$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
$525,000
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
Tyler Head
Turning Point Realty Group
$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
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,
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
$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
$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
$199,000
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
$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
$315,000
340 NW Elizabeth Ave, Winston, OR 97496
This 3-bedroom, 2-bath home offers a functional layout with plenty of potential for its next owner. A few minor repairs will help unlock its full charm, making it an excellent opportunity for buyers looking to personalize a home without taking on a major renovation. Conveniently located in Winston near everyday amenities, this property is ready for its next chapter.
Tiffanie Frasier Keller Williams Southern Oregon-Umpqua Valley
$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
$775,000
375 Porter Creek Rd, Winston, OR 97496
Significant priced improvement! Discover the perfect blend of vineyard lifestyle and modern comfort in this recently 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
Lorrie Normann Triple Oaks Realty LLC
$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
$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
$525,000
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
$99,000
180 Twin Oaks Loop, Winston, OR 97496
Affordable living in the 55+ Twin Oaks community! This 3-bedroom, 2-bath double-wide offers a comfortable split-bedroom floor plan, updated flooring, and plenty of space to make your own. A front ramp provides easy access. Space rent is approximately $725 per month and includes water, sewer, and garbage. Conveniently located near shopping, dining, parks, and Wildlife Safari. Park approval and
Anthony Beckham Different Better Real Estate
$380,000
150 SW Brantley Dr, Winston, OR 97496
Spacious Tri-Level Home on 1 Acre with Dual Garages, Fruit Trees & Outdoor Living Welcome to this beautifully maintained tri-level home offering 4 bedrooms, a bonus room, 3 full bathrooms, and multiple living spaces designed for comfort and flexibility.The upper level features 3 bedrooms and 2 bathrooms, while the lower level includes a private 4th bedroom and full bathroom, perfect for guests,
Kayla Knight Trueblood Real Estate
$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
$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
$275,000
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
$634,900
635 Wil Way, Winston, OR 97496
WOW! Panoramic valley views, over 20 acres of RM-zoned land, and a location bordering Wildlife Safari make this 4-bedroom, 3.5-bath, 3,072 SF home one of Southern Oregon’s most unique offerings. Positioned at the end of the road, it enjoys exceptional privacy while overlooking Abacela Vineyards, rolling valleys, and Wildlife Safari, with potential for 360-degree views. RM zoning adds rare
Anthony Beckham Different Better Real Estate
$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
$775,000
375 Porter Creek Rd, Winston, OR 97496
Lorrie Normann Triple Oaks Realty LLC
$685,000
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 place.The
Nataly Mattox RE/MAX Integrity
The median home sale price in Winston, OR is $316,000, down 8% year-over-year. Homes in Winston sell in 79 days on average, compared to the national average of 56 days.
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Median Sale Price
$316,000
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Median Single Family Sale Price
$325,000
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Median 2 Bedroom Sale Price
$205,000
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Median 1 Bedroom Sale Price
$148,000
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Average Price Per Sq Ft
$228
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Number of Homes for Sale
20
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Last 12 months Home Sales
66
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Months of Supply
3.60
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Median List Price
$359,000
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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 32 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.