Winston, OR homes for sale & real estate

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NEW 11 HRS AGO

308 Helweg Rd, Winston, OR 97496
308 Helweg Rd, Winston, OR 97496
308 Helweg Rd, Winston, OR 97496
ABOUT THIS HOME
Winston, OR Homes for Sale
Prime 12.91-acre agricultural property zoned (FC) Exclusive Farm Use-Cropland with 10 acres of primary pond and supplemental river irrigation rights (priority date 1983). This land is perfectly positioned for a profitable homestead, organic farm, or u-pick business. Previously used for hay production and livestock, the soil and water offer a solid foundation for success. The existing home and structures are not currently habitable and will require substantial renovation or replacement - a blank slate to build your vision from the ground up. Located with convenient access to the public and major transportation routes, this property is ideal for farm-to-market ventures or direct-to-consumer s

$600,000

3 beds1.5 baths2,026 sq ft

308 Helweg Rd, Winston, OR 97496

12.91 acre lot • 2 garage spots • Car-dependent

Aaron Cherry • Oregon Life Homes

NEW 18 HRS AGO

320 5th St, Dillard, OR 97432
320 5th St, Dillard, OR 97432
ABOUT THIS HOME
Winston, OR Homes for Sale
The perfect large, level lot to build your home or place a manufactured home on. Just outside of Winston in Dillard. This . 36 lot is all flat and usable with city services already on lot. Currently there's a MFH which is of 'no value' on property. This is an Estate sale, so it is being sold "As is" Estate will do no repairs. Bring us an offer.

$125,000

3 beds2 baths1,080 sq ft

320 5th St, Dillard, OR 97432

0.36 acre lot • Car-dependent

Beverly Beier • G. Stiles Realty

635 Wil Way, Winston, OR 97496
635 Wil Way, Winston, OR 97496
635 Wil Way, Winston, OR 97496
ABOUT THIS HOME
Winston, OR Homes for Sale
One of a kind property that is a true gem. Panoramic views of the Abacela Vineyards, the Wildlife Safari, the beautiful city, and the stunning valleys. While being tucked away at the end of the road for extra privacy. Nestled on over 20 acres, this parcel adjoins the Wildlife Safari. Imagine watching exotic animals from your back yard! The home is a gorgeous 2019 build featuing many high quality features. Hardwood floors throughout, tall ceilings, warm and bright colors. With over 3000 sq ft, the home has plenty room for you to make it your own. Relax in the quiet den or enjoy the open kitchen with many customizations to it. Gas at the property and rv/tesla hookups installed. Don't forget,

$799,500

4 beds3.5 baths3,072 sq ft

635 Wil Way, Winston, OR 97496

20.08 acre lot • 2 garage spots • Car-dependent

Ashton Faas • Different Better Real Estate

1090 E Willis Creek Rd, Winston, OR 97496
1090 E Willis Creek Rd, Winston, OR 97496
1090 E Willis Creek Rd, Winston, OR 97496
ABOUT THIS HOME
Winston, OR Homes for Sale
Secluded private 2167 sq ft 3 br 2 bath contemporary home on 9.81 acres. Has open beam ceilings, wood stove, barn, wood shop, 2 gar garage. Garden area, city water, creek. Mostly level property. Charming kitchen with large pantry and skylight, ample dining room overlooking the garden and yard. Living room has bay window and room to entertain. Covered parking for boat or RV.

$750,000

3 beds2 baths2,167 sq ft

1090 E Willis Creek Rd, Winston, OR 97496

9.81 acre lot • 2 garage spots • Car-dependent

Valynn Currie • Currieco Real Estate

13224 SE Lookingglass Rd, Winston, OR 97496
13224 SE Lookingglass Rd, Winston, OR 97496
13224 SE Lookingglass Rd, Winston, OR 97496
ABOUT THIS HOME
Winston, OR Homes for Sale
Experience the unique allure of this beautifully updated, original homestead farmhouse nestled in Safari Estates. Thoughtful remodel and tasteful updates have modernized this 1900-built farmhouse, preserving its character while enhancing comfort. With 2,516 sq ft of living space, four bedrooms, and two full baths, this home blends historic charm with modern comfort. The kitchen has been remodeled with beautiful granite countertops, new stainless-steel appliances including a huge farm-house sink and a gas cook stove. The home has new solar panels installed, lowering utility bills. In addition, the new roof and new HVAC unit bring peace of mind. The home exterior has been painted, the ut

