Homes under $400K in Winston, OR

15 for sale · 24 homes listed · Updated September 25, 2026

90 southeast darrell avenue, Winston 97496 $205,000 · 2 bd · 2 ba · 924 sqft
380 northwest cary street, Winston 97496 $350,000 · 4 bd · 2 ba · 1,710 sqft
340 southeast darrell avenue, Winston 97496 $270,000 · 3 bd · 1 ba · 1,000 sqft
186 woodduck street, Winston 97496 $366,000 · 3 bd · 2 ba · 1,613 sqft
3707 willis creek road, Winston 97496 $250,000 · 2 bd · 1 ba · 1,070 sqft
10 southwest peach lane, Winston 97496 $364,900 · 3 bd · 1 ba · 1,440 sqft
185 southeast lebleu lane, Winston 97496 $329,900 · 3 bd · 2 ba · 1,257 sqft
675 southeast brush court, Winston 97496 $399,000 · 3 bd · 2 ba · 1,498 sqft
351 southeast darrell avenue, Winston 97496 $309,900 · 3 bd · 1 ba · 960 sqft
261 southeast darrell avenue, Winston 97496 $285,000 · 2 bd · 1 ba · 1,080 sqft
76 southeast darrell avenue, Winston 97496 $319,000 · 3 bd · 2 ba · 1,318 sqft
411 sunnyside drive, Winston 97496 $364,000 · 3 bd · 2 ba · 1,559 sqft
70 northeast brosi orchard road, Winston 97496 $219,000 · 2 bd · 1 ba · 1,242 sqft
754 southeast hall street, Winston 97496 $379,900 · 3 bd · 2 ba · 1,245 sqft
2461 northwest brockway road, Winston 97496 $399,900 · 3 bd · 2 ba · 1,296 sqft
1580 winston section road, Winston 97496 Pending $174,000 · 3 bd · 2 ba · 1,188 sqft
66 northwest cary street, Winston 97496 Pending $245,000 · 2 bd · 1 ba · 1,224 sqft
71 southeast ronald street, Winston 97496 Pending $249,000 · 2 bd · 1 ba · 939 sqft
0 rice creek road, Winston 97496 Pending $190,000 · 1 bd · 1 ba · 1,000 sqft
150 southwest brantley drive, Winston 97496 Pending $369,000 · 4 bd · 3 ba · 2,270 sqft
600 southeast edgewood street, Winston 97496 Pending $169,900 · 2 bd · 1 ba · 800 sqft
509 northwest elwood drive, Winston 97496 Pending $259,000 · 3 bd · 1 ba · 960 sqft
340 northwest elizabeth avenue, Winston 97496 Pending $305,000 · 3 bd · 2 ba · 1,594 sqft
1090 east willis creek road, Winston 97496 Pending $399,000 · 3 bd · 2 ba · 2,167 sqft