Winston OR Real Estate & Homes for Sale

Brand new construction in the sought-after Lookingglass Creek Estates! This beautifully crafted home showcases a bright, open layout with soaring vaulted ceilings and upscale finishes throughout. The kitchen features soft-close cabinetry, sleek quartz countertops, a spacious pantry, and durable luxury vinyl plank flooring. The primary suite is a private retreat with a walk-in closet, double vanity, step-in shower, and built-in storage. Stay comfortable year-round with energy-efficient ductless heating and cooling. The expansive living area includes a large closet and opens to a covered back patio with lighting ideal for entertaining in any season. The backyard is fully fenced for added privacy, and the front yard is professionally landscaped with a sprinkler system. Other standout features include a finished oversized garage, RV parking, and low-maintenance fiber cement siding. A must-see home!

Great location with a custom built one level home located on .39 of an acre at the end of the road in Winston with City Services! Home built in 1981 with approximately 1,374 square feet, 3 bedrooms and 2 full bathrooms, primary bedroom and bathroom has a walk-in closet and slider door to deck, nice Kitchen with oodles of oak cabinets, lots of counter space, plus a pantry, Living room has beautiful vaulted wood ceilings, nice sized bedrooms, convenient laundry closet in hallway, Double attached garage, tool shed with electricity in it, property has room to park an RV, deck, brick patio with a hot tub and a firepit, fruit trees, Palm Tree, etc. A must see to appreciate.

Spacious 4 bedroom home with exceptional quiet peaceful views from the covered deck..Large living room and spacious dining area leading to deck. Lots of extra storage access in basement area with outside access. Master B/D has bath with shower and specious closets. Tandem parking for 4 vehicles and off street parking. Manicured front and side yard and fenced back yard with deck access.

Escape to your own private slice of country paradise! Nestled on 3.3 acres with creek frontage with water rights. This well-cared-for 3-bedroom, 2-bath home is ready for your animals, garden, and more. Enjoy peaceful mornings on the covered deck, where the Main bedroom offers sliding-door access and tranquil views of the creek.This property has it all a barn, detached garage, paved looped driveway, and an excellent well with top-notch filtration system. The home features newer appliances and a brand new ductless mini split system for year-round comfort. There s plenty of space to spread out, park your RV and toys, bring your animals, and grow the garden you ve always wanted. Country living with comfort and convenience and it's all waiting for you. Call for a showing today!

2 bedroom, 1 bath on 0.19 acre with a nice fenced yard, front and back covered decks, outbuildings, and metal roof.

Charming and remodeled, this cozy 3-bedroom, 2-bath home offers comfortable single-level living on a quiet corner lot. Enjoy updates throughout, including a composition roof, ductless heat pump, and updated flooring all installed in 2020. The open and functional layout is complemented by an attached 1-car garage for convenience. Step outside to a fully fenced backyard featuring a storage shed, fire pit, and plenty of space for relaxing or entertaining. Located in a low-traffic neighborhood, this home offers peace and privacy while still being close to local amenities. Move-in ready and thoughtfully updated, it s the perfect blend of comfort and simplicity.

This 1970 manufactured home sits on a spacious 0.43-acre lot, offering plenty of room to enjoy the outdoors. Featuring a durable metal roof, covered porches, and a carport with an attached tool shed, this property is well-equipped for both convenience and functionality. Additional highlights include a parking pad, multiple outbuildings, and fruit trees, all within a fully fenced yard for added privacy. Due to the age of the home, this sale will need a pre-hud lender or cash. Great Opportunity for those looking for a large lot with endless possibilities!

Country Retreat on 10.02 acres. The Perfect blend of luxury and privacy in southern Oregon. This custom built 2600 square ft. home offers 3 bedrooms and 2 bathrooms. Step inside to an inviting open floor plan featuring vaulted ceilings and elegant finishes. The gourmet kitchen is a chef's dream, complete with premium appliances, custom cabinets and s spacious island perfect for hosting. The primary suite is a true sanctuary, boasting a spa-like bathroom and a generous walk-in closet. Outside experience the ultimate in outdoor living with rolling hills, mature trees, and endless possibilities. Whether you envision a working farm or a peaceful escape, this land provides limitless potential. Enjoy your morning coffee while soaking in the tranquility of nature. Located just minutes from Roseburg, outdoor recreation and charming downtown Winston. This Exceptional property offers seclusion without sacrificing convenience. Don't miss this rare opportunity to own a private paradise. Schedule your private tour today!