$479,900

4 beds2 baths2,534 sq ft

13224 SE Lookingglass Rd, Winston, OR 97496

0.45 acre lot • Garage • Car-dependent

Deleta Dickson • eXp Realty, LLC

Property at 120 SE Edwards Ave, Winston, OR 97496, 3 beds, 2 baths

$350,000

3 beds2 baths1,421 sq ft

120 SE Edwards Ave, Winston, OR 97496

Jerry Norman • Oregon Life Homes

Property at 0 Rice Creek Rd, Winston, OR 97496, 2 beds, 1 bath

$454,000

2 beds1 bath2,056 sq ft

0 Rice Creek Rd, Winston, OR 97496

Aaron Cherry • Oregon Life Homes

Property at 224 Fifth St, Dillard, OR 97432, 3 beds, 1 bath

$278,000

3 beds1 bath1,085 sq ft

224 Fifth St, Dillard, OR 97432

Terri LeVasseur • J Mann Realty

Property at 120 SW Brantley Dr, Winston, OR 97496, 3 beds, 2 baths

$328,500

3 beds2 baths1,678 sq ft

120 SW Brantley Dr, Winston, OR 97496

Robert Zuver • Winston Realty & Insurance

Property at 621 SE Rose Ridge Dr, Winston, OR 97496, 3 beds, 2 baths

$399,900

3 beds2 baths1,620 sq ft

621 SE Rose Ridge Dr, Winston, OR 97496

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 441 NW Galaxy Dr, Winston, OR 97496, 3 beds, 2 baths

$450,000

3 beds2 baths1,310 sq ft

441 NW Galaxy Dr, Winston, OR 97496

Nichole Sharman • Works Real Estate

Property at 185 SE Lebleu Ln, Winston, OR 97496, 3 beds, 2 baths

$359,000

3 beds2 baths1,257 sq ft

185 SE Lebleu Ln, Winston, OR 97496

Kurt Delahooke • Keller Williams Realty Eugene and Springfield

Property at 360 NE Rose Ridge Dr, Winston, OR 97496, 3 beds, 2 baths

$400,000

3 beds2 baths1,554 sq ft

360 NE Rose Ridge Dr, Winston, OR 97496

Aaron Cherry • Oregon Life Homes

Property at 110 NW Anne Ave, Winston, OR 97496, 3 beds, 2 baths

$159,900

3 beds2 baths1,512 sq ft

110 NW Anne Ave, Winston, OR 97496

Kristin Fregoso • RE/MAX Integrity

Property at 111 Sharway Ln, Winston, OR 97496, 2 beds, 1 bath

$59,000

2 beds1 bath840 sq ft

111 Sharway Ln, Winston, OR 97496

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 119 SE Oak Leaf Ln, Winston, OR 97496, 1 bed, 1 bath

