$785,000
- 3 Beds
- 3 Baths
- 2,722 Sq Ft
9114 Old Highway 99 S, Winston, OR 97496
Kristina Scott
Umpqua Legacy Realty LLC
(458) 310-3863
$785,000
9114 Old Highway 99 S, Winston, OR 97496
Kristina Scott
Umpqua Legacy Realty LLC
(458) 310-3863
$499,900
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
(458) 299-7413
$499,900
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
(458) 309-4957
$499,900
2581 NW Brockway Rd, Winston, OR 97496
Welcome to Safari Estates. 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
Tyler Head
Turning Point Realty Group
(458) 291-0968
$499,900
263 Wil Way, Winston, OR 97496
Welcome to Your Like-New Custom Home in Winston, Oregon!Step inside this beautifully crafted home by Shelby & Miguelena Construction, where quality craftsmanship and thoughtful design are evident in every detail. The open-concept floor plan features soaring vaulted ceilings, beautiful flooring, and a warm, inviting layout that flows effortlessly for both everyday living and entertaining.At the
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$385,000
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
$439,900
260 SE Logan St, Winston, OR 97496
There’s something special about stepping into a home that’s never been lived in—where everything is fresh, thoughtfully designed, and ready for your story to begin. Welcome to 260 Logan St, a brand-new one-level home that blends modern comfort with effortless living. From the moment you walk in, you’ll appreciate the clean, cohesive feel of luxury vinyl plank flooring throughout—no carpet—paired
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$409,000
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
$459,000
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
$475,000
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
$550,000
572 Dillard Gardens Rd, Winston, OR 97496
Charming farmhouse on the South Umpqua River. Features a 1,440 sf home with 2 beds and 2 baths set on 6.9 acres with an established cherry orchard. Home interior is warm and inviting with wood floors, fireplace insert, open living and kitchen areas, ensuite bath in the primary bed, and a dedicated laundry room that opens to a covered deck. Back patio and yard are surrounded with flowers and shade
Mike Nichols MORE Realty, Inc.
$530,000
102 Sarah Bear Ln, Winston, OR 97496
Meticulous quality 4 br 3 bath 2660 sq ft home, with real hard wood floors, 2 gas fireplaces, central vac, top quality custom elegant crown molding. Formal dining, gourmet kitchen, spacious gazebo/pergola, colored stamped concrete, sprinkler system, fenced manicured private backyard with raised beds. Has new astro turf for low maintenance front yard, covered patio. The gourmet kitchen has
Valynn Currie Currieco Real Estate
$475,000
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
$549,900
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
$469,900
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
$725,000
1068 Rice Creek Rd, Winston, OR 97496
Security gated 8.52-acre property! This beautiful ranch-style home features, updates, paved driveway, newer roof, interior & exterior paint, gourmet kitchen, double ovens, large walk-in pantry, lots of outdoor light, large living room with a cozy fireplace, great views, huge primary bedroom with a walk-in closet and bathroom with 2-headed shower, 4th bedroom could easily be used as an office, new
Joan Smith The Neil Company Real Estate
$229,000
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
$359,000
380 NW Cary St, Winston, OR 97496
OPEN HOUSE - Saturday May 23rd 12:00pm - 2:00pm 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
$380,000
421 NW Cary St, Winston, OR 97496
Immaculate Charmer. Tucked away on an expansive fully fenced 1/2 acre corner lot, this stellar turn-key property blends timeless comfort with stylish modern updates in a setting designed to truly feel like home. Every detail has been thoughtfully curated to create warmth, functionality, and charm.Step inside to discover spacious living areas filled with natural light, including both a living room
Tammi Ellison eXp Realty, LLC
$189,000
1580 Winston Section Rd, Winston, OR 97496
This 3-bedroom, 2-bathroom "fixer upper" sits on a peaceful 0.18-acre corner lot, offering a quiet atmosphere and beautiful mountain views right from your doorstep. While the home is ready for interior renovation, the floor plan features three bedrooms, two bathrooms, laundry room, large kitchen, creating a cozy feeling once restored. A standout is the 576 sqft detached garage/shop, where half
Cynthia Beach The Neil Company Real Estate
$1,100,000
6700 Upper Olalla Rd, Winston, OR 97496
Exquisite Lindal Custom Cedar home on 5 flat acres featuring a 2,400 sq ft shop with full bath, dual doors, and room for a 40’ motorhome, plus 3 RV hookups (2 across the driveway) with power, water, and RV dump by the shop. The gourmet kitchen is a chef’s dream with granite counters, dual sinks, pot filler, gas range with warming drawer, double ovens, hidden butcher block, and abundant storage,
Dan Gandee Real Broker
$375,000
165 Collins Rd, Winston, OR 97496
Single-level home in Creekside Meadows, built in 2018 with granite counters, open floor plan, and no-step entry. Fenced backyard with front and rear irrigation, 2-car attached garage, central air. Public water and sewer. Conveniently located near Douglas High and Brockway Elementary.
Jerry Norman Oregon Life Homes
$318,000
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
$1,199,900
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
$454,000
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
$425,000
192 Reston Ave, Winston, OR 97496
Home comes with a riding mower, and a gas/propane generator.Spacious Home with Unique Extras – A Rare Find!3-bedroom, 2-bath home offers 1959 square feet of comfortable living space, plus an array of hard-to-find extras that make this property truly special. You'll love the massive 25x50 garage, perfect for car enthusiasts, hobbyists, or home-based businesses, complete with a dedicated paint
Robin Troy Hybrid Real Estate
$699,500
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
On average, homes in Winston, OR sell after 82 days on the market compared to the national average of 58 days. The median sale price for homes in Winston, OR over the last 12 months is $320,500, down 7% from the median home sale price over the previous 12 months.
In Winston, there are currently 27 homes for sale with a garage. Meeting the needs of buyers seeking secure parking and extra storage, these homes offer various garage options. Whether it's a property featuring a practical two-car garage or a larger residence with a sought-after three-car garage, these homes provide the convenience and flexibility desired by many homeowners. Additionally, some properties come with detached garages, offering ample space while ensuring privacy. Explore the selection of homes for sale with a garage in Winston, OR and find the perfect place to call home.