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!

Well-maintained updated 2bed/1bath home on a spacious corner lot, just a one-minute walk from grocery stores, restaurants, and school. The home offers a generous living room and a large family room, featuring original hardwood floor. Light-filled kitchen includes an island, ample cabinet space, and all major appliances. Beautifully designed windows. Covered front porch provides a comfortable spot to relax year-round. The extra-deep two-car carport offers potential for conversion into a garage. Additional features include a storage room and a shed. The expansive back and side yards offer plenty of room for gardening, outdoor activities, or entertaining. Great option for first-time buyers or those looking to enjoy small-town and all opportunities of Oregon living.

This modern, beautiful home is located in the highly sought-after Winston neighborhood. The home has been recently remodeled down to the studs and includes brand new HVAC, new appliances, and new roof. Step inside to find luxury vinyl plank flooring, recessed lighting, and soaring vaulted ceilings, and an abundance of windows that create a spacious and inviting atmosphere. The open-concept kitchen is a chef s dream, featuring granite countertops, a gas range, and a pantry. The large primary suite offers a peaceful retreat with double sinks with granite counters, a walk-in shower, a generous walk-in closet, and direct access to a spacious deck via sliding doors. Outside, enjoy the fully fenced backyard with a covered patio perfect for BBQs, entertaining guests, or relaxing year-round. Call for your private showing today!

A delightful home in a great neighborhood and extremely well-maintained. $50,000 in improvements since 2019 include fencing, new deck, cement sidewalks, underground automatic watering system, beautiful landscaping, kitchen range with carbon hood, solar tubes in baths, toilets, exterior paint, new furnace and central A/C with electronic air purifier, garage insulated, 50 year GAF roof. Enjoy the pristine flower gardens, fruit trees and raised veggie garden beds. All of this plus a huge kiwi vine that produces hundreds of delicious kiwis in November! How sweet is that!? Call on this special property today.

Check out this quiet & peaceful 3 bedroom, 2 bath, 1754 square foot home. The kitchen has Corian countertops, backsplash and island. Newer stainless steel appliances. Cabinets have pull-outs for easy access. Pantry in kitchen. The kitchen flows into the dining area. Living room has fireplace and slider to deck. Lots of double-pane vinyl windows to enjoy the outdoors. Potential for two primary bedrooms. Both have en-suite facilities. Both have separate entrances to the backyard. One to the patio and the other to a large deck at the other end of the home. Patio has BBQ area. Great separation of space. The deck wraps around to the patio. Third bedroom is currently an office and does not have a closet. Large laundry room. There is a separate studio with skylights attached to the back of the large 2-car garage. Solar is paid off. This beautiful property of almost 1 acre on a dead-end street is something to come home to. Great neighborhood. Take in the lovely views of vineyards and green space while enjoying afternoon breezes on both the patio and deck. Raised beds, enclosed garden, lots of green space plus 3 lilac trees, a fig tree, 3 apple trees, 2 plum trees, a cherry tree, a hazelnut tree, plus grape vines and strawberries. Backyard area is fenced. Two separate RV parking areas with electric and water. Lots of off-street parking. New garage doors. Three sheds and riding lawn mower included. This property is close to everything but feels very rural. Abacela Winery and Wildlife Safari close by. Hwy 42 & I5 just minutes away for easy access to the coast, Medford or Eugene.

Welcome to this well-maintained 2005 double-wide manufactured home, offering 2 bedrooms, 2 bathrooms, and 1,188 square feet of comfortable living space. The open-concept kitchen features generous cabinetry, a spacious pantry, and direct access to a convenient laundry room with another pantry Situated in the Bremner Hills Co-op Community, prospective buyers must be approved by the association. Enjoy the advantage of a low monthly association fee of $185 and includes water and garbage. Additional highlights include stunning views from the front deck, a deep carport with parking for two vehicles, and extra space for guest parking. A storage shed in the backyard is included in the sale. The home appears to be set on an upgraded Cornerstone foundation with a structural support resembling a stem wall-exceeding standard HUD requirements.

Winston Charmer.This well-kept single-level home offers 3 bedrooms, 2 full baths, and a spacious open-concept layout perfect for modern living. The large great room features a cozy fireplace and flows into a generous kitchen with an eat bar, hickory cabinets, and ample workspace ideal for both daily life and entertaining.The spacious primary suite offers comfort and privacy, with its own exterior entrance leading directly to the backyard perfect for enjoying quiet mornings or easy outdoor access. Vinyl windows throughout bring in natural light and improve energy efficiency.Step outside to enjoy a fully fenced and gated backyard, a back deck for relaxing or barbecuing, and mature front yard landscaping that adds curb appeal. Room for RV parking or your outdoor toys.Conveniently located near parks, schools, and all the amenities Winston has to offer plus just minutes from Wildlife Safari and world-class vineyards. This home combines comfort, functionality, and a fantastic location in Southern Oregon wine country.

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.

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.

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.

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.

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 top of the line washer and dryer with pedestal washer and pedestal storage.

Step into this charming 3-bedroom, 2-bathroom home, built in 2004, and perfectly situated on a quiet dead-end street on the outskirts of Winston just moments from fresh fruits and vegetables at Brosi Sugartree Farms! This well-maintained, move-in-ready home boasts vaulted ceilings, warm laminate floors, and large windows that fill the living and dining areas with natural light and scenic views. The spacious primary suite features a walk-in closet and an en-suite bathroom with a walk-in shower for added convenience. The bright and functional kitchen offers ample cabinet storage and a breakfast bar perfect for casual dining. Recent updates include newer vinyl flooring and modern fixtures in the kitchen and both bathrooms. Decorative light switch and outlet covers add a touch of charm throughout the home. Enjoy hosting meals and gatherings in the adjoining dining area, or step outside to the beautifully landscaped backyard, designed for low-maintenance care just one year ago. Raised garden beds provide a perfect space for those with a green thumb. Additional features include newer interior and exterior paint and white vinyl fencing, which enhances both privacy and curb appeal. Don t miss your chance to own this Winston gem! Schedule your private tour today and experience all this home has to offer.

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!

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.