Courtesy: RE/MAX Integrity
541-673-3272
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, hobbies, or an office. The primary suite is spacious, with convenient bathroom access from both the bedroom and laundry room. A comfortable, low-maintenance spot with a practical layout in a great 55+ community.
Courtesy: Oregon Life Homes
541-391-4945
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, this home offers great value and plenty of potential.
Courtesy: United Real Estate Properties
541-525-9060
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 built-in range, built-in microwave, built-in dishwasher, refrigerator, and gas cooking.The primary suite includes a walk-in closet, soaking tub, and walk-in shower. Wide interior doorways and a one-level layout provide added convenience and flexibility. Additional features include hardwood floors, tile flooring, skylights, central air conditioning and gas appliances.Step outside to the fenced backyard and enjoy the covered patio with retractable awnings, creating a comfortable outdoor living space for relaxing or entertaining throughout the seasons. The property also offers RV parking, a tool shed, mountain views, and an attached 3-car garage with ample storage.
Courtesy: eXp Realty, LLC
888-814-9613
Welcome to this cozy 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates, a quiet and well-maintained 55+ community in Winston, OR. This charming double-wide offers both comfort and conveniences. This home features a spacious layout of 3 bedrooms, 2 bathrooms, with an open and functional floor plan. The living room flows seamlessly into a modern kitchen which has updated appliances and an eating bar and dining area. The master suite offers a walk in shower and closet. This home is located on a spacious corner lot with a carport that spans the length of the home and has two storage sheds. It is local amenities, such as, Wildlife Safari, Riverbend Park, Brosi Orchards and many local wineries. This home offers easy access to the freeway and to Hwy 42 to the beautiful Oregon coast. Application and park requirements, No other fees to HOA except a low monthly space rent.
Courtesy: Stellar Realty Northwest
541-236-0337
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 pond and waterfall, or enjoying quiet mornings in the greenhouse surrounded by thriving plants. The covered grilling area sets the stage for effortless entertaining, while the hot tub wiring offers the promise of future relaxation under the stars. With a chicken coop, fenced garden, storage shed, and a 7-zone irrigation system, this space is as functional as it is beautiful. Established heritage roses, a mature fig tree, blueberry bushes, and lush landscaping create a serene, storybook setting you’ll never want to leave.Inside, the home welcomes you with two inviting living areas, perfect for both lively gatherings and cozy nights in. Picture yourself curled up by the pellet stove, surrounded by custom built-in bookshelves, enjoying a quiet evening with your favorite book. The sun-drenched, fully insulated sunroom offers a versatile space where you can create your ideal home office, fitness area, art studio, or peaceful retreat—whatever suits your lifestyle.Beyond your doorstep, enjoy the ease of walking to nearby parks, the post office, and Lookingglass Brewery, while shopping and Wildlife Safari are just a short drive away—bringing both convenience and adventure within reach.Lovingly cared for and thoughtfully designed, this home offers more than just a place to live—it offers a lifestyle filled with comfort, beauty, and connection. Call today for your tour!
Courtesy: Different Better Real Estate
541-236-2662
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 light, and a wood stove that adds both warmth and character. The functional kitchen offers plenty of cabinet storage and flows easily into the dining and living spaces, creating a comfortable layout. You'll appreciate the generously sized primary bedroom, which includes a walk-in closet. Outside, a covered front porch and back patio create additional spaces to relax and enjoy the property. Multiple outbuildings provide valuable storage for tools, hobbies, and equipment, while the gated driveway and expansive parking area make it easy to accommodate recreational vehicles and extra vehicles alike. Metal roofing on both the home and outbuildings adds durability and low-maintenance appeal. Located within walking distance of schools and a neighborhood park, and just minutes from shopping, dining, and local wineries, this property offers a rare combination of affordability, convenience, and elbow room. Whether you're looking for your first home, a downsizing opportunity, or an investment property with potential, this Winston property is ready for its next chapter. Due to the age of the home, financing will require a pre-HUD manufactured home lender or cash purchase. Property is being sold as-is. Schedule your private tour today!
