Dr, Winston, OR 97496
  • /47

    $268,000

    • 3 Beds
    • 2 Baths
    • 1,249 Sq Ft

    430 SE Carrol St, Winston, OR 97496

    Beautifully updated 3-bedroom, 2-bath Craftsman-style home situated on a corner lot in a charming small town. The home features a great open floor plan with a dedicated dining area, highlighted by a beautiful custom maple eating bar that adds unique character and warmth. The spacious living room showcases brand-new laminate flooring and a cozy pellet stove, providing comfort and relaxation during

    Elena Mackey eXp Realty, LLC

    430 SE Carrol St, Winston, OR 97496
  • /37

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    110 Teresa Ln, Winston, OR 97496

    Welcome home to this beautifully maintained single-level residence in the sought-after Creekside Meadows neighborhood of Winston. Built in 2018, this light-filled 3-bedroom, 2-bath home offers 1,290 square feet of thoughtfully designed living space with an open, easy-flow floor plan ideal for both everyday living and entertaining. Vinyl flooring runs throughout the home, complementing the modern

    TAYLOR CAMPBELL Urban Pacific Real Estate

    110 Teresa Ln, Winston, OR 97496
  • /35

    $139,900

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

    112 Twin Oaks Loop, Winston, OR 97496

    WOW! BRAND NEW 2025 manufactured home in the tidy senior living 55+ Twin Oaks community! This 3-bed, 2-bath home features an open floor plan with a large kitchen island, stainless steel appliances, and modern finishes throughout. The primary suite includes double sinks and a walk-in shower. Covered carport and storage shed add convenience. Space rent $725/month and includes water, sewer, and

    Anthony Beckham Different Better Real Estate

    112 Twin Oaks Loop, Winston, OR 97496
  • /32

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,660 Sq Ft

    102 Sarah Bear Ln, Winston, OR 97496

    Stately quality 4 br 3 bath home, real wood floors, 2 gas fireplaces, central vac, top quality custom elegant crown molding. Formal dining, gourmet kitchen, over sized gazebo/pergola, colored stamped concrete, sprinkler system, fenced manicured private backyard with raised beds. Has new astro turf for low maintenance, covered patio. The gourmet kitchen has granite, pantry, new gas appliances,

    Valynn Currie Currieco Real Estate

    102 Sarah Bear Ln, Winston, OR 97496
  • /6

    $139,900

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    491 NW Douglas Blvd, Winston, OR 97496

    This commercially zoned home and shop is in a very high traffic location and is ready for your business! This is a very busy part of Winston and Douglas St turns into Hwy 42. The home is a fixer upper with some areas gutted. There is a nice shop with an adjustable crane/hoist inside. Live where you work on this piece of level commercial property!

    Jennifer Kramer RE/MAX Integrity

    491 NW Douglas Blvd, Winston, OR 97496
  • /42

    $700,000

    • 2 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    9740 Upper Olalla Rd, Winston, OR 97496

    Country setting 29.80 acres, Chalet-style home, 2304 sqft , 2 BR ( could be 3 BR) 2.5 BA. LR has a fireplace with woodstove insert and massive natural stone chimney. Good size kitchen, laundry room with extra sink. Merchantable timber, access to Seneca timber and BLM land for horseback riding, mushroom hunting, ATV's and hiking. Beautiful mountain views, year-round Olalla Creek with water right

    Thuy Chrestenson KNIPE REALTY ERA POWERED

    9740 Upper Olalla Rd, Winston, OR 97496
  • /18

    $272,000

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft

    151 Sherry St, Winston, OR 97496

    Charming 3 bedroom (possibly 4 bedroom), 2 bath home with lots of storage & room to roam! Large, fenced corner lot & covered patio for outdoor enjoyment. With a little TLC, this home could sparkle again.

