New29$364,000
3 bd · 2 ba · 1,559 sqft
411 Sunnyside Dr, Winston, OR
Dannielle Glines · Neath The Wind Realty, Inc.
Homes for Sale in Winston, OR
Hide MapHomes for Sale in Winston, OR
23 of 40 Listings
New29$364,000
3 bd · 2 ba · 1,559 sqft
411 Sunnyside Dr, Winston, OR
Dannielle Glines · Neath The Wind Realty, Inc.
9$219,000
2 bd · 1 ba · 1,242 sqft
70 NE Brosi Orchard Rd, Winston, OR
Janet Stringfellow · Oregon Life Homes
Price Reduced41$319,000
3 bd · 2 ba · 1,318 sqft
76 SE Darrell Ave, Winston, OR
Jennifer Kramer · RE/MAX Integrity
10$439,900
3 bd · 2 ba · 1,564 sqft
158 Collins Ct, Winston, OR
Jacob Gilman · The Neil Company Real Estate
23$469,900
3 bd · 2 ba · 1,770 sqft
161 Collins Ct, Winston, OR
Jacob Gilman · The Neil Company Real Estate
48$487,000
3 bd · 2 ba · 1,800 sqft
104 Kenya Ct, Winston, OR
Shae Ellison · Platinum Realty
38$409,900
3 bd · 2 ba · 1,680 sqft
623 SE Garden Way Dr, Winston, OR
Mary Gilbert · Keller Williams Southern Oregon-Umpqua Valley
16$285,000
2 bd · 1 ba · 1,080 sqft
261 SE Darrell Ave, Winston, OR
Angel Smith · Trueblood Real Estate
Price Reduced48$439,900
3 bd · 2 ba · 1,442 sqft
535 SE Parkway Dr, Winston, OR
Lisa Ollivant · RE/MAX Integrity
Price Reduced28$309,900
3 bd · 1 ba · 960 sqft
351 SE Darrell Ave, Winston, OR
Debra Moore · Currieco Real Estate
Price Reduced30$399,000
3 bd · 2 ba · 1,498 sqft
675 SE Brush Ct, Winston, OR
Christina Esterbrook · J Mann Realty
Price Reduced21$335,000
3 bd · 2 ba · 1,257 sqft
185 SE Lebleu Ln, Winston, OR
Sandra Hart · The Neil Company Real Estate
33$439,900
3 bd · 2 ba · 1,832 sqft
128 Watusi Ct, Winston, OR
Rich Raynor · Heritage Real Estate
45$775,000
4 bd · 5 ba · 3,000 sqft
375 Porter Creek Road, Winston, OR
Lorrie Normann · Triple Oaks Realty LLC
Price Reduced45$499,900
3 bd · 2 ba · 4,024 sqft
2620 NW Brockway Rd, Winston, OR
Tyler Head · Turning Point Realty Group
31$98,000
3 bd · 2 ba · 1,215 sqft
190 Twin Oaks Loop, Winston, OR
Kimberley Ferguson · eXp Realty, LLC
Price Reduced23$364,900
3 bd · 1 ba · 1,440 sqft
10 SW Peach Ln, Winston, OR
Kimberly Krebs · Stellar Realty Northwest
35$160,000
3 bd · 2 ba · 1,176 sqft
105 NW Stephanie Ct, Winston, OR
Tammi Ellison · eXp Realty, LLC
39$190,000
1 bd · 1 ba · 1,000 sqft
0 Rice Creek Rd, Winston, OR
Starlight Turner · Starlight Realty
Price Reduced30$255,000
2 bd · 1 ba · 1,070 sqft
3707 Willis Creek Rd, Winston, OR
Michelle Kohlhoff · Sundance Realty LLC
44$499,900
3 bd · 3 ba · 2,576 sqft
2581 Brockway Rd, Winston, OR
Tyler Head · Turning Point Realty Group
Price Reduced21$498,000
2 bd · 2 ba · 1,440 sqft
572 Dillard Gardens Rd, Winston, OR
Mike Nichols · MORE Realty, Inc.
Price Reduced48$735,000
3 bd · 3 ba · 2,722 sqft
9114 Old Highway 99 S, Winston, OR
Kristina Scott · Umpqua Legacy Realty
MLS of Central OregonRegional Multiple Listing Service (RMLS)Source: HJN community data
August 2026
Selling at 99.0% of asking price
Buyers here are paying below asking. MLS · 11 sales · as of Aug 31, 2026