Discover the perfect blend of vineyard lifestyle and modern comfort in this beautifully updated 41-acre estate, nestled in the heart of Oregon s Umpqua Valley AVA. Surrounded by towering 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 four large bedrooms and three generous bathrooms perfectly designed for relaxed living or hosting guests. Recent upgrades include new metal roofs, HVAC systems, a cozy woodstove, and luxury vinyl plank flooring throughout, creating a warm and inviting environment.The estate also includes 8 acres of vineyard planted in 1995 with resistant rootstock Pinot Gris and Merlot. A 1,600 sq ft former tasting room and boutique winery space offers charm and utility for entertaining, events, or future production. An unfinished upper level provides even more potential whether for wine production, storage, or an additional fifth bedroom.A new well, fiber optic internet, and a two-stall commercial restroom building add convenience and versatility.Whether you're seeking a tranquil vineyard lifestyle or an opportunity to expand a vineyard, this exceptional property is ready to welcome your vision.Schedule your private tour today.

Luxury Countryside Retreat on 42.76 AcresDiscover the perfect blend of luxury, privacy, and natural beauty in Winston, OR. Nestled on 42.76 acres of pristine land, this 3-bedroom, 2-bathroom, 2,600 sq. ft. estate offers a rare opportunity to own a sprawling country retreat with breathtaking panoramic views.Step inside to an inviting, open-concept floor plan featuring vaulted ceilings, expansive windows, and elegant finishes. The gourmet kitchen is a chef s dream, complete with premium appliances, custom cabinetry, and a spacious island perfect for hosting. The primary suite is a true sanctuary, boasting a spa-like ensuite bath and a generous walk-in closet.Outside, experience the ultimate in outdoor living with rolling hills, mature trees, and endless possibilities. Whether you envision a working farm or simply a peaceful escape, this land provides limitless potential. Enjoy your morning coffee on the covered patio while soaking in the tranquility of nature.Located just minutes from renowned wineries, outdoor recreation, and charming downtown Winston, this exceptional estate offers seclusion without sacrificing convenience.Don't miss this rare opportunity to own a private paradise schedule your private tour today!

Check back for open house time this weekend. Single level home built in 2022 on .76 acre. 3 bedroom, 3 full bath and 1636 SF. Kitchen features large island w/ breakfast bar, stainless appliances and panty. Living room has wood burning stove with tile hearth surround. Laminate wood floors throughout. Forced air gas heat and central AC. Covered front porch, back patio and 10x20 tool shed. 2 car attached garage and plenty of room for RV/Boat parking. Close proximity to Brockway Elementary, Abacela Winery and Wildlife Safari.

Welcome to this beautifully maintained single-story home, featuring an inviting open-concept layout designed for both comfort and privacy. The spacious primary bedroom includes an attached bathroom, offering a private retreat. The living room features a gas fireplace, perfect for relaxing evenings. Step outside to enjoy breathtaking views from the backyard, complete with a deck ideal for a morning coffee. Nestled in a quiet neighborhood with easy access to I-5 for commuting or a quick trip to nearby Roseburg.Additional highlights include newer stainless steel kitchen appliances, a roof just a few years old, and ample room for RV parking.

Stately quality 4 br 3 bath home, real wood floors, 2 gas fireplaces, central vac, top quality custom elegant crown molding. Formal dining, gourmet kitchen, over sized gazebo/pergola, colored stamped concrete, sprinkler system, fenced manicured private backyard with raised beds. Has new astro turf for low maintenance, covered patio. The gourmet kitchen has granite, pantry, new gas appliances, double oven, island, and high tech programable hood fan. Primary suite with double sided gas fireplace, jetted tub, walk in shower, and luxurious walk in closet. New HVAC (2 systems), new energy blinds. RV/Boat parking area. Storage shed/shop.

