32

Winston, OR Homes for Sale with Garage

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  • /83

    $735,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,722 Sq Ft

    9114 Old Highway 99 S, Winston, OR 97496

    Escape to the peace and beauty of rural Oregon with this beautifully remodeled country retreat set on 5.4 usable acres of fenced pastureland. Offering the perfect blend of modern comfort and small-acreage functionality, this stunning single-level home features 2,722 sq. ft. with 3 bedrooms, 3 full baths, and a versatile flex space ideal for a home office or hobby room. Each bedroom includes its

    Agent Photo

    Kristina Scott

    Umpqua Legacy Realty LLC

    9114 Old Highway 99 S, Winston, OR 97496
  • /45

    $469,900

    $55K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 4,024 Sq Ft

    2620 Brockway Rd, Winston, OR 97496

    Beautiful Craftsman-style home with fantastic curb appeal and a slate-tile covered front porch. This spacious 3-bedroom plus office home offers 1,752 square feet of finished living space, along with a full 2,272-square-foot unfinished walkout basement.The main level features a large open kitchen with gas cooking, an island, granite countertops, pantry, stainless steel appliances, and a hammered

    Agent Photo

    Tyler Head

    Turning Point Realty Group

    2620 Brockway Rd, Winston, OR 97496
  • /40

    $499,900

    New Construction $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,999 Sq Ft

    150 Wil Way, Winston, OR 97496

    Open House 5/30 2-5 pm 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,

    Agent Photo

    Tyler Head

    Turning Point Realty Group

    150 Wil Way, Winston, OR 97496
  • /44

    $499,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    2581 NW Brockway Rd, Winston, OR 97496

    This beautifully crafted new construction home offers 2,576 square feet with 3 bedrooms and 2.5 bathrooms, thoughtfully designed with quality finishes and modern comfort throughout. The open-concept floor plan features vaulted ceilings, abundant natural light, and recessed lighting, creating a bright and inviting living space. The kitchen is designed for both function and style with a large

    Agent Photo

    Tyler Head

    Turning Point Realty Group

    2581 NW Brockway Rd, Winston, OR 97496
  • /41

    $319,000

    New Construction $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,318 Sq Ft

    76 SE Darrell Ave, Winston, OR 97496

    Welcome to this brand-new, single-level contemporary home offering 3 bedrooms and 2 bathrooms with a comfortable, open-concept floor plan and no steps. The stylish kitchen features quartz countertops and stainless steel appliances, opening to the dining and living areas for easy everyday living and entertaining. The dining room provides convenient slider access to the fenced backyard.The primary

    Agent Photo

    Jennifer Kramer

    RE/MAX Integrity

    76 SE Darrell Ave, Winston, OR 97496
  • /41

    $499,900

    New Construction $25K PRICE DROP
    • 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

    Agent Photo

    Tyler Head

    Turning Point Realty Group

    160 Wil Way, Winston, OR 97496
  • /48

    $366,000

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft

    186 Woodduck St, Winston, OR 97496

    Well-maintained home in a quiet neighborhood in the heart of Winston. Move-in ready with brand new floors recently installed. Minimal outdoor maintenance. Garden shed and room to park a 5th wheel. Don’t miss your opportunity to own a solid, easy-living home in a great location.

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    186 Woodduck St, Winston, OR 97496
  • /36

    $459,000

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    311 SE Grape Ave, Winston, OR 97496

    Great investment opportunity on a spacious 0.74-acre lot! This property features a 3-bedroom, 1-bath single-level home with approximately 1,250 sq ft of living space, plus a duplex on the same lot—offering excellent potential for rental income or multi-generational living. The main home includes a full basement, forced air heating, and public utilities. Situated on a level to gently sloped lot

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    311 SE Grape Ave, Winston, OR 97496
  • /38

    $409,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    623 SE Garden Way Dr, Winston, OR 97496

    Welcome to 623 SE Garden Way Dr, Winston, OR, where modern style, comfort, and convenience come together in one beautifully maintained single-level home. Built in 2019, this 3-bedroom, 2-bath residence offers an inviting open-concept layout with soaring vaulted ceilings and durable luxury vinyl flooring throughout, creating a bright, stylish, and low-maintenance living space. The well-appointed

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    623 SE Garden Way Dr, Winston, OR 97496
  • /34

