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Winston, OR Homes for Sale with Garage

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  • /45

    $699,900

    • 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
  • /45

    $72,000

    • 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
  • /36

    $439,000

    • 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
  • /42

    $375,000

    • 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
  • /48

    $469,900 Open Fri 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
  • /43

    $734,000

    • 4 Beds
    • 2.5 Baths
    • 2,362 Sq Ft

    1068 Rice Creek Rd, Winston, OR 97496

    This gated, 8.52-acre property is fenced and cross-fenced, offering plenty of country living space. This beautiful ranch-style home features updates, a newer roof, and recent interior and exterior paint. The gourmet kitchen includes double ovens and a walk-in pantry. The large living room features a fireplace.The huge primary bedroom includes a walk-in closet and a two-headed shower. One of the

    Joan Smith G. Stiles Realty

    1068 Rice Creek Rd, Winston, OR 97496
  • /48

    $459,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    165 Danielle Dr, Winston, OR 97496

    Welcome home! Enjoy the space and warmth of this Safari Estates custom home. Featuring over 2,000 sq ft of living space. 3 bedrooms 2.5 baths with an upstairs laundry room make this home a great family setup. There is an office/Den that also doubles as a 4th bedroom if needed. Dramatic entry way with open concept kitchen/familyroom is what separates this home from the others ! Outside you will

    Brent Yop Winston Realty & Insurance

    165 Danielle Dr, Winston, OR 97496
  • /35

    $495,000

    • 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
  • /20

    $525,000

    • 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
  • /48

    $474,900

    • 4 Beds
    • 2 Baths
    • 2,534 Sq Ft

    13224 Lookingglass Rd, Winston, OR 97496

    Experience this beautifully updated, original homestead farmhouse nestled in Safari Estates. Thoughtful remodel and tasteful updates have modernized this 1900-built farmhouse, preserving its character while enhancing comfort. With 2,516 sq ft of living space, four bedrooms, and two full baths, this home blends historic charm with modern comfort. The kitchen has been remodeled with beautiful

    Deleta Dickson eXp Realty, LLC

    13224 Lookingglass 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
  • /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
  • /42

    $169,900

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

    222 NW Broc Dr, Winston, OR 97496

    Wow! Discover wonderful value with this 2024-built, 1,512 sq. ft. three-bedroom, two-bath manufactured home located in a quiet, private co-op with low space rent and a very exceptional price point. Step inside to an inviting interior featuring laminate flooring, carpeted bedrooms and living room, and a spacious primary suite complete with an oversized en-suite bath, double vanity, and a deep

    Anthony Beckham Different Better Real Estate

    222 NW Broc Dr, Winston, OR 97496
  • /50

    $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
  • /44

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,433 Sq Ft

    380 Sunnyside Dr, Winston, OR 97496

    Welcome home to this beautifully maintained, move-in ready 3-bedroom, 2-bath property featuring an open floor plan, vaulted ceilings, new LVP flooring, fresh paint, and plenty of storage. Located in a friendly, safe neighborhood with wonderful views. Enjoy the well-manicured, low-maintenance yard, private backyard, spacious deck, garden area, and greenhouse—perfect for families or retirees

    Brandy Holder Holder Realty

    380 Sunnyside Dr, Winston, OR 97496
  • /25

    $249,000

    • 3 Beds
    • 1 Bath
    • 994 Sq Ft

    350 SE Park St, Winston, OR 97496

    Perfect home for a first-time buyer or an excellent investment opportunity! Situated on a large corner lot in a desirable neighborhood within walking distance to the city park. This move-in-ready home features beautiful kitchen cabinets and a versatile storage/she shed. Don’t miss out on this great opportunity!

    Michael Brown Oregon Life Homes

    350 SE Park St, Winston, OR 97496
  • /38

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    210 NW Timothy Ave, Winston, OR 97496

    Extremely nice 1999 triple-wide on a beautiful corner lot. Features 3 bedrooms, 2 baths with a large kitchen, living, and family rooms. There is also a gas fireplace, new heat pump, and an extra large 2-car garage. Outside has a covered deck, patio, mature landscaping, and fenced yard with sprinkler and drip system.