    Judith Zuver Winston Realty & Insurance

    151 Sherry St, Winston, OR 97496
  • /41

    $499,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,999 Sq Ft

    150 Wil Way, Winston, OR 97496

    New Home by JW Construction Inc.This beautifully crafted 2,143 sq ft home offers 3 bedrooms and 2 1/2 bathrooms with a thoughtful layout and excellent separation of space. Set on a low-maintenance lot with views of trees and the surrounding mountains, 140 Wil Way combines modern design with comfort and convenience.The open-concept main level features high ceilings, recessed lighting, and luxury

    Tyler Head Turning Point Realty Group

    150 Wil Way, Winston, OR 97496
  • /29

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    241 SE Johnson St, Winston, OR 97496

    Almost-new two-story home offering 3 bedrooms, 2.1 baths, and 1,874 sq. ft. of comfortable living space, gently occupied for just two years. Enjoy both front and back porches—ideal for relaxing or entertaining. The kitchen features soft-close cabinets and a gas range, while the extra-large laundry/utility room adds everyday convenience. Additional features include ductless heating and A/C, a gas

    Mandy Parker Oregon Life Homes

    241 SE Johnson St, 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
  • /35

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    800 Byron Creek Rd, Winston, OR 97496

    Welcome to this charming country home set on over 5 acres of flat, usable land with Firewise Certification for peace of mind. The well maintained 3 bedroom with 1.5 bathrooms. Home is move-in ready, some of the furniture can be included with the right offer. House has a heat pump, pellet stove, generator, flooring- all done in last 4 years. The propane 22k generator automatically powers the home

    Rebekah Sexauer eXp Realty, LLC

    800 Byron Creek Rd, Winston, OR 97496
  • /39

    $249,900

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

    2409 Ireland Rd, Winston, OR 97496

    Discover the endless possibilities of this serene retreat in the sought-after Camas Valley/10 Mile area. Nestled on a gorgeous, private parcel featuring a blend of towering trees and open pasture, this property offers the perfect balance of seclusion and utility. The existing 1979 manufactured home is well-equipped with 3 spacious bedrooms, 2 bathrooms, a dedicated laundry room, a durable metal

    Jenny Forbes Pacific Properties

    2409 Ireland Rd, Winston, OR 97496
  • /18

    $199,000

    • Land
    • 0.97 Acre
    • $205,155 per Acre

    740 Ireland Rd, Winston, OR 97496

    Country living at its finest! Septic, well, power installed and ready for use. Property also includes a 30x40 carport/RV cover with an enclosed 16x30 shop area and a partially finished 13x32 shed that could be finished into living area! Large pump house with roll up door for extra storage and plenty of room for a garden or a new home!

    Adrienne Fotopoulos North County Realty

    740 Ireland Rd, Winston, OR 97496
  • /36

    $142,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    434 NW Broc Dr, Winston, OR 97496

    Fleetwood manufactured home built in 2024, located in Rosewood Mobile Home Park, an all-ages homeowners co-op. This well-maintained home offers a functional open floor plan with 3 bedrooms and 2 bathrooms. The property includes a carport, a 10x10 storage shed, and a yard area for outdoor enjoyment. Space rent is $449 per month and includes water and sewer. The co-op structure provides resident

    Bryan Jorgensen The Neil Company Real Estate

    434 NW Broc Dr, Winston, OR 97496
  • /47

    $342,500

    • 3 Beds
    • 1 Bath
    • 1,434 Sq Ft

    10 SE Kegler Ave, Winston, OR 97496

    Set on a full acre at the edge of town, this property blends flexibility, functionality, and a 1,200 sq ft shop that’s hard to ignore! The 3-bedroom, 1-bath home includes an oversized living room with exposed wood accents and rustic-style posts that bring a bit of texture and charm. Heating and cooling are handled with ductless systems, and there’s a gas fireplace to keep things cozy. The kitchen

    Anthony Beckham Different Better Real Estate

    10 SE Kegler Ave, Winston, OR 97496
  • /41

    $649,000

    • 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
  • /44

    $709,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    411 Woodland Dr, Roseburg, OR 97471

    Discover a lifestyle rooted in fresh air, room to roam, and time spent outside. This two-story ranch sits above sweeping views of Abacela Vineyard and offers Lookingglass Creek frontage with irrigation rights, K-line system, and pump already in place. Enjoy your own private swimming hole, raised-bed fenced garden, and greenhouse—perfect for growing, tinkering, and staying active year-round.The

    Nataly Mattox RE/MAX Integrity

    411 Woodland Dr, Roseburg, OR 97471

Home Trends in Winston, OR

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$338,000
Average Price Per Sq Ft
$229
Number of Homes for Sale
18
Last 12 months Home Sales
63
Months of Supply
3.40
Median List Price
$350,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-6%
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