Step back in time with this charming 1952 gem! This cozy one-bedroom, one-bathroom home offers 728 sq ft of comfortable living on a sprawling third-acre lot. Original details blend seamlessly with modern potential, making this property perfect for first-time homebuyers or savvy investors. Imagine the possibilities - expand, renovate, or simply enjoy the peaceful serenity of this spacious lot. Don't miss your chance to own a piece of history with endless potential! Buyer responsible for diligence regarding the ability of home to finance.

Escape to the privacy of Byron Creek Estates, where this beautiful 4-bedroom, 2.5-bath home sits on 5 serene acres just outside Winston! Thoughtfully designed with vaulted ceilings and abundant natural light, the home has a fresh interior, featuring new laminate flooring in the main living area, shampooed carpets, and new paint. The spacious master suite with vaulted ceilings upstairs is a retreat of its own, with french doors that lead to the expansive back deck, while the lower level offers three additional bedrooms, a full bath, and a second living space perfect for guests, family, or multi-use flexibility. Outdoor living is just as impressive, with 800 sq. ft. of decking to take in the stunning valley views. A gated entrance and paved driveway lead to a detached two-car garage, a shop, and a covered 25x60 pole barn with RV parking. Need more space? A second driveway and extra developed pad provide room for equipment, additional parking, or future expansion. Located near BLM land, this property is a dream for those who love the outdoors. Apple, asian pear, cherry, fig, and plum trees! Wildlife in your backyard, privacy all around, and the conveniences of a well-maintained home this is country living at its finest! Schedule your private tour today!

Beautiful 5.01 acre property with 2007 rebuilt home! Lots of flat ground for vegetable/flower garden. Fenced and cross fenced. Good well and 2 - 1200 gallon holding tanks. Ultra violet filter and new water softener. Year-round creek. Large drive-thru shop with 3 - 12ft doors, 3 stall barn, and spring fed holding tanks plumbed to barn. Huge metal building for many uses. Plus, 2 sheds and 1 fort. Lots of room for animals and toys!

Charming, beautifully updated, move-in-ready home in Winston! The perfect blend of turn key and affordability. Fresh, modern flooring, kitchen, bath, light fixtures and fun finishes give this home its clean aesthetic while the lovely fireplace and mid century details add warmth and character. New roof and so much more! Don t miss this gem!

Welcome to the highly desirable neighborhood of Safari Estates. This custom built 3-bedroom, 2 bath home offers stunning views of the rolling forested hills and is in the heart of wine country. The expansive living room is flooded with natural light, showcasing the breathtaking views through large windows that seamlessly connect the indoors to the outdoor patio space. The open-concept with vaulted ceilings is perfect for entertaining family and friends. The primary suite includes a large en-suite bathroom with a walk-in shower, dual sinks, and a large walk-in closet. The Kitchen features ample counter space, and a large island ideal for meal prep and casual dining. Safari Estates is renowned for its peaceful atmosphere and proximity to top-rated wineries, making this the ideal location for those who appreciate the finer things in life. Whether you re relaxing at home or exploring the local wine scene, this property offers a perfect blend of luxury and comfort. This home is a must-see for anyone looking to live in one of the most sought-after areas of Douglas county. The Home comes Semi-Furnished to include a Sony flagship 85" 4k tv, and a set of LG flagship washer and dryer with pedestal washer and pedestal storage.

Step into this charming 1965 Ranch-style home, nestled in a peaceful neighborhood on a generous double lot in the heart of Winston, Oregon. With 3 bedrooms, 1.5 bathrooms, and a large, fully fenced corner lot, this property offers both privacy and convenience. This home boasts ample storage space throughout, with built-in shelving and closets to keep your living areas tidy. The cozy and airy atmosphere of the home is enhanced by abundant natural light. You'll appreciate the close proximity to both I-5 (just 3 miles away) and OR-42 (1 mile away), making commuting a breeze. Don t miss out on this wonderful opportunity to own a classic Ranch-style home in a quiet, well-connected community. Schedule a tour today and experience the charm of this Winston gem!

