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Winston, OR - homes for sale
59 of 59 results displayed
- New
$385,000Active3 beds 2 baths1,613 sq. ft.186 Woodduck St, Winston, OR 97496
MLS# 405578083Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
- New
$775,000Active4 beds 2 baths3,746 sq. ft.500 Winston Section Rd, Winston, OR 97496
MLS# 668322333Listed by: THE NEIL COMPANY REAL ESTATE - New
$459,000Active3 beds 1 baths1,250 sq. ft.311 SE Grape Ave, Winston, OR 97496
MLS# 679087027Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY - New
$315,000Active3 beds 1 baths1,348 sq. ft.101 SW Peach Ln, Winston, OR 97496
MLS# 237200461Listed by: BERKSHIRE HATHAWAY HOMESERVICES REAL ESTATE PROFESSIONALS - New
$409,900Active3 beds 2 baths1,560 sq. ft.601 SE Rose Ridge Dr, Winston, OR 97496
MLS# 300524378Listed by: PLATINUM REALTY 
$439,900Active3 beds 2 baths1,629 sq. ft.260 SE Logan St, Winston, OR 97496
MLS# 542436552Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$375,000Active3 beds 2 baths1,292 sq. ft.165 Collins Rd, Winston, OR 97496
MLS# 699003991Listed by: OREGON LIFE HOMES
$318,000Active3 beds 1 baths1,000 sq. ft.340 SE Darrell Ave, Winston, OR 97496
MLS# 484014582Listed by: KELLER WILLIAMS REALTY EUGENE AND SPRINGFIELD
$425,000Active3 beds 2 baths1,959 sq. ft.192 Reston Ave, Winston, OR 97496
MLS# 494657375Listed by: HYBRID REAL ESTATE
$22,500Active0.14 Acres111 SE Lebleu Ln, Winston, OR 97496
MLS# 329341524Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$349,900Pending3 beds 2 baths1,848 sq. ft.210 NW Timothy Ave, Winston, OR 97496
MLS# 789300532Listed by: RE/MAX INTEGRITY
$265,000Active2 beds 1 baths1,224 sq. ft.66 NW Cary St, Winston, OR 97496
MLS# 200386435Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$95,000Pending3 beds 2 baths1,344 sq. ft.130 NW Stephanie Ct, Winston, OR 97496
MLS# 780898591Listed by: J MANN REALTY
$157,900Pending3 beds 2 baths1,296 sq. ft.157 NW Bree Dr, Winston, OR 97496
MLS# 393669052Listed by: DIFFERENT BETTER REAL ESTATE
$359,000Active4 beds 2 baths1,710 sq. ft.380 NW Cary St, Winston, OR 97496
MLS# 726088318Listed by: OREGON LIFE HOMES
$309,900Pending4 beds 3 baths1,782 sq. ft.591 SE Carrol St, Winston, OR 97496
MLS# 500599776Listed by: GORILLA REALTY, LLC
$312,000Active13.5 Acres0 NW Brockway Rd, Winston, OR 97496
MLS# 379021542Listed by: THE NEIL COMPANY REAL ESTATE
$265,000Pending3 beds 2 baths1,650 sq. ft.771 SE Hall St, Winston, OR 97496
MLS# 678450937Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$189,000Active3 beds 2 baths1,188 sq. ft.1580 Winston Section Rd, Winston, OR 97496
MLS# 683946422Listed by: THE NEIL COMPANY REAL ESTATE
$180,000Active2 beds 1 baths784 sq. ft.101 NE Darrell Ave, Winston, OR 97496
MLS# 196787213Listed by: OREGON LIFE HOMES
$375,000Pending3 beds 2 baths1,452 sq. ft.182 Woodduck St, Winston, OR 97496
MLS# 193697355Listed by: CURRIECO REAL ESTATE
$499,900Active3 beds 2 baths1,928 sq. ft.263 Wil Way, Winston, OR 97496
MLS# 773435924Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$357,900Active3 beds 2 baths1,433 sq. ft.380 Sunnyside Dr, Winston, OR 97496
MLS# 126707187Listed by: EXP REALTY, LLC
$350,000Active3 beds 2 baths1,433 sq. ft.380 SE Sunnyside Drive, Winston, OR 97496
MLS# 220216206Listed by: EXP REALTY, LLC
$149,900Active2 beds 2 baths1,130 sq. ft.463 SE Gregory Dr, Winston, OR 97496
MLS# 500289020Listed by: CURRIECO REAL ESTATE
$273,000Pending4 beds 3 baths1,512 sq. ft.151 NE Plum Ridge Dr, Winston, OR 97496
MLS# 615809249Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$195,000Active2 beds 2 baths1,120 sq. ft.751 SE Meadowood Dr, Winston, OR 97496
MLS# 725049582Listed by: RE/MAX INTEGRITY
$399,900Pending3 beds 3 baths1,874 sq. ft.241 SE Johnson St, Winston, OR 97496
MLS# 483201484Listed by: OREGON LIFE HOMES
$549,900Active3 beds 2 baths2,431 sq. ft.605 Deerwood Ct, Winston, OR 97496
MLS# 551043271Listed by: RE/MAX INTEGRITY
$72,000Active3 beds 2 baths1,188 sq. ft.235 Twin Oaks Loop, Winston, OR 97496