Courtesy: Trueblood Real Estate
541-863-5777
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, extended family, or a home office. A large entertainment room provides endless possibilities as a game room, playroom, home theater, or hobby space.Situated on a picturesque 1-acre lot, this property offers apple, plum, Bartlett pear, and cherry trees, creating your own private orchard. The upper lot features a spacious patio ideal for entertaining, outdoor dining, or simply relaxing and enjoying the peaceful surroundings.Car enthusiasts and hobbyists will appreciate the abundant garage space, including a 3-car garage on the lower lot and an additional 2-car garage on the upper lot, providing ample room for vehicles, storage, and projects.Additional highlights include central heating and air conditioning updated just a few years ago, a dedicated laundry room, and a lower garage roof replaced approximately 6 years ago.This unique property combines space, functionality, and outdoor enjoyment in a beautiful setting. Don't miss your opportunity to own this versatile home with room for everyone and everything!
Courtesy: Keller Williams Southern Oregon-Umpqua Valley
541-529-2320
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 third-generation local builder known for quality workmanship and attention to detail, this beautifully appointed home offers the perfect combination of comfort, style, and efficiency. Inside, you'll find quartz countertops, stainless steel appliances, easy-care flooring, energy-efficient heat pump heating and cooling, and an inviting open-concept design ideal for everyday living and entertaining. The covered patio extends your living space outdoors, while the completed front yard provides instant curb appeal. The fenced backyard is ready for your vision—whether that's a garden, outdoor entertaining area, play space, or private retreat.Living in Winston means enjoying a relaxed lifestyle with convenient access to some of Southern Oregon's most beloved attractions. Explore the world-famous Wildlife Safari, pick up fresh seasonal produce at Brosi Farms, or spend summer evenings enjoying live music and community events at Riverbend Park during the popular Riverbend Live concert series.Outdoor enthusiasts will appreciate nearby fishing, boating, hiking, waterfalls, and endless recreation opportunities throughout the Umpqua Valley. Award-winning wineries, local restaurants, and scenic drives are just minutes away, while weekend adventures to the Oregon Coast, Crater Lake, and the North Umpqua River are within easy reach.Whether you're purchasing your first home, downsizing, or seeking the peace of a newer neighborhood, Rolling Meadows Estates offers a lifestyle that's hard to match.
Courtesy: eXp Realty, LLC
888-814-9613
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 and double-pane vinyl windows provide style, durability, and energy efficiency throughout the home. The generous primary suite offers a private retreat with ample space and comfort, while two additional bedrooms provide flexibility for guests, hobbies, or a home office. A dedicated laundry/mud room adds everyday functionality and extra storage.Outside, you'll find a large carport, storage shed, and a fenced yard with room for pets, gardening, or outdoor enjoyment. Conveniently located in Winston with easy freeway access, this home is just minutes from local parks, the scenic South Umpqua River, and the renowned Wildlife Safari. Enjoy close proximity to some of Southern Oregon's finest wineries, making this an ideal location for both recreation and relaxation.Whether you're looking for your first home, downsizing, or seeking low-maintenance living, this move-in-ready property offers exceptional value in a desirable location.
Courtesy: Starlight Realty
541-537-2444
Escape to your own off-grid retreat on a 20-acre shared property in a gated community with coded access. This is a unique property on jointly owned lot, in an off grid community. Seller is selling 50% share in 20 acre lot. Land use agreement in place. This beautifully crafted 1,000 SF cabin showcases exceptional handcrafted woodwork and rustic charm throughout. Features include 1 bedroom plus a daybed sleeping area, solar power system with battery bank, spring-fed water system with storage tanks, solar shower, solar hot water, and wood stove hot water coil loops. Enjoy peaceful views of open fields, forested areas, and a seasonal creek. Additional improvements include an outhouse, woodshed, and ample outdoor living space. Ideal for buyers seeking privacy, self-sufficiency, and a community-oriented off-grid lifestyle. A rare opportunity to own a truly unique rural retreat surrounded by nature and seclusion.
Courtesy: ICON Real Estate Group
541-915-2080
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 flow and efficient use of space. The property sits on a large lot with room to garden, relax, and for outdoor entertainment. Complemented by a front deck perfect for outdoor seating and enjoyment. The driveway has extensive parking for multiple vehicles and space to park an RV. A storage shed provides additional convenience for tools and equipment. Move-in ready with key improvements already completed, this home blends comfort, style, and value.
Courtesy: Platinum Realty
541-378-2627
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, including the possibility of 1–2 additional homes surrounding the existing residence (buyer to perform due diligence with local authorities). Whether you’re looking for a primary residence, rental property, fix-and-flip opportunity, or future development project, this property checks all the boxes.Located on a quiet street near the middle school, community center, and local park, you’ll appreciate the convenience of this desirable location while enjoying the peaceful neighborhood setting.Opportunities like this don’t come along often—bring your ideas and unlock the potential of this unique Winston property!