Conveniently located just a few blocks from Winston Middle School, this home offers 3 bedrooms, 1 bathroom and updates including laminate flooring throughout and a recent heating and air conditioning system. Outside offers an attached garage, fully fenced back yard as well as side parking. Ready for its new owners, call for an appointment to view!

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!

Charming Home with Modern Updates & Great Outdoor Space! Discover this clean and inviting move-in ready home featuring a classic dining room, an engaging living room with beautiful laminate flooring, and an updated kitchen equipped with hickory cabinets, Corian countertops, and built-in appliances. The home also comes with a washer & dryer, plus a gas tankless water heater for energy efficiency. The garage is currently being utilized as an additional room; however, it has not been officially converted. The carpet can be easily rolled back if needed. Enjoy the outdoors with a spacious back deck, and a fully fenced yard with chain-link fencing. There's RV parking for extra convenience, and a newer roof ensures peace of mind. Stay comfortable year-round with a heat pump for efficient heating and cooling. Great Location! This property is conveniently close to the middle school and park, making it perfect for families or anyone looking for easy access to community amenities. Move-in ready! Don't miss out on this fantastic opportunity!

Newer Roof nice sized lot in an established neighborhood in Winston, OR. This Home is looking for a craftsman to turn it into its better self. The house is very Livable but non-permitted work has been done. "NOT FINACEABLE" with traditional terms, maybe a hard money loan. Call today for an appointment to visit with your investor or contractor.

Home Tour Video: https://vimeo.com/1047621686?share=copy. Stunning one-level home in a tidy & newly established neighborhood on a desirable corner lot with views of the valley & surrounding mountains! Within a mile of the well known & beloved Brosi Sugartree Farms where you can savor fresh delicious produce, partake in seasonal festivities, & so much more! Featuring low maintenance landscaping & an enclosed backyard with newer white vinyl fencing plus a serene deck perfect for unwinding & entertaining. The backyard is a blank canvas, ready for you to bring your visions to life & unlock its endless potential. Take in your inviting foyer, high ceilings & the abundance of natural lighting. This home has a stunning blend of laminate flooring, beautifully paired with tile flooring in the bathrooms & laundry space finishing with cozy carpet in the bedrooms. Your kitchen is a true masterpiece featuring textured granite countertops, an inviting eat bar & sleek stainless steel appliances with a seamless flow into your dining & living area making hosting a breeze. Each bedroom showcasing larger closet spaces & nicely separated from the primary bedroom. Offering a sizable en-suite bathroom with 2 large individual vanities, spacious walk-in closet, walk-in shower & private toilet space. The guest bathroom offering a tub-shower combination. Finally, a two-car garage equipped with automatic openers for your convenience. This home is a must see, come take a tour & discover all the fantastic features for yourself!

Nestled on 90 acres of private land, this stunning 3-bedroom, 2.5-bath log home offers the perfect retreat for those seeking tranquility and connection with nature. The main home is a masterpiece of rustic craftsmanship, featuring soaring vaulted ceilings, and large windows that bathe the living spaces in natural light. A cozy wood stove anchors the open concept living and dining area, creating an inviting atmosphere for gatherings or quiet evenings. The primary suite on the main level includes a private en-suite bath. Two additional bedrooms provide comfortable accommodations for family or guests. A half bath on the main level adds convenience, while the expansive wrap-around porch invites you to relax and take in the beauty of the surroundings. This remarkable property includes a bonus: a separate 5-acre buildable lot. Whether you envision a guest house, rental property, or another home for extended family, the possibilities are endless. 36 x 36 barn. Connected to city water with a 2500 reserve tank. Marketable timber. The remaining acreage features a mix of open pastures and mature woods, perfect for hiking, hunting (qualifies for 2 LOP tags), or simply enjoying the great outdoors. Don't miss the chance to make this extraordinary property your own.