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.
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.
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.
Enjoy one-level living with new floors, a two-car garage and minimal outdoor maintenance in this well-maintained 3-bedroom, 2-bath Winston home. A garden shed adds useful storage, and the sloped backyard keeps the focus on easy upkeep rather than a large, level lawn. The Winston setting puts the South Umpqua River and Wildlife Safari nearby, with Highway 42 offering a route to the Oregon coast. An easy-care home base for everyday living and exploring Southern Oregon.
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.
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.
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. 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. All offers will be seriously considered. Open House Sunday 10/11 10:30am - 1:30pm
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.
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.
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 equipment.The gourmet kitchen is built to impress with granite countertops, double ovens, a gas range with warming drawer, pot filler, dual sinks, prep sink, hidden butcher block, bar seating, abundant cabinetry, and generous storage. The spacious primary suite features a walk-in closet, glass walk-in shower, and private deck access.Additional highlights include two HVAC systems, an expansive 216 sq ft deck with retractable awning, greenhouse irrigation spigots, a powered chicken coop, stocked woodshed, and included washer and dryer. The level acreage offers excellent potential for animals, horses, gardening, homesteading, hobbies, or outdoor recreation. A rare rural property combining a custom home, huge shop, impressive RV setup, usable acreage, and modern conveniences—properties like this are hard to find!
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 land is set up for living well and staying busy in all the best ways. A fantastic finished shop provides space for projects and hobbies, while the large carport with multiple storage rooms keeps equipment, toys, and tools organized. Covered RV parking with 50-amp service makes it easy to host visitors or keep your next adventure ready to roll.Whether you're raising kids who would rather explore a creek than stare at a screen, or you're looking for a property that supports gardening, traveling, creating, and enjoying the outdoors, this is a place that adapts to the way you want to live.Comfortable, functional, and surrounded by some of Douglas County's most beautiful scenery, this two-story ranch offers more than a home. It offers a reason to spend less time rushing and more time enjoying where you are.
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 kitchen—perfect for entertaining or relaxing in comfort. The kitchen features a gas stove, ideal for anyone who loves to cook and plenty of cabinet space for storage. Recent updates include a new roof and a new walk-in shower, providing both style and peace of mind for years to come.Step out onto the covered front deck to enjoy your morning coffee or unwind in the evenings. The accessibility ramp makes entry convenient for everyone, while the backyard storage shed offers ample space for tools, gardening supplies or hobbies.This adorable home is truly move-in ready and offers exceptional value for anyone seeking a cozy, low-maintenance lifestyle. With its open design, gas stove, modern updates and prime location, this property perfectly blends comfort and convenience in the heart of Winston, Oregon. Don’t miss your chance to make it yours!
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 function with quartz countertops, Kustom Kraft cabinetry, gas cooking, and all appliances included. The spacious primary suite has direct access to the deck, a walk-in closet, double vanity, and a custom-tiled shower. Bedrooms two and three share a convenient Jack-and-Jill bathroom, each with its own private sink, while a separate half bath is available for guests. A large laundry room offers additional pantry and storage space. Neutral finishes throughout provide a clean, timeless look that allows you to easily personalize the home to your own style. Built with the quality and attention to detail JW Construction is known for, this home combines comfort, craftsmanship, and thoughtful design. Builder Warranty included.
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, recessed lighting, and luxury vinyl plank flooring throughout. The kitchen is designed for both function and style, showcasing quartz countertops, a large island, Kustom Kraft cabinetry, gas cooking, and a refrigerator. The primary suite offers two walk-in closets, a double vanity, and a custom-tiled walk-in shower. On the lower level, two additional bedrooms share a Jack-and-Jill bathroom. A large laundry room with storage and a separate half bath add everyday convenience. The attached 21x30 garage provides ample parking, workspace, and storage. Built with the quality and attention to detail JW Construction is known for, this home blends modern craftsmanship with easy living in a beautiful setting.
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 views! Division potential under current zoning. Call today for your private showing!
Great Property for future Developing. 2007 Manufactured Home on .68 of a Ac. City Water and Sewer.

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| The content relating to real estate for sale on this website comes in part from the MLS of Central Oregon. Real estate listings held by Brokerages other than Xome Inc. are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). |
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.