$230,000
381 SE Gregory Dr, Winston, OR 97496
Seize this opportunity with this charming single-story 1948 ranch style home boasting 2 bedrooms, 1 bath, and about 1,323 sq ft of living space on a generous 0.61-acre lot. Surrounded by mature trees and offering a peaceful, rural-suburban feel in the heart of Douglas County. This mid-century gem features timeless details like a prominent brick chimney, large picture windows for natural light,
Nile Stark RE/MAX Integrity
$169,900 Sold Jan 20, 2026
222 NW Broc Dr, Winston, OR 97496
Last Sold Summary
Last Listing Agent Anthony Beckham Different Better Real Estate
Est $223,226 Not Listed For Sale
1047 Oregon 42, Winston, OR 97496
Last Sold Summary
Last Sold Price $144,900
Last Listing Agent Rick Richtik The Neil Company Real Estate
$229,000
90 SE Darrell Ave, Winston, OR 97496
This charming 2-bedroom, 2-bathroom manufactured home in Winston, Oregon offers comfortable, modern living in a convenient location close to shopping, dining and other local amenities. Nestled on its own land, this home combines privacy with easy access to town.Inside, you’ll love the open-design floor plan that creates a bright, spacious feel throughout the living room, dining area and
Rebekah Sexauer eXp Realty, LLC
$399,900 Sold Feb 20, 2026
364 NW Teal St, Winston, OR 97496
Last Sold Summary
Current Estimated Value $401,426
Last Listing Agent Joe Hajos Berkshire Hathaway HomeServices Real Estate Professionals
Not Listed For Sale
0 NW Civil Bend Ave Unit 24521552, Winston, OR 97496
Last Sold Summary
Last Sold Price $85,000
Last Listing Agent Emily Volk Karen Volk Realty
$80,000
271 SE Robinson St, Winston, OR 97496
Build Your Dream Home on This Prime Lot!Nice Lot – Prime Location – All Utilities – Investment Opportunity!Discover the perfect canvas for your future home. This spacious lot comes with full utilities—water, electricity, and sewer—ready for you to build. Nestled in a good location, it’s ideal for families, investors, or anyone looking to live in town. Don’t miss out on this incredible
Kayla Wehe Lamonte Real Estate Professionals
$255,000 Sold Mar 20, 2026
308 NW Civil Bend Ave, Winston, OR 97496
Last Sold Summary
Current Estimated Value $254,961
Last Listing Agent Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
Est $694,532 Not Listed For Sale
6910 Upper Olalla Rd, Winston, OR 97496
Last Sold Summary
Last Sold Price $1,109,000
Last Listing Agent Rachel Bryant Keller Williams Southern Oregon-Umpqua Valley
$312,000
0 NW Brockway Rd, Winston, OR 97496
Premier 13.5 Mixed-Use Development Opportunity! A trifecta of buildability and prestige. Position your next project in the path of progress with this exceptional parcel. Located strategically within the Urban Growth Area and zoned as mixed use (CHIS), this site offers density potential combined with the unparalleled natural beauty of the region which include mountain and vineyard views. The
Cynthia Beach The Neil Company Real Estate
$285,000 Sold Mar 13, 2026
271 NW Sherry St, Winston, OR 97496
Last Sold Summary
Current Estimated Value $282,459
Last Listing Agent Shae Ellison Platinum Realty
Est $416,649 Not Listed For Sale
291 SE Kara St, Winston, OR 97496
Last Sold Summary
Last Sold Price $407,500
Last Listing Agent Codi Lookabaugh Redfin
$149,900
463 SE Gregory Dr, Winston, OR 97496
1993 manufactured home with addition. Has 1130 sq ft with deck. On .21 acre lot. 3 br 2 baths. Includes range, refrig, microwave, dishwasher, trash compactor, washer/dryer. Assumable VA loan. Has playhouse and storage building.