    $399,900

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

    2461 Brockway Rd, Winston, OR 97496

    Well-kept 3-bedroom, 2-bath home on a large fully fenced lot with a versatile detached finished bonus space. The main home features custom kitchen cabinetry, a large farmhouse sink, LVP flooring through the main living areas, and carpet in the bedrooms. The living room opens to an expansive Trex deck overlooking the backyard, and the spacious primary suite includes a walk-in closet. The home's

    Jennifer Cox RE/MAX Integrity

    2461 Brockway 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
  • /48

    $469,900

    $19K PRICE DROP
    • 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
  • /33

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,832 Sq Ft

    128 Watusi Ct, Winston, OR 97496

    Welcome home to this spacious single level home in one of Winston's nicest neighborhoods! With great curb appeal, a sprawling tastefully landscaped yard, and no HOA, this property stands out in many ways. The open kitchen with abundant cabinetry is highlighted by beautiful Quartzite countertops, an island with eating bar, pullout shelves, a pantry, and all appliances are included. There is a gas

    Rich Raynor Heritage Real Estate

    128 Watusi Ct, Winston, OR 97496
  • /15

    $205,000

    $34K 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

    $88,950

    $9K PRICE DROP
    • 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
  • /34

    $350,000

    $9K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,710 Sq Ft

    380 NW Cary St, Winston, OR 97496

    Schedule your private tour today of this adorable 4bd 2ba open floor plan home, located on a generous lot, with an extra deep garage and additional off-street parking for your RV or Boat. Just a 15-minute drive to Roseburg, close to local schools and just down the street from the Wildlife Safari.

    Willow Pearson Oregon Life Homes

    380 NW Cary St, Winston, OR 97496
  • /29

    $355,000

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,559 Sq Ft

    411 Sunnyside Dr, Winston, OR 97496

    Welcome home to this inviting 3-bedroom, 2-bath residence tucked away in a quiet neighborhood. The open-concept living area features vaulted ceilings, creating a bright and spacious feel that’s perfect for everyday living and entertaining. Step outside to enjoy the covered porch and fully fenced backyard, complete with a large connected deck—ideal for relaxing, gathering, or enjoying the

    Dannielle Glines Neath The Wind Realty, Inc.

    411 Sunnyside Dr, Winston, OR 97496
  • /48

    $487,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    104 Kenya Ct, Winston, OR 97496

    This remarkable home showcases incredible attention to detail throughout, offering a spacious and unique floor plan designed for both comfort and functionality. The large kitchen features an eating bar, granite countertops, new appliances, abundant cabinet storage, overhead and can lighting, and walk-in pantry. The dining room offers beautiful built-in storage, adding both character and

    Shae Ellison Platinum Realty

    104 Kenya Ct, Winston, OR 97496
  • /48

    $379,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,245 Sq Ft

    754 SE Hall St, Winston, OR 97496

    Move right into this beautifully built 3-bedroom, 2-bathroom home offering 1,245 square feet of thoughtfully designed living space. Set on a spacious, fully fenced lot with mountain views, this like-new construction blends modern comfort with low-maintenance living. Step inside to an open-concept living area featuring rich luxury vinyl plank flooring and a ductless mini-split system for efficient

    Jase Nielsen J Mann Realty

    754 SE Hall St, 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
  • /23

    $364,900

    $24K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    10 SW Peach Ln, Winston, OR 97496

    Welcome to 10 SW Peach Ln, where every day feels like a peaceful retreat and every corner invites you to slow down and savor the moment. This special property blends warmth, character, and an unforgettable backyard oasis designed to elevate your everyday living.Step outside and imagine hosting summer gatherings on the resort-style brick patio, unwinding beside the soothing sounds of your private

    Kimberly Krebs Stellar Realty Northwest

    10 SW Peach Ln, Winston, OR 97496
  • /48

    $1,050,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    6700 Upper Olalla Rd, Winston, OR 97496

    One of a kind custom cedar home on 5 level, usable acres—an incredible country property with space, privacy, and outstanding amenities! This Lindal style home includes a massive 2,400 sq ft shop with a full bathroom, dual garage doors, and room for a 40-foot motorhome. Three RV hookups provide power, water, and dump access—an exceptional setup for guests, RV parking, recreational vehicles, and