MLS# 731420624Listed by: STELLAR REALTY NORTHWEST
$271,000Pending3 beds 2 baths1,835 sq. ft.151 NW Sherry St, Winston, OR 97496
MLS# 631633363Listed by: WINSTON REALTY & INSURANCE- Open Sat, 12 to 2pm
$66,000Active2 beds 2 baths1,152 sq. ft.125 SE Estate Loop, Winston, OR 97496
MLS# 617582969Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY 
$699,500Active4 beds 2 baths2,240 sq. ft.411 Woodland Dr, Winston, OR 97496
MLS# 289799981Listed by: RE/MAX INTEGRITY
$229,000Active2 beds 2 baths924 sq. ft.90 SE Darrell Ave, Winston, OR 97496
MLS# 347307048Listed by: EXP REALTY, LLC
$409,000Active-- beds -- baths2414 Brockway Rd, Winston, OR 97496
MLS# 638265980Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$499,900Active3 beds 3 baths1,999 sq. ft.150 Wil Way, Winston, OR 97496
MLS# 726498556Listed by: TURNING POINT REALTY GROUP
$499,900Active3 beds 3 baths2,089 sq. ft.160 Wil Way, Winston, OR 97496
MLS# 788491236Listed by: TURNING POINT REALTY GROUP
$90,000Active3 beds 2 baths1,296 sq. ft.124 Country Side Ln, Winston, OR 97496
MLS# 339736542Listed by: J MANN REALTY
$127,000Active3 beds 2 baths1,404 sq. ft.180 Twin Oaks Loop, Winston, OR 97496
MLS# 764790600Listed by: EXP REALTY, LLC
$60,000Pending0.12 Acres271 SE Robinson St, Winston, OR 97496
MLS# 546317839Listed by: LAMONTE REAL ESTATE PROFESSIONALS
$249,500Active0.45 Acres0 SW Main St, Winston, OR 97496
MLS# 462393498Listed by: RE/MAX INTEGRITY
$475,000Active3 beds 2 baths2,026 sq. ft.308 Helweg Rd, Winston, OR 97496
MLS# 314807389Listed by: OREGON LIFE HOMES
$2,125,000Active15.05 Acres215 Parkinson Rd, Winston, OR 97496
MLS# 280693680Listed by: KNIGHT REALTY GROUP LLC
$550,000Active8.95 AcresLookingglass Rd, Roseburg, OR 97471
MLS# 127233909Listed by: RE/MAX INTEGRITY
$342,500Active3 beds 1 baths1,434 sq. ft.10 SE Kegler Ave, Winston, OR 97496
MLS# 190069115Listed by: DIFFERENT BETTER REAL ESTATE
$555,000Active4 beds 3 baths2,660 sq. ft.102 Sarah Bear Ln, Winston, OR 97496
MLS# 475121789Listed by: CURRIECO REAL ESTATE
$210,000Active0.71 AcresSE Gregory Dr, Winston, OR 97496
MLS# 317395067Listed by: KELLER WILLIAMS REALTY EUGENE AND SPRINGFIELD
$850,000Active37.86 AcresDanielle Dr, Winston, OR 97496
MLS# 122251646Listed by: TERRITORIAL LAND COMPANY LLC
$185,000Active4.26 Acres0 Wil Way, Winston, OR 97496
MLS# 24292479Listed by: DIFFERENT BETTER REAL ESTATE
$350,000Active7.4 Acres0 Wil Way, Winston, OR 97496
MLS# 24094727Listed by: DIFFERENT BETTER REAL ESTATE
$309,900Active3 beds 2 baths1,231 sq. ft.226 NE Plum Ridge Dr, Winston, OR 97496
MLS# 24577431Listed by: LAMONTE REAL ESTATE PROFESSIONALS
$467,333Active4 beds 3 baths2,006 sq. ft.155 SE Lebleu Ln, Winston, OR 97496
MLS# 23172416Listed by: WALT GAYNER REAL ESTATE
$433,333Active4 beds 3 baths2,006 sq. ft.145 SE Lebleu Ln, Winston, OR 97496
MLS# 23651288Listed by: WALT GAYNER REAL ESTATE
$320,000Active3 beds 2 baths1,231 sq. ft.226 NE Plum Ridge Dr, Winston, OR 97496
MLS# 23547028Listed by: LAMONTE REAL ESTATE PROFESSIONALS
$395,999Active3 beds 2 baths1,680 sq. ft.623 SE Garden Way Dr, Winston, OR 97496
MLS# 23232604Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$468,000Pending3 beds 2 baths2,122 sq. ft.197 Wil Way, Winston, OR 97496
MLS# 23422952Listed by: G. STILES REALTY
$55,000Active1 beds 1 baths384 sq. ft.119 Oak Leaf Ln, Winston, OR 97496
MLS# 625978918Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$2,000,000Active4 beds 2 baths1,992 sq. ft.80 NW Lost Ln, Winston, OR 97496
MLS# 21552791Listed by: HARCOURTS INTEGRITY TEAM REAL ESTATE SERVICES, LLC.
$590,000Active4.77 Acres350 View Point Ter, Winston, OR 97496
MLS# 22593050Listed by: OREGON LIFE HOMES
Local realty services provided by:CENTURY 21 North Homes Realty
All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than CENTURY 21 North Homes Realty are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright 2026 RMLS, Portland, Oregon. Last updated: May 7, 2026
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.