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97496, OR - homes for sale
78 of 78 results displayed
- New
$250,000Active3 beds 2 baths1,080 sq. ft.265 SE Grape Ave, Winston, OR 97496
MLS# 712985221Listed by: STELLAR REALTY NORTHWEST
$149,900Pending2 beds 2 baths1,130 sq. ft.463 SE Gregory Dr, Winston, OR 97496
MLS# 500289020Listed by: CURRIECO REAL ESTATE- New
$287,000Active4 beds 3 baths1,512 sq. ft.151 NE Plum Ridge Dr, Winston, OR 97496
MLS# 615809249Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY 
$180,000Pending2 beds 2 baths1,120 sq. ft.751 SE Meadowood Dr, Winston, OR 97496
MLS# 725049582Listed by: RE/MAX INTEGRITY- New
$220,000Active3 beds 2 baths1,620 sq. ft.871 SE Meadowood Dr, Winston, OR 97496
MLS# 511738888Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY - New
$230,000Active2 beds 1 baths1,323 sq. ft.381 SE Gregory Dr, Winston, OR 97496
MLS# 518442030Listed by: RE/MAX INTEGRITY 
$139,900Active3 beds 1 baths1,152 sq. ft.491 NW Douglas Blvd, Winston, OR 97496
MLS# 469972310Listed by: RE/MAX INTEGRITY
$415,000Active3 beds 3 baths1,874 sq. ft.241 SE Johnson St, Winston, OR 97496
MLS# 483201484Listed by: OREGON LIFE HOMES
$268,000Active3 beds 2 baths1,249 sq. ft.430 SE Carrol St, Winston, OR 97496
MLS# 733768903Listed by: EXP REALTY, LLC
$649,000Active3 beds 2 baths2,431 sq. ft.605 Deerwood Ct, Winston, OR 97496
MLS# 551043271Listed by: RE/MAX INTEGRITY
$91,000Active3 beds 2 baths1,188 sq. ft.235 Twin Oaks Loop, Winston, OR 97496
MLS# 731420624Listed by: STELLAR REALTY NORTHWEST
$142,000Active3 beds 2 baths1,188 sq. ft.434 NW Broc Dr, Winston, OR 97496
MLS# 584857460Listed by: THE NEIL COMPANY REAL ESTATE
$260,000Active2 beds 1 baths960 sq. ft.146 Crater Rd, CamasValley, OR 97416
MLS# 435662075Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$359,900Active3 beds 2 baths1,290 sq. ft.110 Teresa Ln, Winston, OR 97496
MLS# 328470720Listed by: URBAN PACIFIC REAL ESTATE
$385,000Pending3 beds 2 baths1,447 sq. ft.645 SE Garden Way Dr, Winston, OR 97496
MLS# 253512235Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$425,000Active2 beds 2 baths1,040 sq. ft.270 Sabrina Ln, Winston, OR 97496
MLS# 281008254Listed by: OREGON LIFE HOMES
$699,000Pending3 beds 3 baths1,845 sq. ft.1470 East Willis Creek Rd, Winston, OR 97496
MLS# 836515Listed by: KNIPE REALTY ERA POWERED
$580,000Active3 beds 2 baths1,782 sq. ft.624 Willis Creek Rd, Winston, OR 97496
MLS# 126741634Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$285,000Pending3 beds 1 baths1,260 sq. ft.271 NW Sherry St, Winston, OR 97496
MLS# 286364623Listed by: PLATINUM REALTY
$375,000Pending3 beds 3 baths2,014 sq. ft.291 SE Shigley St, Winston, OR 97496
MLS# 667404546Listed by: CURRIECO REAL ESTATE
$272,000Active3 beds 2 baths1,835 sq. ft.151 NW Sherry St, Winston, OR 97496
MLS# 631633363Listed by: WINSTON REALTY & INSURANCE
$325,000Pending3 beds 2 baths1,692 sq. ft.600 SE Carrol St, Winston, OR 97496
MLS# 184584663Listed by: WINSTON REALTY & INSURANCE
$139,900Active3 beds 2 baths1,296 sq. ft.112 SE Twin Oaks Loop, Winston, OR 97496
MLS# 383198954Listed by: DIFFERENT BETTER REAL ESTATE
$700,000Active2 beds 3 baths2,304 sq. ft.9740 Upper Olalla Rd, Winston, OR 97496
MLS# 835529Listed by: KNIPE REALTY ERA POWERED
$365,000Active3 beds 2 baths1,433 sq. ft.380 Sunnyside Drive, Winston, OR 97496
MLS# 220212122Listed by: HOLDER REALTY
$249,000Pending3 beds 1 baths994 sq. ft.350 SE Park St, Winston, OR 97496
MLS# 332129585Listed by: OREGON LIFE HOMES
$66,000Active2 beds 2 baths1,152 sq. ft.125 SE Estate Loop, Winston, OR 97496
MLS# 617582969Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$255,000Active3 beds 2 baths1,296 sq. ft.308 NW Civil Bend Ave, Winston, OR 97496
MLS# 769708397Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$719,000Active4 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
$384,900Pending3 beds 3 baths1,768 sq. ft.890 SE Thompson Ave, Winston, OR 97496
MLS# 535727017Listed by: DIFFERENT BETTER REAL ESTATE
$375,000Active3 beds 2 baths1,280 sq. ft.139 Teresa Ln, Winston, OR 97496
MLS# 469740519Listed by: TRUEBLOOD REAL ESTATE
$435,000Active3 beds 3 baths2,067 sq. ft.165 Danielle Dr, Winston, OR 97496
MLS# 440465092Listed by: WINSTON REALTY & INSURANCE
$419,000Active-- beds -- baths2414 Brockway Rd, Winston, OR 97496