Courtesy: Sundance Realty LLC
800-791-0825
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 pump date, inspection history, and all records are unknown; no documentation was able to be retrieved. Buyer to verify condition and obtain independent inspection. A drilled well also exists on the property in an existing well house; seller believes the well may be dry — condition and viability unverified, no records available. Buyer to verify independently. The property features a one-of-a-kind custom stick-built structure with a distinctive twin-peaked roofline set on a steep, wooded hillside surrounded by mature trees and open meadow. The home is being sold strictly at land and utility value — the structure is not safe to enter and will not be shown prior to close. Do not enter the building. All information is buyer to verify, and the property is sold strictly as-is. Zoned AW (Agri-Wildlife), this parcel offers the space, privacy, and natural beauty that is increasingly hard to find. Seller believes the upper portion of the property may offer a potential flat building site — buyers are encouraged to explore the land and verify all development possibilities, zoning requirements, and county approvals independently. An existing dwelling permit from Douglas County will be required to replace the current structure following close of escrow. Seller has limited property knowledge and conveys via Power of Attorney. All items buyer to verify. Sold as-is. CASH ONLY
Courtesy: Turning Point Realty Group
541-684-0820
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 function and style with a large quartz island, breakfast bar, stainless steel appliances, including a refrigerator, white cabinetry, and a blue glass tile backsplash that provides a timeless, neutral aesthetic.The main-level primary suite offers a spacious retreat with a custom tiled walk-in shower, dual vanity, and large walk-in closet with built-ins. A half bath and laundry room complete the main level. Upstairs, you’ll find two additional bedrooms and a full bathroom.Additional features include quartz countertops throughout, luxury vinyl plank flooring and carpet, generous storage space, a tankless water heater, and energy-efficient ductless heating and cooling units in each bedroom for year-round comfort and lower utility costs. The oversized attached two-car garage provides additional room for storage or workspace.Taxes currently reflect the lot only.
Courtesy: The Neil Company Real Estate
541-673-4417
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 hall lights, and large patio party deck with more great views. Some extras included are 3 TVs, 2 refrigerators, pellet stove, and cut firewood. The property is fenced and cross fenced. 36x40 shop with hoist, office, and half bath. Extra garage with an attached tool room. 3 RV spaces with 30 AMP power and hookups with easy in and out entry. There's a nice gated and fenced garden space for growing your every day veggies. Plus a newly serviced security gate. There's room for your dogs, goats, cows, chickens, horses, you name it! This property offers plenty of country living. Call today for your private tour!
Courtesy: MORE Realty, Inc.
541-844-0674
Charming farmhouse on the South Umpqua River. Features a 1,440 sf home on 6.9 acres. 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, attached bath and walk in closet. Good size laundry room. Covered deck opens to the back patio with flowers and shade trees. New septic system was installed in 2021. The land is Zoned (F1) with prime farmland and water rights and has been utilized as a cherry orchard for 20+ years. Do not disturb the occupants. Contact your broker for a private showing.
Courtesy: Umpqua Legacy Realty
541-760-9800
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 own walk-in closet, providing exceptional storage and comfort throughout the home. Thoughtfully updated throughout, the home combines spacious living with warm country charm, while expansive windows frame serene valley and mountain views from nearly every angle. The attached garage and one-level layout provide convenience and easy living. Outside, the property is ready for your hobby farm or equestrian lifestyle with a large barn complete with workspace, tack rooms, and 3 horse stalls, plus room to expand additional stalls or barn storage. Multiple fenced pastures and two chicken coops make this property ideal for animals, gardening, or sustainable country living. The level acreage offers outstanding usability while maintaining a peaceful, private setting with sweeping valley and mountain views. Whether you're dreaming of horses, homesteading, or simply enjoying the quiet beauty of rural Oregon, this turnkey property offers the space, flexibility, and lifestyle opportunities you’ve been waiting for.
Courtesy: J Mann Realty
541-863-6266
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.
Courtesy: Keller Williams Southern Oregon-Umpqua Valley
541-529-2320
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.
Courtesy: Keller Williams Southern Oregon-Umpqua Valley
541-529-2320
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 with territorial views and ample parking. Conveniently located in Winston with easy access to Hwy 99. Property is tenant-occupied—appointment required, do not disturb tenants.
