View 2409 IRELAND RD Winston, OR MLS# 106012084
  • Recently Listed with Virtual Tour
1 of 39
$249,900
3

Beds

2.0

Baths

1,440

Sq.Ft.

2409 IRELAND RD

Winston, OR

View 31 SE DARRELL AVE Winston, OR MLS# 559810221
  • Recently Listed
1 of 7
$152,000
1

Beds

1.0

Baths

978

Sq.Ft.

31 SE DARRELL AVE

Winston, OR

View 265 SE GRAPE AVE Winston, OR MLS# 712985221
$250,000
3

Beds

2.0

Baths

1,080

Sq.Ft.

265 SE GRAPE AVE

Winston, OR

The time to sell is now! THE TIME TO SELL IS NOW!
View 463 SE GREGORY DR Winston, OR MLS# 500289020
$149,900
2

Beds

2.0

Baths

1,130

Sq.Ft.

463 SE GREGORY DR

Winston, OR

View 751 SE MEADOWOOD DR Winston, OR MLS# 725049582
  • Recently Listed
1 of 21
$180,000
2

Beds

2.0

Baths

1,120

Sq.Ft.

751 SE MEADOWOOD DR

Winston, OR

View 151 NE PLUM RIDGE DR Winston, OR MLS# 615809249
  • Recently Listed
1 of 27
$287,000
4

Beds

3.0

Baths

1,512

Sq.Ft.

151 NE PLUM RIDGE DR

Winston, OR

View 871 SE MEADOWOOD DR Winston, OR MLS# 511738888
  • Recently Listed
1 of 38
$220,000
3

Beds

2.0

Baths

1,620

Sq.Ft.

871 SE MEADOWOOD DR

Winston, OR

View 381 SE GREGORY DR Winston, OR MLS# 518442030
  • Recently Listed
1 of 20
$230,000
2

Beds

1.0

Baths

1,323

Sq.Ft.

381 SE GREGORY DR

Winston, OR

View 241 SE JOHNSON ST Winston, OR MLS# 483201484
  • Virtual Tour
1 of 29
$415,000
3

Beds

2.1

Baths

1,874

Sq.Ft.

241 SE JOHNSON ST

Winston, OR

View 491 NW DOUGLAS BLVD Winston, OR MLS# 469972310
$139,900
3

Beds

1.0

Baths

1,152

Sq.Ft.

491 NW DOUGLAS BLVD

Winston, OR

View 430 SE CARROL ST Winston, OR MLS# 733768903
$268,000
3

Beds

2.0

Baths

1,249

Sq.Ft.

430 SE CARROL ST

Winston, OR

View 605 DEERWOOD CT Winston, OR MLS# 551043271
$649,000
3

Beds

2.0

Baths

2,431

Sq.Ft.

605 DEERWOOD CT

Winston, OR

View 235 TWIN OAKS LOOP Winston, OR MLS# 731420624
  • Adult Community
1 of 19
$88,500
3

Beds

2.0

Baths

1,188

Sq.Ft.

235 TWIN OAKS LOOP

Winston, OR

View 380 SUNNYSIDE DR Winston, OR MLS# 673366673
$358,000
3

Beds

2.0

Baths

1,433

Sq.Ft.

380 SUNNYSIDE DR

Winston, OR

View 434 NW BROC DR Winston, OR MLS# 584857460
$142,000
3

Beds

2.0

Baths

1,188

Sq.Ft.

434 NW BROC DR

Winston, OR

View 119 OAK LEAF LN Winston, OR MLS# 625978918
  • Adult Community with Virtual Tour
1 of 23
$55,000
1

Beds

1.0

Baths

384

Sq.Ft.

119 OAK LEAF LN

Winston, OR

View 110 TERESA LN Winston, OR MLS# 328470720
$359,900
3

Beds

2.0

Baths

1,290

Sq.Ft.

110 TERESA LN

Winston, OR

View 645 SE GARDEN WAY DR Winston, OR MLS# 253512235
$385,000
3

Beds

2.0

Baths

1,447

Sq.Ft.

645 SE GARDEN WAY DR

Winston, OR

View 270 SABRINA LN Winston, OR MLS# 281008254
$425,000
2

Beds

1.1

Baths

1,040

Sq.Ft.

270 SABRINA LN

Winston, OR

View 271 NW SHERRY ST Winston, OR MLS# 286364623
  • Virtual Tour
1 of 31
$285,000
3

Beds

1.0

Baths

1,260

Sq.Ft.

271 NW SHERRY ST

Winston, OR

About Winston

Listings in Winston, OR

74

Estimated median home price

$342,500
Winston OR Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winston, Oregon real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winston, OR.

Homes for Sale by Price in Winston, OR

PriceCount
$0 - 100K8
$100K - 200K11
$200K - 300K15
$300K - 400K12
$400K - 500K14
$500K - 600K3
$600K - 700K4
$700K - 800K1
$800K - 900K2
$900K - 1M1
$1M - Max3

Homes for Sale by Type in Winston, OR

Property TypeCount
Single Family56
Townhouse0
Condo0
Commercial3
Rental5
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 2/20/2026)

Information deemed reliable but not guaranteed.