Looking For Real Estate For Sale in Winston, Oregon?

 The G Team is the top experts on Selling or Buying a home in Winston. Browse available Winston listings

below and reach out to us for questions or to see a

property in person.

Why Winston, Oregon?

Winston is a small city in Douglas County, Oregon and is located about 10 miles southwest of Roseburg. Residing along the South Umpqua River, Winston is the gateway to several outdoor recreational opportunities, like picnicking, catching an outdoor concert at Riverbend Park & Skatepark, swimming in the river or taking advantage of the numerous fishing opportunities in the area. The local skate park is a popular attraction for the kids. Winston is also home to a variety of housing opportunities, from new construction to well established homes and rolling farmland.

Winston is also home to Wildlife Safari, featuring a 4.5-mile drive-thru tour with a look at more than 500 animals of 80 species. Wild residents include hippos, rhinos and zebras in the Africa section, with grizzly bears, bison and elk in the American area. The drive-thru portion of the park offers up-close access to tigers, lions and giraffes among other large creatures. You can also take advantage of the free walk-through area of the Safari Village, which features a botanical wonderland, animal exhibits, gift shop and a children’s petting zoo.

The G Team has sold many homes in the Winston area, and we are ready to help you too! If you’re thinking about relocating to Winston or need to sell your home, put our experience to work for you and hire the best real estate team to help you navigate the process!

Homes for sale in Winston, Oregon

For Sale Recently Sold

22 Results

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$780,000

635 WIL WAY
Winston, OR 97496

1

4
Beds

3 | 1
Baths

3,072
SqFt

(45)

635 WIL WAY, Winston, OR 97496 

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#638883098 | House

This Listing Courtesy of Different Better Real Estate

$750,000

1090 E WILLIS CREEK RD
Winston, OR 97496

2

3
Beds

2
Baths

2,167
SqFt

(25)

1090 E WILLIS CREEK RD, Winston, OR 97496 

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#554552299 | House

This Listing Courtesy of Currieco Real Estate

$749,000

1068 RICE CREEK RD
Winston, OR 97496

3

4
Beds

2 | 1
Baths

2,362
SqFt

(48)

1068 RICE CREEK RD, Winston, OR 97496 

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#393875271 | House

This Listing Courtesy of G. Stiles Realty

$749,000

1470 E WILLIS CREEK RD
Winston, OR 97496

4

3
Beds

2 | 1
Baths

1,845
SqFt

(48)

1470 E WILLIS CREEK RD, Winston, OR 97496 

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#370595488 | House

This Listing Courtesy of Knipe Realty ERA Powered 503-551-0081

$725,000

411 NW WOODLAND DR
Winston, OR 97496

5

4
Beds

2
Baths

2,240
SqFt

(48)

411 NW WOODLAND DR, Winston, OR 97496 

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#24526415 | House

This Listing Courtesy of RE/MAX Integrity

$600,000

308 HELWEG RD
Winston, OR 97496

6

3
Beds

1 | 1
Baths

2,026
SqFt

(20)

308 HELWEG RD, Winston, OR 97496 

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#314807389 | House

This Listing Courtesy of Oregon Life Homes 541-391-1623

$590,000

102 SARAH BEAR LN
Winston, OR 97496

7

4
Beds

3
Baths

2,660
SqFt

(32)

102 SARAH BEAR LN, Winston, OR 97496 

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#475121789 | House

This Listing Courtesy of Currieco Real Estate

$499,500

240 Wil WAY
Winston, OR 97496

8

3
Beds

2
Baths

2,186
SqFt

(32)

240 Wil WAY, Winston, OR 97496 

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#246531491 | House

This Listing Courtesy of Next Generation Real Estate LLC

$479,900

13224 SE LOOKINGGLASS RD
Winston, OR 97496

9

4
Beds

2
Baths

2,534
SqFt

(46)

13224 SE LOOKINGGLASS RD, Winston, OR 97496 

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Open House: Aug 24, 2025, 2:00 PM - 5:00 PM

 

#799316838 | House

This Listing Courtesy of eXp Realty, LLC 541-671-0578

$454,000

0 RICE CREEK RD
Winston, OR 97496

10

2
Beds

1
Baths

2,056
SqFt

(48)

0 RICE CREEK RD, Winston, OR 97496 

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#687229481 | House

This Listing Courtesy of Oregon Life Homes 541-391-1623

$439,000

441 NW GALAXY DR
Winston, OR 97496

11

3
Beds

2
Baths

1,310
SqFt

(39)

441 NW GALAXY DR, Winston, OR 97496 

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#521772279 | House

This Listing Courtesy of Works Real Estate

$400,000

360 NE ROSE RIDGE DR
Winston, OR 97496

12

3
Beds

2
Baths

1,554
SqFt

(37)

360 NE ROSE RIDGE DR, Winston, OR 97496 

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#407392105 | House

This Listing Courtesy of Oregon Life Homes 541-391-1623

$399,900

621 SE ROSE RIDGE DR
Winston, OR 97496

13

3
Beds

2
Baths

1,620
SqFt

(47)

621 SE ROSE RIDGE DR, Winston, OR 97496 

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#742913220 | House

This Listing Courtesy of Keller Williams Southern Oregon-Umpqua Valley 541-371-5500

$395,000

140 TERESA LN
Winston, OR 97496

14

3
Beds

2
Baths

1,592
SqFt

(28)

140 TERESA LN, Winston, OR 97496 

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#333100615 | House

This Listing Courtesy of J Mann Realty

$377,500

10 SE KEGLER AVE
Winston, OR 97496

15

3
Beds

1
Baths

1,434
SqFt

(47)

10 SE KEGLER AVE, Winston, OR 97496 

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#190069115 | House

This Listing Courtesy of Different Better Real Estate

$355,000

185 SE LEBLEU LN
Winston, OR 97496

16

3
Beds

2
Baths

1,257
SqFt

(16)

185 SE LEBLEU LN, Winston, OR 97496 

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#194070526 | House

This Listing Courtesy of Keller Williams Realty Eugene and Springfield 541-221-8771

$350,000

120 SE EDWARDS AVE
Winston, OR 97496

17

3
Beds

2
Baths

1,421
SqFt

(27)

120 SE EDWARDS AVE, Winston, OR 97496 

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#290510884 | House

This Listing Courtesy of Oregon Life Homes 234-855-7039

$345,000

151 NW SHERRY ST
Winston, OR 97496

18

3
Beds

2
Baths

1,835
SqFt

(39)

151 NW SHERRY ST, Winston, OR 97496 

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#712884097 | House

This Listing Courtesy of Oregon Life Homes 541-603-8465

$325,000

231 NE DARRELL AVE
Winston, OR 97496

19

3
Beds

2
Baths

1,374
SqFt

(47)

231 NE DARRELL AVE, Winston, OR 97496 

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#492618457 | House

This Listing Courtesy of Johnson Group Real Estate, LLC

$299,500

120 SW BRANTLEY DR
Winston, OR 97496

20

3
Beds

2
Baths

1,678
SqFt

(20)

120 SW BRANTLEY DR, Winston, OR 97496 

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#274421122 | House

This Listing Courtesy of Winston Realty & Insurance winstonrealtyandins@gmail.com

$294,900

551 NW T ST
Winston, OR 97496

21

3
Beds

1
Baths

1,668
SqFt

(23)

551 NW T ST, Winston, OR 97496 

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#184512147 | House

This Listing Courtesy of Lamonte Real Estate Professionals

$199,999

110 SE DARRELL AVE
Winston, OR 97496

22

2
Beds

1
Baths

735
SqFt

(14)

110 SE DARRELL AVE, Winston, OR 97496 

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#24381778 | House

This Listing Courtesy of Trueblood Real Estate

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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 eXp Realty, LLC 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.
IDX content is updated approximately every two hours. 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.

RMLS - Oregon data last updated at August 16, 2025, 3:37 PM PT

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