Winston Real Estate, Homes and Condos for sale

All Winston homes currently listed for sale in Winston as of 01/18/2018 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"
* NEW LISTING 
$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."
$879,500
625 DILLARD GARDENS RD, Winston OR 97496
3
BEDS
2
BATHS
1,668
SQFT
$527
$/SQFT
43.77
ACRES
1948
BUILT
"43.77 AC high value farmland w/2 Lots of Record, 1800' of So Umpqua Riverfront w/37.5 acres of 1951 water rights. Updated 3b, 2 ba home, one level, garage, metal barn w/concrete floor, 2 walk-in coolers, 2 large greenhouses, large metal carport and addt'l metal/wood building. Includes underground electrical service to home, barn & 1 greenhouse, underground water lines. Current use as orchard, row crops but great vineyard potential."
$830,000
2880 OLALLA RD, Winston OR 97496
4
BEDS
2
BATHS
2,296
SQFT
$361
$/SQFT
132.00
ACRES
2002
BUILT
"132 acre family forest with 4 bed/2 bath house. All the replanting/reforestation has been done. Just manage what is here. Shop/barn with many uses. Room for a few animals. Extensive road network for year-round recreation and management. Onsite private, permitted quarry. 3 ponds. House has attached garage and indoor hot tub off master bathroom. Concrete ramp to front door. Spring for water. Large, in-ground holding tanks."
* LISTED OVER 120 DAYS 
$649,500
1160 BROCKWAY RD, Winston OR 97496
4
BEDS
5
BATHS
5,861
SQFT
$111
$/SQFT
15.92
ACRES
1965
BUILT
"4BD/4.5BA, 5861sq.' Amazing Architectural history. This home sits atop 15.92 acres with amazing perimeter views of the valley and river. Privacy and seclusion with beautiful surroundings. Fully fenced and many other security features. This property lends itself to multiple unique amenities for a Winery, B&B or Horse Ranch.(Riding Track & Loafing Shed)Irrig. Well See Amenities list, Farm Equip. list & Video."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $699,000 TO $649,500 
$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 
$434,800
100 KENYA CT, Winston OR 97496
5
BEDS
3
BATHS
3,730
SQFT
$117
$/SQFT
0.64
ACRES
1895
BUILT
"Grand lady exudes charm & character of yesteryear, yet is very modern in design. Several large, separate, open areas make it a pleasure to entertain or just live. Ceilings range from 8ft to soaring. The staircase graces the front room & the open game room above gives ample space for play or hobbies. Whether you are out on the deck, in the master bath's jetted tub, or gardening in the spacious yard; you are going to be happy to be home!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $454,300 TO $434,800 
$365,000
1950 BYRON CREEK RD, Winston OR 97496
4
BEDS
2
BATHS
1,920
SQFT
$190
$/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!"
* NEW LISTING 
$349,900
6478 UPPER OLALLA RD, Winston OR 97496
3
BEDS
3
BATHS
2,174
SQFT
$161
$/SQFT
11.68
ACRES
1980
BUILT
"Quality built, one-owner home near Ben Irving Reservoir. Home features a large eat-in kitchen/breakfast nook and eat-bar. Very peaceful setting with excellent views of mountains & valley. Property has two outbuildings, one barn, and one RV storage. There are plenty of fruit trees and grape vines. All on 11.6 gentle sloped acres, good for horses or cows."
$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
"4040 SQ FT 2 family set up with commercial aspect on 1st floor built in 2005. This quality built property currently has 2 br 2bath unit, plus 1 br 1 bath, 2 kitchens, 3 baths upstairs and 3 bathrooms down stairs where you could do internet business, shipping, etc. Great view of the South Umpqua river from upstairs unit."
* LISTED OVER 120 DAYS 
$285,000
400 SE GRAPE AVE, Winston OR 97496
4
BEDS
3
BATHS
2,424
SQFT
$118
$/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."