    John McVeigh The Neil Company Real Estate

    210 NW Timothy Ave, Winston, OR 97496
  • /45

    $309,900

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    173 NE Main St, Winston, OR 97496

    Welcome to this beautiful 3-bedroom, 2-bath home offering 1,782 sq. ft. of comfortable living space on a generous .36-acre lot in the heart of Winston. This property combines open, inviting living spaces with practicality and charm — perfect for those who value both comfort and convenience. This home features a bright and spacious great room with a fireplace, vaulted ceiling, and skylight,

    Jennifer Kramer RE/MAX Integrity

    173 NE Main St, Winston, OR 97496
  • /15

    $239,000

    • 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
  • /46

    $384,900

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    890 SE Thompson Ave, Winston, OR 97496

    You won't want to miss this beautifully maintained 3-bedroom, 2.5-bath Hi line home in Winston. Built in 2016, offering over 1,700 sq ft of thoughtfully designed living space. The open and functional layout includes a main-floor bonus room—perfect for a home office, playroom, or guest retreat—while abundant natural light fills the living areas, creating a warm and inviting atmosphere. The kitchen

    Anthony Beckham Different Better Real Estate

    890 SE Thompson Ave, Winston, OR 97496
  • /10

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    139 Teresa Ln, Winston, OR 97496

    Come take a look at your beautiful new forever home in this established neighborhood. Newer build in 2017 with many amenities. Kitchen boasting all stainless-steel appliances with a wonderful gas stove for the cook in the family, down to the granite countertop and eat in island great for entertaining with its open concept. Spacious master bedroom with a walk-in closet and granite vanity in the

    Angel Smith Trueblood Real Estate

    139 Teresa Ln, 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
  • /17

    $95,000

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

    241 Twin Oaks Loop, Winston, OR 97496

    NICE GOLDEN WEST MANUFACTURED HOME IN A 55+ PARK. HOME BUILT IN 1998. THREE BR, 2 BATH, WITH A CARPORT, STORAGE SHED/SHOP AND A RAMP FOR EASY ACCESS TO HOME. APPLIANCES IN HOME ARE INCLUDED. SPACE RENT OF $725/MO INCLUDES WATER, GARBAGE, & SEWER.COME SEE AND MAKE THIS YOUR NEW HOME.

    Roger Snyder Berkshire Hathaway HomeServices Real Estate Professionals

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

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    364 NW Teal St, Winston, OR 97496

    Welcome to this move-in ready, well-maintained one-level home in a highly desirable subdivision on the outskirts of Winston. Featuring 3 bedrooms, 2 bathrooms and dedicated home office. This property offers both comfort and convenience. Open floorplan with master suite privately positioned at the opposite end of the house for added tranquility. 3-car attached garage provides ample storage and

    Joe Hajos Berkshire Hathaway HomeServices Real Estate Professionals

    364 NW Teal St, Winston, OR 97496
  • /39

    $275,000

    • 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
  • /45

    $304,900

    • 4 Beds
    • 2 Baths
    • 1,769 Sq Ft

    310 NW Lost Ln, Winston, OR 97496

    Freshly updated and move-in ready, this Winston home combines comfort, convenience, and charm in a desirable location. Featuring 4 bedrooms, 2 baths, and 1,769 sq ft of living space, this property sits on a corner lot along a tucked-away road, just a short stroll to Wildlife Safari and all the amenities Winston has to offer.Step inside to find a freshly painted interior, new carpeting, tile and

    Tammi Ellison eXp Realty, LLC

    310 NW Lost Ln, Winston, OR 97496
  • /44

    $319,900

    • 4 Beds
    • 2 Baths
    • 1,288 Sq Ft

    68 NW Rose St, Winston, OR 97496

    24x36 Shop & 7x40 inground heated lap pool!! This property offers the perfect blend of comfort, functionality, and outdoor living. The standout features are hard to miss - an impressive 24x36 shop ideal for hobbies, storage, or projects, and a 7x40 inground heated lap pool that's perfect for both exercise and relaxation. Whether you're working, unwinding, or entertaining, this backyard setup has

