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Winston Real Estate, Homes and Condos for sale

All Winston homes currently listed for sale in Winston as of 04/25/2018 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Winston homes for sale or other Winston real estate, please contact us and one of our knowledgeable Winston REALTORS® would be pleased to assist you.


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$1,500,000
375 PORTER CREEK RD, Winston OR 97496
4
BEDS
5
BATHS
6,000
SQFT
$250
$/SQFT
41.09
ACRES
1994
BUILT
"Make your dream of owning vineyard/winery a reality!Taste of paradise hidden in the Umpqua Valley Hills. 10 acres planted Vineyard Est. 1995-old world viticulture practices resulting in wines produced w/deep complex flavors & exquisite bouquets, highest level flavors possible. Avg yields 1 ton per acre, approx 500 cases/yr. Well kept spacious home, winery building w/tasting room, creek, pond, room for events! ML#17056323 more photos"
$1,150,000
4967 OLALLA RD, Winston OR 97496
3
BEDS
2
BATHS
1,104
SQFT
$1,042
$/SQFT
358.80
ACRES
1920
BUILT
"NICE RANCH INCLUDING GRADUAL SLOPED PASTURE AND BOTTOM GROUND WITH POTENTIAL TO OBTAIN OLALLA CREEK WATER RIGHTS. ADORABLE 1920 FARM HOUSE WITH LOG SIDING AND METAL ROOF. NUMEROUS SPRINGS AND ROADS. BEAUTIFUL HUGE SEASONED HOME SITE WITH PANORAMIC VIEWS OF THE VALLEY. ELK DEER AND TURKEYS. FENCING FOR ANIMALS.NUMEROUS MAPPED ROADS AND SPRINGS. DECENT SIZED HAY BARN AND DECENT SIZED WORKSHOP BARN."
* LISTED OVER 120 DAYS 
$475,000
234 NW TIMBER TER, Winston OR 97496
3
BEDS
3
BATHS
3,052
SQFT
$156
$/SQFT
5.25
ACRES
1971
BUILT
"Very private location with great views of the valley & mountains located on the edge of Winston City limits. Unique design custom built split level. 5.25 Acres includes 2 additional parcels with home site potential. 2 car attached carport, oversized 2 car detached garage & 36x40 RV Garage/Shop. Huge kitchen with cook island, breakfast bar, cabinets galore. Heated in-ground pool, built-in spa. Automatic sprinklers. Also see ML# 17597139."
* LISTED OVER 120 DAYS 
$360,000
1950 BYRON CREEK RD, Winston OR 97496
4
BEDS
2
BATHS
1,920
SQFT
$188
$/SQFT
12.07
ACRES
2008
BUILT
"NICE RANCH STYLE HOME IN COUNTRY! THIS SINGLE LEVEL HOME SITS ON 12 ACRES IN BYRON CREEK ESTATES. WANT TO GET AWAY FROM IT ALL? THIS MAY BE THE HOME FOR YOU! PLENTY OF SPACE FOR FAMILY AND PETS. FEATURES INCLUDE: RUSTIC OAK FLOORS, GRANITE COUNTERS, VAULTED CEILING IN LIVING ROOM, DETACHED SHOP (NO ELECT), BARN, LOTS OF SPACE, PRIVACY AND PEACEFUL VIEWS. CALL FOR YOUR SHOWING TODAY!"
* PRICE LOWERED - $365,000 TO $360,000 
$350,000
9197 OLD HIGHWAY 99 SOUTH , Winston OR 97496
4
BEDS
2
BATHS
2,520
SQFT
$139
$/SQFT
1.00
ACRES
1913
BUILT
"Magnificent mansion built in 1913.Remodeled but kept its victorian charm.2520 sq ft with 3 bedrooms plus upstairs 1 bedroom on main level.Has full attic,hardwoods, updated kitchen with breakfast nook, formal dining room with chandelier, fireplace with gas,Newer furnace with heat pump.Vinyl fencing for manicured yard,spacious outdoor living with covered patio, waterfall & koi pond,shop,fruit trees,green house.Ideal for bed and breakfast."
* NEW LISTING 
$349,000
1302 KENT CREEK RD, Winston OR 97496
3
BEDS
2
BATHS
2,210
SQFT
$158
$/SQFT
2.48
ACRES
1955
BUILT
"Beautiful home on 2.48 acres. This home has a private feel and a great yard! Amazing koi pond, green house, 18 x 30 shop, 2 car carport, tons of parking and marketable timber are some of the outside features. Inside is a nice sized living room with fireplace, dining area, huge family room with vaulted ceiling and bar, great kitchen with granite counter tops, lots of cabinets. Home has 3 bedrooms and 2 baths. Must see to appreciate."