Courtesy: Berkshire Hathaway HomeServices Real Estate Professionals
541-673-1890
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 year-round outdoor relaxation and gatherings. Newer metal roof for added durability and peace of mind. With its functional layout and generous outdoor space, this home is a great opportunity for first-time buyers, downsizers, or anyone seeking easy one-level living.
Courtesy: Keller Williams Southern Oregon-Umpqua Valley
541-529-2320
*** 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 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 with tile in the bathrooms for durability and style. The open-concept design creates a natural flow between spaces, anchored by a stunning kitchen featuring quartz countertops, a stainless steel slide-in range, and a generous eating bar perfect for morning coffee, casual meals, or gathering with friends. The spacious great room with vaulted ceilings invites natural light and connection, making it just as ideal for quiet evenings at home as it is for entertaining. Just beyond, the covered patio extends your living space outdoors—imagine summer barbecues, crisp fall evenings, and year-round enjoyment in a space designed for relaxation. The backyard has been graded and is ready for your vision—garden beds, play space, or a private retreat—the possibilities are yours to create. Front yard landscaping will be completed (if not already), offering welcoming curb appeal from day one. Each bedroom is comfortably sized, while the private primary suite offers a peaceful escape with a well-appointed bathroom and a spacious walk-in closet. With brand-new construction, quality finishes, and the ease of single-level living, this home is more than just a place to live—it’s a place to settle in, unwind, and truly feel at home.
Courtesy: Platinum Realty
541-378-2627
This incredible new development offers a rare opportunity with one home currently available in Winston, Oregon! Built in 2019, this beautifully designed 3-bedroom, 2-bath home features a bright open-concept layout perfect for modern living.The spacious primary suite is a true retreat, complete with an oversized walk-in closet, double sink vanity, and a sleek walk-in shower. The kitchen is warm and inviting, featuring granite countertops, stainless steel appliances, abundant storage, and a large eating bar that flows seamlessly into the dining area.Step outside through the sliding glass door to a fully fenced backyard designed for both relaxation and entertaining. Enjoy a covered concrete patio, a dedicated rock fire pit area for cozy summer evenings, low-maintenance landscaping, and a flat yard for easy upkeep. Additional side yard storage adds even more convenience.An oversized garage with extra storage and a large driveway provides plenty of space for parking and hosting gatherings with friends and family.Ideally located with scenic mountain views and just minutes from the river, Ben Irving Reservoir, Wildlife Safari, and local favorites like Carlos’ Mexican Restaurant—this home truly offers the perfect balance of comfort, convenience, and lifestyle.
Courtesy: Keller Williams Realty Eugene and Springfield
541-431-6480
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 trees and space to create your ideal outdoor setup, with light landscaping needed. Possible space for RV parking . Priced to reflect current condition, this property presents a great opportunity to build equity and add your personal touch.
Courtesy: The Anderson Agency
541-357-7322
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 space, blending rustic comfort with natural charm. Inside, you’ll find warm wood-beamed ceilings and a striking floor-to-ceiling brick hearth with a wood stove—ideal for cozy Oregon winters. Expansive windows throughout the home frame beautiful territorial views of your own private valley, bringing the outdoors in. A secondary residence featuring 2 bedrooms, 1 bathroom and nearly 850 square feet of living space provides excellent flexibility for extended family, guests, or supplemental income, all while maintaining privacy from the main home. Outdoors, the property is a nature lover’s dream, showcasing rolling hills, established stands of timber, a creek, and a peaceful pond. Whether you’re seeking a private retreat, a family compound, or a long-term land and timber investment, this property offers endless possibilities. Additional features include a large, functional shop/outbuilding—perfect for equipment, hobbies, or storage—along with ample covered parking. Tucked away at the end of a private drive, this one-of-a-kind property delivers the ultimate in seclusion, beauty, and versatility. PLEASE NOTE: This is not a drive-by property. Showings are by appointment only—please do not visit without your real estate agent.
Winston is located in Oregon. Winston, Oregon 97496has a population of 5,591. Winston 97496 is more family-centric than the surrounding county with 34.48% of the households containing married families with children. The county average for households married with children is 22.52%.
The median household income in Winston, Oregon 97496 is $49,433. The median household income for the surrounding county is $52,479 compared to the national median of $69,021. The median age of people living in Winston 97496 is 35.3 years.
The average high temperature in July is 84.7 degrees, with an average low temperature in January of 36 degrees. The average rainfall is approximately 36 inches per year, with 0.5 inches of snow per year.