    Ryan Fox Berkshire Hathaway HomeServices Real Estate Professionals

    68 NW Rose St, Winston, OR 97496
  • /27

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft

    120 SE Edwards Ave, Winston, OR 97496

    Welcome to this 3-bedroom, 2-bath single-level custom home. Thoughtfully designed with comfort and functionality in mind, this 1,421 sq ft residence offers a spacious open-concept layout, vaulted ceilings, and abundant natural light throughout. The kitchen features wood cabinetry, stainless steel appliances, and a breakfast bar perfect for casual meals or entertaining guests. The primary suite is

    Jerry Norman Oregon Life Homes

    120 SE Edwards Ave, Winston, OR 97496
  • /12

    $335,900

    • 3 Beds
    • 2 Baths
    • 1,257 Sq Ft

    185 Lebleu Ln, Winston, OR 97496

    Solid home in Winston with a newer roof and open concept floorplan. Welcome home to this well maintained single-story home with a modern layout, featuring an inviting open-concept layout designed for both comfort and privacy. The spacious primary bedroom includes an attached bathroom, offering a private retreat. The living room features a gas fireplace, perfect for relaxing evenings. Step outside

    Kurt Delahooke Keller Williams Realty Eugene and Springfield

    185 Lebleu Ln, 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
  • /47

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft

    231 NE Darrell Ave, Winston, OR 97496

    Great location with a custom built one level home located on .39 of an acre at the end of the road in Winston with City Services! Home built in 1981 with approximately 1,374 square feet, 3 bedrooms and 2 full bathrooms, primary bedroom and bathroom has a walk-in closet and slider door to deck, nice Kitchen with oodles of oak cabinets, lots of counter space, plus a pantry, Living room has

    Cynthia Johnson Johnson Group Real Estate, LLC

    231 NE Darrell Ave, Winston, OR 97496
  • /41

    $830,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    375 Porter Creek Rd, Winston, OR 97496

    Discover the perfect blend of vineyard lifestyle and modern comfort in this beautifully updated 41-acre estate, nestled in the heart of Oregon’s Umpqua Valley AVA. Surrounded by timber, a year-round creek, and a seasonal pond, this scenic retreat offers privacy, natural beauty, and endless potential.At the heart of the property is a spacious 3,000 sq ft home featuring four large bedrooms and

    Lorrie Normann Triple Oaks Realty LLC

    375 Porter Creek Rd, Winston, OR 97496
  • /32

    $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 Homes Realty

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

    $220,000

    • 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
  • /48

    $748,000

    • 3 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    1470 E Willis Creek Rd, Winston, OR 97496

    Build a second home? 3 tax lots. 80+5+5 acres each & one of the 5-acre lots is buildable! Connected to city water with a 2500 reserve tank. Nestled on 90 acres of private land, this stunning 3-bedroom, 2.5-bath log home offers the perfect retreat for those seeking tranquility and connection with nature. The main home is a masterpiece of rustic craftsmanship, featuring soaring vaulted ceilings,

    Rhonda Marshall Knipe Realty ERA Powered

    1470 E Willis Creek Rd, Winston, OR 97496
  • /37

    $525,000 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
  • /37

    $525,000 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
  • /30

    $325,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    119 Lebleu Ln, Winston, OR 97496

    New home by Tabor Building. The "Pathfinder" floor plan features 1008 SF with 3 bedrooms, 2 baths, LVP flooring, and quartz countertops. Low maintenance landscaping and fenced

    Benjamin Tatone Roseburg Homes Realty

    119 Lebleu Ln, Winston, OR 97496
  • /44

    $719,000

    • 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
$338,000
Median Single Family Sale Price
$340,000
Average Price Per Sq Ft
$232
Number of Homes for Sale
23
Last 12 months Home Sales
67
Months of Supply
4.10
Median List Price
$362,450
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-2%
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