Valynn Currie Currieco Real Estate
$150,000 Sold Aug 08, 2025
0 Ireland Rd, Winston, OR 97496
Last Sold Summary
Last Listing Agent Daniel Siler Engel & Volkers West Portland
Not Listed For Sale
0 Wil Way Unit 24000784, Winston, OR 97496
Last Sold Summary
Last Sold Price $200,000
Last Listing Agent Marilyn Kittelman Cutting Edge Real Estate
$119,000
221 NW Bree Dr, Winston, OR 97496
Meticulously maintained 3-bedroom, 2-bath manufactured home located in a quiet and private all-ages co-op community with a low $449 monthly space rent, including water and sewer. Built in 1998, this home offers a functional and inviting layout with a split-bedroom design and a separate family/media room just off the main living area, providing flexibility for everyday living or entertaining. The
Brenda Smith Stellar Realty Northwest
$355,000 Sold Sep 18, 2025
595 SE Parkway Dr, Winston, OR 97496
Last Sold Summary
Current Estimated Value $355,910
Last Listing Agent Jacob Gilman The Neil Company Real Estate
Est $332,926 Not Listed For Sale
109 NW Woodland Dr, Winston, OR 97496
Last Sold Summary
Last Sold Price $309,000
Last Listing Agent Julie Lauritzen Oregon Life Homes
$830,000 Under Contract
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 in the heart of Oregon’s Umpqua Valley AVA. Surrounded by timber, a year-round creek, and a seasonal pond, this scenic retreat offers privacy, natural beauty, and endless potential.At the heart of the property is a spacious 3,000 sq ft home featuring four large bedrooms and
Lorrie Normann Triple Oaks Realty LLC
$469,900 Sold Apr 16, 2025
117 Citation Ct, Winston, OR 97496
Last Sold Summary
Current Estimated Value $474,945
Last Listing Agent Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
Est $308,885 Not Listed For Sale
220 NW Timothy Ave, Winston, OR 97496
Last Sold Summary
Last Sold Price $289,000
Last Listing Agent Eloise Donovan Currieco Real Estate
$180,000
101 NE Darrell Ave, Winston, OR 97496
Charming affordable singlewide manufacture home on .18 of an acre, located on a corner lot. This 2 bedroom, 1 bath home has a covered front porch and back deck with a chain link fenced yard. Storage shed and off street parking.
Nancy Wood Oregon Life Homes
$255,000 Sold Nov 12, 2025
829 Raleigh Dr, Winston, OR 97496
Last Sold Summary
Current Estimated Value $261,986
Last Listing Agent Kayla Wehe Lamonte Real Estate Professionals
Est $319,825 Not Listed For Sale
692 SE Lenore St, Winston, OR 97496
Last Sold Summary
Last Sold Price $315,000
Last Listing Agent Scott Welch More Realty
$273,000 Pending
151 NE Plum Ridge Dr, Winston, OR 97496
Spacious 4 bedroom, 2.5 bath home located in the Plum Ridge neighborhood of Winston. 1512 sq ft with a functional floor plan, open living and dining area, and generous bedroom sizes. Detached 2-car garage and fenced yard provide added utility and storage. Bring your tools and get ready to build equity with this light-fix opportunity. Home is in need of repairs and updating and is being sold in
Tiffanie Frasier Keller Williams Southern Oregon-Umpqua Valley
$315,000 Sold Feb 27, 2026
120 SE Edwards Ave, Winston, OR 97496
Last Sold Summary
Current Estimated Value $321,750
Last Listing Agent Jerry Norman Oregon Life Homes
Not Listed For Sale
280 NW Bree Dr, Winston, OR 97496
Last Sold Summary
Last Sold Price $67,500
Last Listing Agent Jeff Boyter The Neil Company Real Estate
$268,000 Pending
430 SE Carrol St, Winston, OR 97496
Beautifully updated 3-bedroom, 2-bath Craftsman-style home situated on a corner lot in a charming small town. The home features a great open floor plan with a dedicated dining area, highlighted by a beautiful custom maple eating bar that adds unique character and warmth. The spacious living room showcases brand-new laminate flooring and a cozy pellet stove, providing comfort and relaxation during
Elena Mackey eXp Realty, LLC
$110,000 Sold Oct 16, 2025
260 NE Darrell Ave, Winston, OR 97496
Last Sold Summary
Current Estimated Value $124,396
Last Listing Agent Lacey Williams Trueblood Real Estate
Est $423,726 Not Listed For Sale
122 Citation Ct, Winston, OR 97496
Last Sold Summary
Last Sold Price $409,900
Last Listing Agent Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$375,000 Open House 4/11
182 Woodduck St, Winston, OR 97496
Quality contemporary 3 bedroom, 2 bath 1452 sq ft home built in 2005 in Hunters Crossing. Has Double garage, vaulted ceilings, appliances included. Newly painted. Laminate floors throughout, covered patio in private fenced yard low maintenance. Will finance all ways. Turn key ready. RV Parking/boat parking.
