Multi-Family Homes & Duplexes for Sale in Winston, OR

Explore Similar Apartments Within 2 Miles of Winston, OR

/27
$370,000
- 4 Beds
- 2 Baths
- 2,092 Sq Ft
1927 Green Ave, Roseburg, OR 97471

Investment Opportunity! Here's your chance to own a hard-to-find duplex in the Green area. Each unit features 2 bedrooms, 1 bath, kitchen, living room, dining area, 1-car garage, and outdoor space. NEW ROOF installed June 2025! You could live in one and rent the other or rent both for double the income. Or for the ultimate investment, you could purchase all 4 available duplexes for a total of 8

Neil Hummel The Neil Company Real Estate

1927 Green Ave, Roseburg, OR 97471
/22
$342,000
- 4 Beds
- 2 Baths
- 1,679 Sq Ft
1911 Green Ave, Roseburg, OR 97471

Investment Opportunity! Here's your chance to own a hard-to-find duplex in the Green area. Each unit features 2 bedrooms, 1 bath, kitchen, living room, dining area, 1-car garage, and outdoor space. You could live in one and rent the other or rent both for double the income. Or for the ultimate investment, you could purchase all 4 available duplexes for a total of 8 units for income. These units

Neil Hummel The Neil Company Real Estate

1911 Green Ave, Roseburg, OR 97471
/24
$361,000
- 4 Beds
- 2 Baths
- 2,092 Sq Ft
1895 Green Ave, Roseburg, OR 97471

Investment Opportunity! Here's your chance to own a hard-to-find duplex in the Green area. Each unit features 2 bedrooms, 1 bath, kitchen, living room, dining area, 1-car garage, and outdoor space. You could live in one and rent the other or rent both for double the income. Or for the ultimate investment, you could purchase all 4 available duplexes for a total of 8 units for income. These units

Neil Hummel The Neil Company Real Estate

1895 Green Ave, Roseburg, OR 97471
/25
$370,000
- 4 Beds
- 2 Baths
- 2,092 Sq Ft
1883 Green Ave, Roseburg, OR 97471

Investment Opportunity! Here's your chance to own a hard-to-find duplex in the Green area. Each unit features 2 bedrooms, 1 bath, kitchen, living room, dining area, 1-car garage, and outdoor space. NEW ROOF installed June 2025! You could live in one and rent the other or rent both for double the income. Or for the ultimate investment, you could purchase all 4 available duplexes for a total of 8

Neil Hummel The Neil Company Real Estate

1883 Green Ave, Roseburg, OR 97471

Oregon Douglas County Winston

Why Live in Winston

Winston, Oregon, is a small community of nearly 6,000 residents nestled along the South Umpqua River and surrounded by forested landscapes. Known for its Wildlife Safari, Winston offers a driving tour featuring over 500 animals and 80 species. The town's parks, such as Riverbend Park and Winston Dillard County Park, provide playgrounds, skate parks, picnic areas, and summer concert series. Harold and Sid Nichols Park includes a public boat ramp, popular for fishing and kayaking. Winston's homes range from starter properties to high-end estates, with single-level ranch homes being the most common. Lot sizes vary from under 10,000 square feet to over 20 acres, and new developments like Rolling Meadows are underway. Dining options are concentrated around Southeast Main Street and Northwest Douglas Boulevard, with spots like Winston Diner & Drive-Thru and Willee's Cafe and Spirits. Grocery Outlet and Brosi's Sugartree Farms cater to local shopping needs, while nearby Abacela Winery and Freed Estates Vineyard offer tasting rooms. Highway 99 provides scenic routes through the area, including the Rogue-Umpqua Scenic Byway. Flooding can be a concern in local parks and boat ramps after heavy rainfall or snowmelt.

Learn more about living in Winston

Home Trends in Winston, OR

On average, homes in Winston, OR sell after 159 days on the market compared to the national average of 70 days. The median sale price for homes in Winston, OR over the last 12 months is $379,500, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$379,500

Median Single Family Sale Price

$386,500

Average Price Per Sq Ft

$261

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.30

Median List Price

$389,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-6%

How to Buy a Home How to Finance a Home How to Sell a Home

Winston Types of Homes for Sale

More About Living in Winston

Homes in Nearby Neighborhoods

Green Homes for Sale

Homes in Nearby Cities

Homes in Nearby Counties

Douglas County Homes for Sale

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate 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 Ten-X are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2025 RMLS™, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified.