$735,000
- 3 Beds
- 3 Baths
- 2,722 Sq Ft
9114 Old Highway 99 S, Winston, OR 97496
Kristina Scott
Umpqua Legacy Realty LLC
$735,000
9114 Old Highway 99 S, Winston, OR 97496
Kristina Scott
Umpqua Legacy Realty LLC
$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
$499,900
2581 NW Brockway Rd, Winston, OR 97496
Open House 5/30 2-5pm New listing! 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
Tyler Head
Turning Point Realty Group
$439,900
260 SE Logan St, Winston, OR 97496
*** BUILDER INCENTIVE *** Lower Payments Available on this House! Seller offering flexible buyer incentives with acceptable offer, including potential rate buy down, closing cost assistance, or improvement credits. Attractive opportunity for both financed and cash buyers.*** There’s something special about stepping into a home that’s never been lived in—where everything is fresh, thoughtfully
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
$409,900
265 SE Logan St, Winston, OR 97496
Welcome to Rolling Meadows Estates, Winston's newest neighborhood community where quality craftsmanship, modern design, and Southern Oregon lifestyle come together. Surrounded by attractive newer homes and a growing sense of community, this is an opportunity to enjoy the benefits of new construction in one of Winston's most exciting new developments.Built by Premier Home Construction, a respected
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$375,000
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
$259,000
71 SE Ronald St, Winston, OR 97496
Charming remodeled cottage-style home situated on a large quarter acre lot offering comfortable single-level living. This updated residence features new interior paint, newer roof and siding, and thoughtful modern upgrades throughout. The kitchen includes stainless steel appliances, adding a sleek and functional touch to the heart of the home. Enjoy a bright and inviting layout with practical
Joshua Glaspie ICON Real Estate Group
$509,999
330 Wil Way, Winston, OR 97496
Custom-built in 2014 and thoughtfully designed by the owner, this 2,091 SF ranch style home offers 4 bedrooms and 2 full bathrooms on a spacious corner lot. The inviting great room showcases vaulted ceilings, abundant natural light, and a stunning floor-to-ceiling stone fireplace that serves as the centerpiece of the home. The open-concept kitchen features stainless steel appliances, including a
Shea Martin United Real Estate Properties
$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
$699,000
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
$215,000
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
$98,000
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
$160,000
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
$165,000
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
$205,000
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
$489,900
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
$85,000
205 Twin Oaks Loop, Winston, OR 97496
Tucked away at the back of Twin Oaks 55+ Park, this cozy and well-cared-for home offers a little extra peace and privacy. The yard is easy to keep up with, the carport has plenty of room, and inside you’ll find vaulted ceilings throughout that make the space feel open and comfortable. County records show 2 bedrooms, but the home lives as a 3-bedroom, giving you nice flexibility for guests,
Jennifer Cox RE/MAX Integrity
$355,000
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
$550,000
572 Dillard Gardens Rd, Winston, OR 97496
Charming farmhouse on the South Umpqua River. Features a 1,440 sf home on 6.9 acres. The 2 bedroom 2 bathroom interior has wood floors, good natural light, a cozy living room, an open kitchen and dining area, a large primary bedroom with an attached bath and walk in closet. Multi-use laundry room. Covered deck opens to the patio and yard filled with flowers and shade trees. New septic system
Mike Nichols MORE Realty, Inc.
$179,000
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
$315,000
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
$70,000
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
$389,000
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
$1,100,000
6700 Upper Olalla Rd, Winston, OR 97496
Stunning custom cedar home on 5 level acres offering the perfect blend of luxury, functionality, and country living. This Lindal-style home features a spacious 2,400 sq ft shop with a full bath, dual garage doors, and enough space for a 40-foot motorhome. Property also includes 3 RV hookups with power, water, and RV dump access, ideal for guests, multi-use living, or recreational storage.The
Dan Gandee Real Broker
$260,000
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
$169,900
600 SE Edgewood St, Winston, OR 97496
WOW! Affordable 2-bedroom 1-bath home set on nearly half an acre in the heart of Winston. With 0.43 acres of usable ground, a fully fenced yard, mature shade trees, and room for RVs, trailers, boats, equipment, gardens, and outdoor projects, or possible future development, there's plenty of flexibility here! Inside features an open living area with updated laminate flooring, abundant natural
Anthony Beckham Different Better Real Estate
$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
$280,000
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
$245,000
66 NW Cary St, Winston, OR 97496
Beautifully maintained 2BD/1BA residence on a generous corner lot in a convenient location—just a short walk to local shops, dining, and school. This thoughtfully designed home offers a spacious living room and an expansive bonus room with rich original hardwood floors; the bonus room may also serve as a private 3rd bedroom or flex space. The well-appointed kitchen features an island, abundant
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$24,999
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
$2,000,000
80 NW Lost Ln, Winston, OR 97496
Great Property for future Developing. 2007 Manufactured Home on .68 of a Ac. City Water and Sewer.
Dawn Trapalis Harcourts Integrity Team Real Estate Services, LLC.
$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
$495,000
624 Willis Creek Rd, Winston, OR 97496
This rare riverfront horse property on the South Umpqua River is not to be missed! The home features a brand new 600 sq. ft. deck overlooking the property and river, new roof,a centrally located wood stove that heats the entire house, and is tucked away off the road for privacy. Horse facilities include an arena, barn, multiple stalls, and pasture. Additional amenities include an orchard,
Nancy Kruger Keller Williams Southern Oregon-Umpqua Valley
The median home sale price in Winston, OR is $319,000, down 8% year-over-year. Homes in Winston sell in 86 days on average, compared to the national average of 57 days.
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Median Sale Price
$319,000
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Median Single Family Sale Price
$353,400
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Median 2 Bedroom Sale Price
$222,500
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Median 1 Bedroom Sale Price
$148,000
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Average Price Per Sq Ft
$230
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Number of Homes for Sale
23
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Last 12 months Home Sales
66
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Months of Supply
4.20
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Median List Price
$364,900
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Median Change From 1st List Price
3%
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Median Home Sale Price YoY Change
-8%
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In Winston, there are currently 34 one-story homes for sale, catering to individuals and families who value the simplicity and accessibility of single-level living. Whether you're entering the real estate market for the first time, transitioning to a downsized lifestyle, or simply prioritizing the convenience of a single-story layout, these homes offer a variety of options to explore. From cozy bungalows to spacious ranch-style houses, the one-story homes for sale in Winston, OR come in various architectural styles and sizes, ensuring there's something to accommodate every preference and lifestyle.