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64 Properties Available
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$670,000
Single Family Home
1260 IRELAND RD, Winston, OR 97496
Country Retreat on 10.02 acres. The Perfect blend of luxury and privacy in southern Oregon. This custom built 2600 squ...
Listed by Engel & Volkers West Portland
$325,000
Vacant Land
IRELAND RD, Winston, OR 97496
Fantastic opportunity to create your own private oasis. This private property is situated up in the hills of Winston wi...
Listed by Engel & Volkers West Portland
$870,000
Single Family Home
375 PORTER CREEK RD, Winston, OR 97496
Discover the perfect blend of vineyard lifestyle and modern comfort in this beautifully updated 41-acre estate, nestled ...
Listed by Triple Oaks Realty LLC
$345,000
Single Family Home
750 SE TOKAY ST, Winston, OR 97496
This modern starter home or investment property is the perfect blend of style, function, and low-maintenance living. Rec...
Listed by RE/MAX Integrity
$995,000
Single Family Home
1260 IRELAND RD, Winston, OR 97496
Luxury Countryside Retreat on 42.76 AcresDiscover the perfect blend of luxury, privacy, and natural beauty in Winston, O...
Listed by Engel & Volkers West Portland
$465,000
Single Family Home
13130 LOOKINGGLASS RD, Winston, OR 97496
Check back for open house time this weekend. Single level home built in 2022 on .76 acre. 3 bedroom, 3 full bath and 163...
Listed by Sarah Sherman Real Estate
$359,000
Single Family Home
185 SE LEBLEU LN, Winston, OR 97496
Welcome to this beautifully maintained single-story home, featuring an inviting open-concept layout designed for both co...
Listed by Keller Williams Realty Eugene and Springfield
$129,000
Manufactured Home
870 SE THOMPSON AVE, Winston, OR 97496
Charming single-level home on a .17-acre lot, located in the quiet town of Winston! Enjoy 2 nice size bedrooms and an up...
Listed by Berkshire Hathaway HomeServices NW Real Estate
$179,900
Single Family Home
338 NW CIVIL BEND AVE, Winston, OR 97496
Step back in time with this charming 1952 gem! This cozy one-bedroom, one-bathroom home offers 728 sq ft of comfortable ...
Listed by Lamonte Real Estate Professionals
$649,900
Single Family Home
490 DAWSON DR, Winston, OR 97496
Escape to the privacy of Byron Creek Estates, where this beautiful 4-bedroom, 2.5-bath home sits on 5 serene acres just ...
Listed by Different Better Real Estate
$1,200,000
Multi-Family
240 NW CIVIL BEND AVE, Winston, OR 97496
High quality investment opportunity with excellent rental history and upside potential. 9 units total consisting of 2 du...
Listed by The Neil Company Real Estate
$1,900,000
Commercial
190 SE MAIN ST, Winston, OR 97496
Thriving Brewery & Real Estate in Winston, Oregon.A rare opportunity to own a young but highly successful brewery in Win...
Listed by Triple Oaks Realty LLC
$299,900
Single Family Home
551 NW T ST, Winston, OR 97496
Charming, beautifully updated, move-in-ready home in Winston! The perfect blend of turn key and affordability. Fresh, mo...
Listed by Lamonte Real Estate Professionals
$625,000
Single Family Home
7941 UPPER OLALLA RD, Winston, OR 97496
Beautiful 5.01 acre property with 2007 rebuilt home! Lots of flat ground for vegetable/flower garden. Fenced and cross f...
Listed by The Neil Company Real Estate
$1,499,000
Commercial
8580 OLD HIGHWAY 99, Winston, OR 97496
Serene 8-acre property with prime highway frontage! Currently operating as a retail nursery, boutique gift shop & floral...
Listed by eXp Realty, LLC
$530,000
Single Family Home
240 Wil WAY, Winston, OR 97496
Welcome to the highly desirable neighborhood of Safari Estates. This custom built 3-bedroom, 2 bath home offers stunning...
Listed by Next Generation Real Estate LLC
$349,900
Single Family Home
401 SUNNYSIDE DR, Winston, OR 97496
Step into this charming 3-bedroom, 2-bathroom home, built in 2004, and perfectly situated on a quiet dead-end street on ...
Listed by Different Better Real Estate
$459,900
Single Family Home
117 CITATION CT, Winston, OR 97496
Brand-new construction in the desirable Lookingglass Creek Estates subdivision! This thoughtfully designed home features...
Listed by Keller Williams Southern Oregon-Umpqua Valley
$289,000
Single Family Home
250 NW GLENHART AVE, Winston, OR 97496
Darling home in very good condition. Kitchen is bright and open with granite counters, and a newer sink and faucet. The ...
Listed by Cutting Edge Real Estate
$479,000
Single Family Home
295 WIL WAY, Winston, OR 97496
A beautiful home currently available in Safari Estates. This custom-built home, constructed by Shelby & Miguelena Constr...
Listed by Assist 2 Sell-Buyers & Sellers
$359,900
Single Family Home
340 SUNNYSIDE DR, Winston, OR 97496
Charming Updated Home in Winston, Oregon! Discover this beautifully updated one-level home in Winston! Featuring fresh i...
Listed by Kinected Realty LLC
$350,000
Single Family Home
151 NW SHERRY ST, Winston, OR 97496
Step into this charming 1965 Ranch-style home, nestled in a peaceful neighborhood on a generous double lot in the heart ...
Listed by Oregon Life Homes
$289,500
Single Family Home
520 SE DAWNA CT, Winston, OR 97496
Conveniently located just a few blocks from Winston Middle School, this home offers 3 bedrooms, 1 bathroom and updates i...
Listed by Oregon Life Homes
$489,000
Manufactured Home
1941 BYRON CREEK RD, Winston, OR 97496
Come home to your own private escape hidden in the trees! Beautiful parklike setting with amazing views and end of the r...
Listed by Roseburg Homes Realty