$299,000
0 Ireland Rd, Winston, OR 97496
Fantastic opportunity to create your own private oasis. This private property is situated up in the hills of Winston with great views of the valley. 2 potential building sites for you to choose from. Additionally, there is marketable timber as well. You don't want to miss out on this great opportunity!
Daniel Siler
Engel & Volkers West Portland
(458) 218-8471
$175,000
0 Wil Way Unit 131979738, Winston, OR 97496
One of a kind property bordering Wild life Safari! Imagine having zebras and other exotic animals right in your back yard! This property offers more than 16 acres that has already been approved for a subdivision. Lookout investors, great investment opportunity right here! 3 phase power available at the top of the hill along with connections to water and sewer. Best of all, no HOA or CC&Rs! To top
Ashton Faas
Different Better Real Estate
(458) 888-8950
$240,000
0 Wil Way Unit 24292479, Winston, OR 97496
Unique investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available
Ashton Faas
Different Better Real Estate
(458) 217-1693
$240,000
0 Wil Way Unit 24278136, Winston, OR 97496
Great investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available
Ashton Faas
Different Better Real Estate
(458) 224-5797
$450,000
0 Wil Way Unit 24094727, Winston, OR 97496
Rare investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Property has already been approved to be partitioned as either 2 larger parcels or a 28 lot subdivision! Currently no HOA or CC&Rs! Utilities conveniently are available nearby ready to be connected. The 2 parcels are also listed separately. Make an offer today before one or all
Ashton Faas
Different Better Real Estate
(458) 310-3411
$650,000
1260 Ireland Rd, Winston, OR 97496
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
Daniel Siler
Engel & Volkers West Portland
(458) 232-4863
$675,000
1950 Byron Creek Rd, Winston, OR 97496
End of the road Privacy on 12+ acres. This one has it all and borders BLM! This 2008, 1920sft, custom, stickbuilt home is 1-level with gorgeous kitchen, custom cabinets, hardwood floors & granite countertops + pantry. The soaring ceilings add to the appeal. 4 spacious bedrooms. Covered patio for outdoor barbecues. Comes with a 1500 sq ft shop is 50 x 30 with 16' eaves, a break room and full bath!
Veronica Gillespie eXp Realty, LLC
$760,000 Open Sat 11AM - 2PM
1068 Rice Creek Rd, Winston, OR 97496
Gated 8.5 acres country living, fenced X Fenced, beautiful ranch style updated home. Newer roof, newer paint in and out, gourmet kitchen w/DBL ovens & cooking pantry, large living room with fireplace, huge primary bedroom with walk in closet 2 headed shower & 3 nice sized bedrooms, one bedroom can be use for office space. 36x40 Shop with office & 1/2 bath & extra garage with tool room. City
Joan Smith G. Stiles Realty
$870,000
375 Porter Creek Rd, Winston, OR 97496
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
Lorrie Normann Triple Oaks Realty LLC
$459,000
13130 Lookingglass Rd, Winston, OR 97496
13130 Lookingglass Rd, Winston, OR 97496
$590,000
102 Sarah Bear Ln, Winston, OR 97496
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,
Valynn Currie Currieco Real Estate
$649,900
490 Dawson Dr, Winston, OR 97496
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
Anthony Beckham Different Better Real Estate
$499,500
240 Wil Way, Winston, OR 97496
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
Jacob Sanchez Next Generation Real Estate LLC
$469,000
197 Wil Way, Winston, OR 97496
Don't miss this beautifully maintained Custom one level home with 4 bedrooms and 2 bath in Safari Estates. Vaulted ceilings in living room and beautiful mountain east views. Floor plan is open with plenty of natural light. Gas fireplace for those cozy days in the living room. Laminate flooring through out living space with carpet in bedrooms for warmth. Tile flooring in bathrooms with tile shower
Nancy Wood Oregon Life Homes
$469,900 New Construction
113 Citation Ct, Winston, OR 97496
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
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$179,000
110 Anne Ave, Winston, OR 97496
Beautiful custom 2018 manufactured home in Rosewood cooperative park! This home is a rare find, in a co-op park with low space rent of $449 which also includes water and sewer! Featuring an open floor plan, luxury vinyl plank flooring, kitchen with large island with granite, pantry with barn door slider, an oversized laundry room with custom built-in desk and laundry shute from bathroom, and with
Kristin Fregoso RE/MAX Integrity
$60,000 Open Sun 1PM - 3PM
119 Oak Leaf Ln, Winston, OR 97496
Small but mighty! This well-maintained 384 sq ft home, built in 2021, offers a comfortable and convenient living space in a peaceful 55+ community. Featuring laminate flooring throughout, the home includes a cozy bedroom and a bright, functional bathroom. Washer and dryer hookups are available for added convenience, and a private storage unit provides extra space for your belongings. Spacious
Cindi Mills RE/MAX Integrity
$389,900
10 SE Kegler Ave, Winston, OR 97496
Set on a full acre at the edge of town, this property blends flexibility, functionality, and a 1,200 sq ft shop that’s hard to ignore! The 3-bedroom, 1-bath home includes an oversized living room with exposed wood accents and rustic-style posts that bring a bit of texture and charm. Heating and cooling are handled with ductless systems, and there’s a gas fireplace to keep things cozy. The kitchen
Anthony Beckham Different Better Real Estate
$59,000
111 Sharway Ln, Winston, OR 97496
This charming 2-bedroom, 1-bath manufactured home is fully furnished and move-in ready, located in a well-maintained 55+ community with low space rent—offering the perfect blend of comfort and convenience. The home features a newly built carport, two storage sheds, and a nicely landscaped yard that adds great curb appeal. With a roof that's only 5 years old and a brand-new HVAC system installed
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$399,000
140 Teresa Ln, Winston, OR 97496
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
Jason Mann J Mann Realty
$108,000
873 SE Edgewood St, Winston, OR 97496
0.64 Acre Buildable Lot zoned RR. Out of flood plain. At the end of a quiet dead St. Buyer to do all due diligence to verify buildability. Has not been septic approved.