$345,000
234 NW TIMBER TER, Winston OR 97496
3
BEDS
3
BATHS
3,052
SQFT
$113
$/SQFT
1.07
ACRES
1971
BUILT
"Very private location with great views of the valley & mountains located on the edge of Winston City limits. Unique design custom built split level with great potential to customize & make it your own. 2 car attached carport plus oversized 2 car detached garage. Huge kitchen with cook island, breakfast bar & cabinets galore. Large master bedroom suite with balcony. Beautiful heated in-ground pool with built-in spa. Automatic sprinklers."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $359,900 TO $345,000 
$335,000
51 SW BRANTLEY DR, , Winston OR 97496
3
BEDS
6
BATHS
4,040
SQFT
$83
$/SQFT
0.15
ACRES
2005
BUILT
"Ideal 2 family set up 4040 sq ft. with lower level commercial use only. Built in 2005 has 2 br 2 bath unit plus 1 br 1 bath unit upstairs. 2 kitchens. Would make great in home business. great view of the South Umpqua River from upstairs unit."
$329,000
370 BYRON CREEK RD, Winston OR 97496
4
BEDS
3
BATHS
3,700
SQFT
$89
$/SQFT
4.92
ACRES
1994
BUILT
"Just under 5 country acres with fabulous 4/3 home. Over sized bedroom, 3 full bathrooms with high end fixtures, beautiful wood/tile floors, enclosed sun porch, covered deck, paved drive, double car garage with shop space, 3 stall horse barn with fenced in paddock, greenhouse, raised bed/fenced gardens, storage shed, wood shed, pump house, split rail fence. All flat and usable plus 400 ft of Olalla Creek frontage. A must see!"
$309,900
2641 NW BROCKWAY RD, Winston OR 97496
3
BEDS
2
BATHS
2,004
SQFT
$155
$/SQFT
0.16
ACRES
2006
BUILT
"Beautifully well maintained 3bd/2ba Custom home with all the works. Granite counters w/ eatbar, tile and wood flooring, custom cabinets. Wonderful open floor plan w/vaulted ceilings & large windows to enjoy the views. Master bath has jet-tub & dbl sinks, walk-in closet. Large back deck that spans the length of the home. Extra deep attached 3 car garage. Close to school & Wineries this home is Beautiful!!"
$269,900
105 COLA ST, Winston OR 97496
4
BEDS
2
BATHS
2,916
SQFT
$93
$/SQFT
0.27
ACRES
1948
BUILT
"Wonderful Brosi Orchard neighborhood. Completely updated, paint, floor coverings, new kitchen and baths, new roof, wrap around covered deck. Large home 4/2 over 2900 SQFT w/garage shop, w/separate driveway and oversized parking area."
* NEW LISTING 
$249,000
313 NE BROSI ORCHARD RD, Winston OR 97496
3
BEDS
2
BATHS
1,301
SQFT
$191
$/SQFT
2.52
ACRES
1900
BUILT
"Charming 2 story home on 2.52 acres all usable. Has fruit trees, garden area, RV parking, garage, shop, newer foundation, new roof, newer cabinets in remodeled kitchen, bay window in Living room, 3 bedrooms, 2 baths. Large porch in front with view of the valley and mountains. 2 wells for irrigation, city water and sewer."
$239,900
111 Streamside LN L 25, Winston OR 97496
3
BEDS
2
BATHS
1,562
SQFT
$154
$/SQFT
0.17
ACRES
2017
BUILT
"These homes are going up fast don't miss your chance to pick your colors 3 BR 2 BA 1562 Sqft 2 car garage in a new subdivision. Granite, Lap siding/T1-11. Great starter/retirement home at a great price. No step entry, front landscape and great finish work."
$239,000
400 SE GRAPE AVE, Winston OR 97496
4
BEDS
3
BATHS
2,424
SQFT
$99
$/SQFT
0.38
ACRES
2009
BUILT
"Perfect two family set up with attached 1BD 1BA apt. One owner home. Built using kiln dried timber, covered Trex Deck, shade trees, oversized garage. Across street from park and library. Views to the West of the Callahans. Call to view this spacious single-level home today."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $265,000 TO $239,000 
$237,500
208 NE ROSE RIDGE DR, Winston OR 97496
4
BEDS
3
BATHS
2,220
SQFT
$107
$/SQFT
0.14
ACRES
2004
BUILT
"FOUR LEVELS IN THIS SPLIT LEVEL HOME...Three bedrooms on upper level, 2 baths. Living & dining rooms on main level, large family room, utility, storage & 1/2 bath on lower level & on the bottom level is a great unfinished area which is now used for hobby room & large shop. This area could be a fourth bedroom, in-law quarters, ect. Just needs painting & floor coverings. Patio off family room for outdoor entertaining. Plenty of parking."
