Winston, OR - single-family homes for sale

38 of 38 results displayed

New
$315,000Active
3 beds 2 baths1,594 sq. ft.
340 NW Elizabeth Ave, Winston, OR 97496
MLS# 742298227Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$400,000Pending
3 beds 2 baths2,026 sq. ft.
308 Helweg Rd, Winston, OR 97496
MLS# 229572880Listed by: OREGON LIFE HOMES
New
$525,000Active
3 beds 2 baths4,024 sq. ft.
2620 NW Brockway Rd, Winston, OR 97496
MLS# 493398074Listed by: TURNING POINT REALTY GROUP
$634,900Active
4 beds 4 baths3,072 sq. ft.
635 Wil Way, Winston, OR 97496
MLS# 506617845Listed by: DIFFERENT BETTER REAL ESTATE
$409,000Pending
3 beds 3 baths1,761 sq. ft.
600 SE Parkway Dr, Winston, OR 97496
MLS# 370592630Listed by: THE NEIL COMPANY REAL ESTATE
Open Sun, 1 to 3pm
$275,000Active
3 beds 1 baths960 sq. ft.
509 NW Elwood Dr, Winston, OR 97496
MLS# 500796758Listed by: OREGON LIFE HOMES
$339,900Pending
3 beds 3 baths1,412 sq. ft.
54 NW Rose St, Winston, OR 97496
MLS# 456399673Listed by: EXP REALTY, LLC
$509,999Active
4 beds 2 baths2,091 sq. ft.
330 Wil Way, Winston, OR 97496
MLS# 116046125Listed by: UNITED REAL ESTATE PROPERTIES
$389,000Active
3 beds 1 baths1,440 sq. ft.
10 SW Peach Ln, Winston, OR 97496
MLS# 489660913Listed by: STELLAR REALTY NORTHWEST
$380,000Active
4 beds 3 baths2,270 sq. ft.
150 SW Brantley Dr, Winston, OR 97496
MLS# 148099709Listed by: TRUEBLOOD REAL ESTATE
$409,900Pending
3 beds 2 baths1,555 sq. ft.
265 SE Logan St, Winston, OR 97496
MLS# 761242334Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$359,000Pending
3 beds 2 baths1,290 sq. ft.
165 Collins Rd, Winston, OR 97496
MLS# 117744735Listed by: ALL-PRO REALTY ADVISORS, LLC
$249,000Active
2 beds 1 baths939 sq. ft.
71 SE Ronald St, Winston, OR 97496
MLS# 123968635Listed by: ICON REAL ESTATE GROUP
$205,000Active
2 beds 1 baths1,323 sq. ft.
381 SE Gregory Dr, Winston, OR 97496
MLS# 452974190Listed by: PLATINUM REALTY
$735,000Active
3 beds 3 baths2,722 sq. ft.
9114 Old Highway 99 S, Winston, OR 97496
MLS# 220221549Listed by: UMPQUA LEGACY REALTY LLC
$499,900Active
3 beds 3 baths2,576 sq. ft.
2581 Brockway Rd, Winston, OR 97496
MLS# 189686409Listed by: TURNING POINT REALTY GROUP
$525,000Active
2 beds 2 baths1,440 sq. ft.
572 Dillard Gardens Rd, Winston, OR 97496
MLS# 264021443Listed by: MORE REALTY, INC.
$375,000Active
3 beds 2 baths1,613 sq. ft.
186 Woodduck St, Winston, OR 97496
MLS# 405578083Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$459,000Active
3 beds 1 baths1,250 sq. ft.
311 SE Grape Ave, Winston, OR 97496
MLS# 679087027Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$315,000Active
3 beds 1 baths1,348 sq. ft.
101 SW Peach Ln, Winston, OR 97496
MLS# 237200461Listed by: BERKSHIRE HATHAWAY HOMESERVICES REAL ESTATE PROFESSIONALS
$399,000Pending
3 beds 2 baths1,560 sq. ft.
601 SE Rose Ridge Dr, Winston, OR 97496
MLS# 300524378Listed by: PLATINUM REALTY
$439,900Pending
3 beds 2 baths1,629 sq. ft.
260 SE Logan St, Winston, OR 97496
MLS# 542436552Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$318,000Active
3 beds 1 baths1,000 sq. ft.
340 SE Darrell Ave, Winston, OR 97496
MLS# 484014582Listed by: KELLER WILLIAMS REALTY EUGENE AND SPRINGFIELD
$245,000Pending
2 beds 1 baths1,224 sq. ft.
66 NW Cary St, Winston, OR 97496
MLS# 200386435Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$355,000Active
4 beds 2 baths1,710 sq. ft.
380 NW Cary St, Winston, OR 97496
MLS# 726088318Listed by: OREGON LIFE HOMES
$489,900Active
3 beds 2 baths1,928 sq. ft.
263 Wil Way, Winston, OR 97496
MLS# 773435924Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$350,000Pending
3 beds 2 baths1,433 sq. ft.
380 SE Sunnyside Drive, Winston, OR 97496
MLS# 220216206Listed by: EXP REALTY, LLC
$499,000Active
3 beds 2 baths2,431 sq. ft.
605 Deerwood Ct, Winston, OR 97496
MLS# 551043271Listed by: RE/MAX INTEGRITY
$685,000Active
4 beds 2 baths2,240 sq. ft.
411 Woodland Dr, Winston, OR 97496
MLS# 289799981Listed by: RE/MAX INTEGRITY
$499,900Active
3 beds 3 baths1,999 sq. ft.
150 Wil Way, Winston, OR 97496
MLS# 726498556Listed by: TURNING POINT REALTY GROUP
$499,900Active
3 beds 3 baths2,089 sq. ft.
160 Wil Way, Winston, OR 97496
MLS# 788491236Listed by: TURNING POINT REALTY GROUP
$530,000Active
4 beds 3 baths2,660 sq. ft.
102 Sarah Bear Ln, Winston, OR 97496
MLS# 475121789Listed by: CURRIECO REAL ESTATE
$309,900Active
3 beds 2 baths1,231 sq. ft.
226 NE Plum Ridge Dr, Winston, OR 97496
MLS# 24577431Listed by: LAMONTE REAL ESTATE PROFESSIONALS
$467,333Active
4 beds 3 baths2,006 sq. ft.
155 SE Lebleu Ln, Winston, OR 97496
MLS# 23172416Listed by: WALT GAYNER REAL ESTATE
$433,333Active
4 beds 3 baths2,006 sq. ft.
145 SE Lebleu Ln, Winston, OR 97496
MLS# 23651288Listed by: WALT GAYNER REAL ESTATE
$320,000Active
3 beds 2 baths1,231 sq. ft.
226 NE Plum Ridge Dr, Winston, OR 97496
MLS# 23547028Listed by: LAMONTE REAL ESTATE PROFESSIONALS
$395,999Active
3 beds 2 baths1,680 sq. ft.
623 SE Garden Way Dr, Winston, OR 97496
MLS# 23232604Listed by: KELLER WILLIAMS SOUTHERN OREGON-UMPQUA VALLEY
$468,000Pending
3 beds 2 baths2,122 sq. ft.
197 Wil Way, Winston, OR 97496
MLS# 23422952Listed by: G. STILES REALTY

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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 CENTURY 21 Northstar 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: January 23, 2024

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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.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

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.