Nick Knight Knight Realty Group LLC
$335,000
231 NE Darrell Ave, Winston, OR 97496
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
Cynthia Johnson Johnson Group Real Estate, LLC
$275,000
400 NW Susan Ave, Winston, OR 97496
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,
Shane Mast Oregon Life Homes
$565,000
7941 Upper Olalla Rd, Winston, OR 97496
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.
Carol Williams The Neil Company Real Estate
$297,900
551 NW T St, Winston, OR 97496
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!
Bob Lamonte Lamonte Real Estate Professionals
$344,900
401 Sunnyside Dr, Winston, OR 97496
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.
Anthony Beckham Different Better Real Estate
$150,000
3541 Willis Creek Rd, Winston, OR 97496
3541 Willis Creek Rd, Winston, OR 97496
$345,000
151 Sherry St, Winston, OR 97496
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
RaNae Sams Oregon Life Homes
$280,000
520 SE Dawna Ct, Winston, OR 97496
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!
Ashley Oberman Oregon Life Homes
$240,000
751 SE Meadowood Dr, Winston, OR 97496
1995 Double-wide manufactured home on a good sized lot in Winston. Not perfect but a lot of home for the money. Central heat and air conditioning, carport and lots of room for a garden. A great home for the money. Affordable living, close to park and community center.
Timothy A Smith RE/MAX Integrity
$489,000
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 Homes Realty
$150,000
250 SW Ford Ave, Winston, OR 97496
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.
Dawn Trapalis Harcourts Integrity Team Real Estate Services, LLC.
$18,000
111 SE Lebleu Ln, Winston, OR 97496
Opportunity awaits at 111 Lebleu, a beautiful lot with breathtaking views! This property offers a unique setting for building your dream home with panoramic vistas. The gentle slope provides the perfect canvas for a custom-designed home that maximizes both the views and the natural landscape.US Bank is offering both lot and construction loans, making this an excellent option for those ready to
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$199,999
110 SE Darrell Ave, Winston, OR 97496
YOU WON'T WANT TO MISS THIS OPPORTUNITY. Cute updated 2 bedroom home with small utility room. Kitchen with appliances. Updated hot water heater, flooring, interior and exterior paint. Living room offers gas heater and a front bonus area. Partially fenced yard with garden shed in back. Nice corner lot with driveway. Call for your showing today!
Lacey Williams Trueblood Real Estate
$225,000
0 SE Gregory Dr, Winston, OR 97496
Ready to go multifamily with construction plans. See attached plans for 3 triplex buildings. Utilities are to property line. Water & sewer available. Great opportunity for a hard to find multifamily property. CLA for more information
Larry KW Alberts Keller Williams Realty Eugene and Springfield
$850,000
0 Danielle Dr Unit 122251646, Winston, OR 97496
Prime development opportunity in Winston, Oregon! This expansive 38-acre property has potential for 90 buildable residential lots, perfect for a new housing community. Situated in a peaceful location with easy access to local amenities, this land offers a great investment potential for developers. Ideal for those looking to create a vibrant neighborhood in a growing area. Don’t miss out on this
Jeremy Parmenter TLC Realty
$774,900
1470 E Willis Creek Rd, Winston, OR 97496
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
Rhonda Marshall Knipe Realty ERA Powered
$399,000
181 Lost Ln, Winston, OR 97496
Your Dream Home Awaits in Winston, OR! Step right into comfort, style, and privacy with this stunning 2017 Fleetwood manufactured home that’s practically brand-new inside and out! Sitting on an expansive .46 acre lot with mature trees and timed irrigation, this gem offers the kind of peace and seclusion you’ll love—fully fenced with a 6ft. fence for true privacy and tucked away like your own
Rachel Ball Triple Oaks Realty LLC
$344,500
40 NW Cary St, Winston, OR 97496
Completely updated Ranch style home entirely fenced corner lot in City limits of Winston. Property is landscaped and set up for automatic sprinklers and drip systems. Apple trees, grapes (arbor) and planter boxes . Dining/kitchen area has direct access to back patio with BBQ area and small shop. Certified Insert and 2010 Carrier HVAC. Oversize garage, Small shop, 50' RV parking with hookups, Dog
Beverly Heyer Safari Village Real Estate
$59,000
105 Lebleu Ln, Winston, OR 97496
Seller willing to owner carry. US Bank offers both lot and constructions loan. Discover the perfect canvas for your dream home at 105 SE Lebleu, a buildable lot nestled on the fringe of a blossoming neighborhood. Embrace the opportunity to create a bespoke living space surrounded by the tranquil beauty of orchards, farms, and the majestic mountains beyond. Don't miss the chance to claim this
Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
Showing Results 1 - 40, Page 1 of 2
Most known for its Wildlife Safari and natural setting, Winston sits along the curve of the South Umpqua River, surrounded by forested landscapes. Just shy of 6,000 residents, Winston's small population and limited retail contribute to a slower pace of life and sense of community. Deleta Dickson, a Realtor with eXp Realty, who lives in a neighboring town, describes Winston's close connection, noting that many of her clients have moved here to be near family. Just 7 miles from the county seat in Roseburg, Dickson says that some have also chosen ...
On average, homes in Winston, OR sell after 61 days on the market compared to the national average of 49 days. The median sale price for homes in Winston, OR over the last 12 months is $349,000, up 4% from the median home sale price over the previous 12 months.
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