* NEW LISTING 
$219,900
8525 UPPER OLALLA RD, Winston OR 97496
3
BEDS
2
BATHS
2,080
SQFT
$106
$/SQFT
6.61
ACRES
1998
BUILT
"Wonderful secluded country property nestled in the trees. This home features a large living room, tile & French door. There is a 16x10 cabin with electricity, an old mobile home used for storage, and a detached garage/shop. Don't miss this opportunity!"
* LISTED OVER 120 DAYS 
$218,500
127 Teresa LN L 27, Winston OR 97496
3
BEDS
2
BATHS
1,350
SQFT
$162
$/SQFT
0.14
ACRES
1997
BUILT
"These homes are going up fast don't miss your chance to pick your colors 3 BR 2 BA 1350 Sqft 2 car garage in a new subdivision. Granite, Lap siding/T1-11. Great starter/retirement home at a great price. No step entry, front landscape and great finish work."
$218,500
103 Streamside RD L 24, Winston OR 97496
3
BEDS
2
BATHS
1,350
SQFT
$162
$/SQFT
0.16
ACRES
2017
BUILT
"These homes are going up fast don't miss your chance to pick your colors 3 BR 2 BA 1350 Sqft 2 car garage in a new subdivision. Granite, Lap siding/T1-11. Great starter/retirement home at a great price. No step entry, front landscape and great finish work."
$209,500
169 Collins RD L 23, Winston OR 97496
3
BEDS
2
BATHS
1,292
SQFT
$162
$/SQFT
0.16
ACRES
2017
BUILT
"These homes are going up fast don't miss your chance to pick your colors 3 BR 2 BA 1292 Sqft 2 car garage in a new subdivision. Granite, Lap siding/T1-11. Great starter/retirement home at a great price. No step entry, front landscape and great finish work."
$209,500
165 Collins RD L 22, Winston OR 97496
3
BEDS
2
BATHS
1,292
SQFT
$162
$/SQFT
0.18
ACRES
2017
BUILT
"These homes are going up fast don't miss your chance to pick your colors 3 BR 2 BA 1292 Sqft 2 car garage in a new subdivision. Granite, Lap siding/T1-11. Great starter/retirement home at a great price. No step entry, front landscape and great finish work."
$199,900
165 TERESA CT, Winston OR 97496
3
BEDS
2
BATHS
1,232
SQFT
$162
$/SQFT
0.14
ACRES
2017
BUILT
"Brand New Homes 3BR 2BA 1232 SQFT 2 car garage. Super cute, open floor plan. No step entry. In a new subdivision, on a cul-de-sac. Front landscaping. Great starter home/ retirement home at a great price!"
* LISTED OVER 120 DAYS 
$194,900
240 NW LOST LN, Winston OR 97496
3
BEDS
2
BATHS
1,510
SQFT
$129
$/SQFT
0.22
ACRES
1977
BUILT
"Nice remodeled home. Fresh Paint inside and out, new roof, and gutters, New Carpet in bedrooms, and Living Room, New vinyl windows, in nice quiet neighborhood. small shop in the back. Very nicely redone.Come check it out!"
* NEW LISTING 
$175,000
510 SE PARKWAY DR, Winston OR 97496
2
BEDS
2
BATHS
1,096
SQFT
$160
$/SQFT
0.17
ACRES
1982
BUILT
"Enjoy this well maintained, one-level home with great views! This home has laminate floors, a nice master suite with a walk-in closet, vinyl windows, solar tube, heat pump, low maintenance yard, large covered patio, workshop and RV parking. This won't last!!! Laminate flooring will be replaced before closing. Buyer to choose the color."
* NEW LISTING 
$170,000
960 BENEDICT RD, Winston OR 97496
3
BEDS
2
BATHS
1,344
SQFT
$126
$/SQFT
10.51
ACRES
1979
BUILT
"Spectacular Valley Views from TEN ACRES! Older livable 3 Bed and 2 bath manufactured marks what may be your new home site. Secluded, private and defensible acreage graced by plenty of large merchantable timber. Close to Ben Irving reservoir for year round fun and recreation.8 GPM Well"
* LISTED OVER 120 DAYS  * PRICE INCREASED - $169,000 TO $170,000 
 
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