$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."
$245,000
633 SE PARKWAY DR, Winston OR 97496
3
BEDS
2
BATHS
1,586
SQFT
$154
$/SQFT
0.23
ACRES
1991
BUILT
"Nice home on large corner lot overlooking city park. This home features both living & family rooms, all newer kitchen appliances with gas downdraft Jenn-Air range, covered rear patio, fenced yard, newer roof, lots of room for a large RV behind gate and parking for other vehicles. Located in a desirable neighborhood."
$239,900
163 NE PLUM RIDGE DR, Winston OR 97496
4
BEDS
3
BATHS
2,194
SQFT
$109
$/SQFT
0.14
ACRES
2004
BUILT
"Wow! This is a great Winston home, built in 2004, one-owner with almost 2200 sf of well-maintained house. This 4 bedroom, 2 1/2 bath home has a formal living room, large family room, master suite with attached office/work-out space, bathroom and walk-in closet. The kitchen has gas range and is open to dining area and family room. There's a good-sized 2-car garage as well as additional parking along side for car or sm trailer or boat."
$239,000
202 NE PLUM RIDGE DR, Winston OR 97496
3
BEDS
2
BATHS
1,343
SQFT
$178
$/SQFT
0.14
ACRES
2004
BUILT
"Lovely 2004 home in newer housing district. Home has vaulted ceilings, walk-in closet, two French doors, fireplace, laminate floors, fenced back yard, cascading waterfall, and dog kennel."
$239,000
359 NW TEAL ST, Winston OR 97496
3
BEDS
2
BATHS
1,684
SQFT
$142
$/SQFT
0.17
ACRES
2004
BUILT
"1684 sqft 3+ bedroom home with vaults, plant shelves, oak kitchen with pantry, newer hardwood floors, extended RV parking area and sizable patio"
$235,000
123 NE PLUM RIDGE CT, Winston OR 97496
3
BEDS
3
BATHS
2,180
SQFT
$108
$/SQFT
0.25
ACRES
2004
BUILT
"A lot of home for the money. This spacious 3/2.5 has all new interior paint, flooring and stainless steel appliances. Exceptional RV Parking on this huge 1/4 acre lot. Separate living and family, large patio outside, high ceilings. Large basement bonus area, could be used for 4th bedroom, guest, hobby or game room. Views overlooking the orchards and mountain views. Don't miss this one."
* NEW LISTING 
$229,000
166 NW CIVIL BEND AVE, Winston OR 97496
3
BEDS
2
BATHS
1,544
SQFT
$148
$/SQFT
0.14
ACRES
2017
BUILT
"Be the first! Be the first one to cook in this brand new kitchen with granite counters. Be the first to hang your clothes in the walk-in closet and enjoy the big shower. Be the first to enjoy the open floor plan and decorate the way you like. Be the first to make this your home."
$219,900
410 SUNNYSIDE DR, Winston OR 97496
3
BEDS
2
BATHS
1,540
SQFT
$143
$/SQFT
0.16
ACRES
2004
BUILT
"Delightful home on quiet street! This one level home offers a split bedroom floor plan! Spacious great room with vaulted ceiling, corner gas fireplace and access to a partially covered deck. Kitchen is open to the great room with an elevated eating bar and a pantry. Master suite with walk in closet! Low maintenance front yard! Fenced back yard with low maintenance terraced landscaping. Extra parking along the side of the garage."
$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!"
$206,000
160 TERESA CT, Winston OR 97496
3
BEDS
2
BATHS
1,232
SQFT
$167
$/SQFT
0.15
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! Upgraded cabinets, flooring, lighting, and molding."
* PRICE INCREASED - $199,900 TO $206,000 
$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!"
$199,900
126 MARVIN CT, Winston OR 97496
3
BEDS
2
BATHS
1,232
SQFT
$162
$/SQFT
0.15
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!"
 
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