Valynn Currie Currieco Real Estate
$650,000 Sold Aug 08, 2025
1260 Ireland Rd, Winston, OR 97496
Last Sold Summary
Current Estimated Value $708,000
Last Listing Agent Daniel Siler Engel & Volkers West Portland
Not Listed For Sale
434 NW Broc Dr, Winston, OR 97496
Last Sold Summary
Last Sold Price $135,000
Last Listing Agent Katy Bernal Bernal Realtor LLC
$359,000 Open House 4/11
380 NW Cary St, Winston, OR 97496
Open house April 11th from 12 - 2pm.Schedule your private tour today of this adorable 4bd 2ba open floor plan home, located on a generous lot, with an extra deep garage and additional off-street parking for your RV or Boat. Just a 15-minute drive to Roseburg, close to local schools and just down the street from the Wildlife Safari.
Willow Pearson Oregon Life Homes
$465,000 Sold Jul 15, 2025
271 Woodland Dr, Winston, OR 97496
Last Sold Summary
Current Estimated Value $460,219
Last Listing Agent Patrice Glasscock Walt Gayner Real Estate
Est $427,062 Not Listed For Sale
120 Citation Ct, Winston, OR 97496
Last Sold Summary
Last Sold Price $427,500
Last Listing Agent Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley
$353,400 Pending
110 Teresa Ln, Winston, OR 97496
Welcome home to this beautifully maintained single-level residence in the sought-after Creekside Meadows neighborhood of Winston. Built in 2018, this light-filled 3-bedroom, 2-bath home offers 1,290 square feet of thoughtfully designed living space with an open, easy-flow floor plan ideal for both everyday living and entertaining. Vinyl flooring runs throughout the home, complementing the modern
TAYLOR CAMPBELL Urban Pacific Real Estate
$1,230,000 Sold Oct 16, 2025
Unlisted Address
Last Sold Summary
Last Listing Agent Tim Snyder Berkshire Hathaway HomeServices Real Estate Professionals
Est $303,898 Not Listed For Sale
189 SE Darrell Ave, Winston, OR 97496
Last Sold Summary
Last Sold Price $276,000
Last Listing Agent Mark Townsend Keller Williams Southern Oregon-Umpqua Valley
$220,000
0 Old Highway 99 S, Myrtle Creek, OR 97457
Discover a rare opportunity to own 14.5 acres of picturesque farm and agricultural land along the beautiful South Umpqua River. This gently sloping pasture offers a stunning blend of open green pasture, mature trees, and river front, creating a peaceful and scenic setting in every direction.Enjoy sweeping views of the surrounding mountains, tranquil river frontage, and lush countryside—an ideal
Christina Castle-Rey Hybrid Real Estate
Showing Results 81 - 120, Page 3 of 18
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