    Dan Gandee Real Broker

    6700 Upper Olalla 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

    Bring an offer, VERY motivated seller. 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
  • /9

    $219,000

    • 2 Beds
    • 1 Bath
    • 1,242 Sq Ft

    70 NE Brosi Orchard Rd, Winston, OR 97496

    This home sits on an oversized lot with room for RV parking, extra vehicles, and all your toys. It includes a two-bay garage plus a separate one-car garage—ideal for storage, hobbies, or a workshop. Hardwood floors run throughout the home, giving the 2-bedroom, 1-bath layout timeless appeal and tons of potential. Outside, enjoy a spacious cement patio in the back and a fully fenced yard in front,

    Janet Stringfellow Oregon Life Homes

    70 NE Brosi Orchard Rd, Winston, OR 97496
  • /48

    $1,099,900

    $100K PRICE DROP
    • 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
  • /29

    $469,900

    New Construction Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    161 Collins Rd, Winston, OR 97496

    Brand-new construction in the desirable Lookingglass Creek Estates subdivision! This functionally designed home features an open floor plan with high-end finishes throughout. Offering 3 bedrooms, 2 bathrooms, & 1770 sqft. The kitchen offers beautiful custom soft-close cabinets, quartz countertops, pantry, and waterproof luxury vinyl plank flooring. The spacious primary suite offers a walk-in

    Jacob Gilman The Neil Company Real Estate

    161 Collins Rd, Winston, OR 97496
  • /30

    $399,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft

    675 SE Brush Ct, Winston, OR 97496

    This beautifully maintained home is tucked away in a cul-de-sac in the heart of Winston, offering both privacy and convenience. With three comfortable bedrooms and two well-appointed bathrooms, the open-concept layout creates a welcoming atmosphere that’s ideal for hosting gatherings. The kitchen features a spacious island, perfect for preparing meals and entertaining guests. Vaulted ceilings in

    Christina Esterbrook J Mann Realty

    675 SE Brush Ct, Winston, OR 97496
  • /17

    $979,500

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft

    591 NW Douglas Blvd, Winston, OR 97496

    Recently remodel 3 bedroom/2bath, with bonus areas, front and back patios, 1 bed/1 bath apartment, (or mother-in-law or office space) storage shed, 3 bay shop with car lift and compressor to convey. Great commercial property (wheel/ tire shop or any retail business) work and live on site. There is too much to detail come and see the possibilities. With highway exposure businesses coming to this

    Beverly Walters Gold Standard Realty

    591 NW Douglas Blvd, Winston, OR 97496
  • /28

    $309,900

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    351 SE Darrell Ave, Winston, OR 97496

    JUST REDUCED!! This 3 Bedroom/1 Bath, family home on over 1/3-acre has been completely updated for your enjoyment. There are many new items, including roof, mini split system, LVP flooring throughout, interior and exterior paint, plumbing and outside waterline. The bathroom/laundry room has been completely renovated. The yards are fully fenced, and there is a nice large deck on the back

    Debra Moore Currieco Real Estate

    351 SE Darrell Ave, Winston, OR 97496
  • /10

    $439,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    158 Collins Ct, Winston, OR 97496

    Nestled in the highly desired Lookingglass Creek Estates Subdivision in Winston. This brand-new home provides exceptional design and craftsmanship, with a popular floor plan that ensures comfort and style. The heart of this home, the kitchen, is adorned with quartz countertops & custom cabinets that extend to the bathrooms, adding elegance and durability. The property comes with the added

    Jacob Gilman The Neil Company Real Estate

    158 Collins Ct, Winston, OR 97496
  • /44

    $680,000

    $39K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    411 Woodland Dr, Roseburg, OR 97471

    What if your favorite getaway was home? Set above Lookingglass Creek with stunning views of Abacela Vineyard, this property offers the kind of lifestyle that's getting harder to find. Spend summer afternoons at your own swimming hole, grow fresh produce in the fenced garden and greenhouse, and enjoy the satisfaction of having water rights, irrigation, a K-line system, and pump already in

    Nataly Mattox RE/MAX Integrity

    411 Woodland Dr, Roseburg, OR 97471

Home Price Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$354,200
Median 2 Bedroom Sale Price
$243,750
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
32
Last 12 months Home Sales
64
Months of Supply
4.70
Median List Price
$373,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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