MLS# 638265980Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$419,000Active7 beds 5 baths3,861 sq. ft.2414 Brockway Rd, Winston, OR 97496
MLS# 535859583Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$469,900Active3 beds 2 baths1,770 sq. ft.109 Citation Ct, Winston, OR 97496
MLS# 270992997Listed 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
$137,000Active3 beds 2 baths1,404 sq. ft.180 Twin Oaks Loop, Winston, OR 97496
MLS# 764790600Listed by: EXP REALTY, LLC
$485,000Active3 beds 3 baths1,320 sq. ft.800 Byron Creek Rd, Winston, OR 97496
MLS# 148025808Listed by: EXP REALTY, LLC
$80,000Active0.12 Acres271 SE Robinson St, Winston, OR 97496
MLS# 546317839Listed by: LAMONTE REAL ESTATE PROFESSIONALS
$199,000Active0.97 Acres740 Ireland Rd, Winston, OR 97496
MLS# 693254342Listed by: NORTH COUNTY REALTY
$399,900Pending3 beds 2 baths1,684 sq. ft.364 NW Teal St, Winston, OR 97496
MLS# 548245670Listed by: BERKSHIRE HATHAWAY HOMESERVICES REAL ESTATE PROFESSIONALS
$245,000Active3 beds 1 baths1,056 sq. ft.617 Poison Oak Dr, Winston, OR 97496
MLS# 709931015Listed by: LAMONTE REAL ESTATE PROFESSIONALS
$370,000Active3 beds 2 baths1,404 sq. ft.700 SE Tokay St, Winston, OR 97496
MLS# 571075692Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$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
$689,900Active4 beds 4 baths3,072 sq. ft.635 Wil Way, Winston, OR 97496
MLS# 638883098Listed by: DIFFERENT BETTER REAL ESTATE
$469,000Pending4 beds 2 baths2,534 sq. ft.13224 SE Lookingglass Rd, Winston, OR 97496
MLS# 799316838Listed by: EXP REALTY, LLC
$325,000Pending3 beds 2 baths1,421 sq. ft.120 SE Edwards Ave, Winston, OR 97496
MLS# 290510884Listed by: OREGON LIFE HOMES
$454,000Active2 beds 1 baths2,056 sq. ft.0 Rice Creek Rd, Winston, OR 97496
MLS# 687229481Listed by: OREGON LIFE HOMES
$342,500Active3 beds 1 baths1,434 sq. ft.10 SE Kegler Ave, Winston, OR 97496
MLS# 190069115Listed by: DIFFERENT BETTER REAL ESTATE
$315,000Pending3 beds 2 baths1,374 sq. ft.231 NE Darrell Ave, Winston, OR 97496
MLS# 492618457Listed by: JOHNSON GROUP REAL ESTATE, LLC
$575,000Active4 beds 3 baths2,660 sq. ft.102 Sarah Bear Ln, Winston, OR 97496
MLS# 475121789Listed by: CURRIECO REAL ESTATE
$830,000Active4 beds 3 baths3,000 sq. ft.375 Porter Creek Rd, Winston, OR 97496
MLS# 367562231Listed by: TRIPLE OAKS REALTY LLC
$469,900Active2 beds 2 baths1,764 sq. ft.1941 Byron Creek Rd, Winston, OR 97496
MLS# 518682753Listed by: ROSEBURG REALTY
$184,999Active2 beds 1 baths735 sq. ft.110 SE Darrell Ave, Winston, OR 97496
MLS# 24381778Listed by: TRUEBLOOD 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
$185,000Active3.14 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
$59,000Active0.18 Acres105 SE Lebleu Ln, Winston, OR 97496
MLS# 24376389Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$39,900Active0.42 Acres0 NW Galaxy Dr, Winston, OR 97496
MLS# 24158153Listed by: ROSEBURG REALTY
$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
$140,000Pending2 beds 2 baths1,100 sq. ft.596 Raleigh Dr, Winston, OR 97496
MLS# 23197909Listed by: UNITED REAL ESTATE PROPERTIES
$55,000Active1 beds 1 baths384 sq. ft.119 Oak Leaf Ln, Winston, OR 97496
MLS# 625978918Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$250,000Active27.31 Acres0 E Willis Creek Rd, Winston, OR 97496
MLS# 23349613Listed by: OREGON LIFE HOMES
$99,000Active5.78 Acres0 Willis Creek Rd, Winston, OR 97496
MLS# 23389927Listed by: RE/MAX INTEGRITY
$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
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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 Better Homes and Gardens Real Estate Realty Partners 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: February 11, 2026
Based on information from Willamette Valley Multiple Listing Service, which neither guarantees nor is in any way responsible for its accuracy. All data is provided AS IS and with all faults. Data maintained by Willamette Valley Multiple Listing Service may not reflect all real estate activity in the market.
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Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
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 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.