$60,000

1 bed1 bath384 sq ft

119 SE Oak Leaf Ln, Winston, OR 97496

Cindi Mills • RE/MAX Integrity

Property at 10 SE Kegler Ave, Winston, OR 97496, 3 beds, 1 bath

$377,500

3 beds1 bath1,434 sq ft

10 SE Kegler Ave, Winston, OR 97496

Anthony Beckham • Different Better Real Estate

Property at 1068 Rice Creek Rd, Winston, OR 97496, 4 beds, 2.5 baths

$749,000

4 beds2.5 baths2,362 sq ft

1068 Rice Creek Rd, Winston, OR 97496

Joan Smith • G. Stiles Realty

Property at 140 Teresa Ln, Winston, OR 97496, 3 beds, 2 baths

$395,000

3 beds2 baths1,592 sq ft

140 Teresa Ln, Winston, OR 97496

Jason Mann • J Mann Realty

Property at 123 1st St, Dillard, OR 97432, 4 beds, 2 baths

$385,000

4 beds2 baths2,604 sq ft

123 1st St, Dillard, OR 97432

Raymond Coburn • eXp Realty, LLC

Property at 231 NE Darrell Ave, Winston, OR 97496, 3 beds, 2 baths

$335,000

3 beds2 baths1,374 sq ft

231 NE Darrell Ave, Winston, OR 97496

Cynthia Johnson • Johnson Group Real Estate, LLC

Property at 100 Crater Rd, Camas Valley, OR 97416, 3 beds, 2 baths

$465,000

3 beds2 baths1,600 sq ft

100 Crater Rd, Camas Valley, OR 97416

Aaron Cherry • Oregon Life Homes

Property at 102 Sarah Bear Ln, Winston, OR 97496, 4 beds, 3 baths

$590,000

4 beds3 baths2,660 sq ft

102 Sarah Bear Ln, Winston, OR 97496

Valynn Currie • Currieco Real Estate

Property at 375 Porter Creek Rd, Winston, OR 97496, 4 beds, 3 baths

$870,000

4 beds3 baths3,000 sq ft

375 Porter Creek Rd, Winston, OR 97496

Lorrie Normann • Triple Oaks Realty LLC

Property at 240 Wil Way, Winston, OR 97496, 3 beds, 2 baths

$499,500

3 beds2 baths2,186 sq ft

240 Wil Way, Winston, OR 97496

Jacob Sanchez • Next Generation Real Estate LLC

Property at 751 SE Meadowood Dr, Winston, OR 97496, 2 beds, 2 baths

$240,000

2 beds2 baths1,120 sq ft

751 SE Meadowood Dr, Winston, OR 97496

Tim Smith • RE/MAX Integrity

Property at 7941 Upper Olalla Rd, Winston, OR 97496, 3 beds, 2 baths

$565,000

3 beds2 baths2,167 sq ft

7941 Upper Olalla Rd, Winston, OR 97496

Carol Williams • The Neil Company Real Estate

Property at 551 NW T St, Winston, OR 97496, 3 beds, 1 bath

$294,900

3 beds1 bath1,668 sq ft

551 NW T St, Winston, OR 97496

Bob Lamonte • Lamonte Real Estate Professionals

Property at 1941 Byron Creek Rd, Winston, OR 97496, 2 beds, 2 baths

$489,000

2 beds2 baths1,764 sq ft

1941 Byron Creek Rd, Winston, OR 97496

Andrew Stoner • Roseburg Homes Realty

Property at 110 SE Darrell Ave, Winston, OR 97496, 2 beds, 1 bath

$199,999

2 beds1 bath735 sq ft

110 SE Darrell Ave, Winston, OR 97496

Lacey Williams • Trueblood Real Estate

Property at 151 NW Sherry St, Winston, OR 97496, 3 beds, 2 baths

$345,000

3 beds2 baths1,835 sq ft

151 NW Sherry St, Winston, OR 97496

RaNae Sams • Oregon Life Homes

Property at 1470 E Willis Creek Rd, Winston, OR 97496, 3 beds, 2.5 baths

$749,000

3 beds2.5 baths1,845 sq ft

1470 E Willis Creek Rd, Winston, OR 97496

Rhonda Marshall • Knipe Realty ERA Powered

Property at 197 Wil Way, Winston, OR 97496, 4 beds, 2 baths

$469,000

4 beds2 baths1,994 sq ft

197 Wil Way, Winston, OR 97496

Nancy Wood • Oregon Life Homes

Property at 80 NW Lost Ln, Winston, OR 97496, 4 beds, 2 baths

$2,000,000

4 beds2 baths1,992 sq ft

80 NW Lost Ln, Winston, OR 97496

Dawn Trapalis • Harcourts Integrity Team Real Estate Services, LLC.

Property at 215 Parkinson Rd, Winston, OR 97496

$2,500,000

— beds— baths— sq ft

215 Parkinson Rd, Winston, OR 97496

Nick Knight • Knight Realty Group LLC

Property at 0 Lookingglass Rd, Roseburg, OR 97471

$550,000

— beds— baths— sq ft

0 Lookingglass Rd, Roseburg, OR 97471

D'Anna Caylor • RE/MAX Integrity

Property at 873 SE Edgewood St, Winston, OR 97496

$92,000

— beds— baths— sq ft

873 SE Edgewood St, Winston, OR 97496

Nick Knight • Knight Realty Group LLC

Property at SE Gregory Dr, Winston, OR 97496

$225,000

— beds— baths— sq ft

SE Gregory Dr, Winston, OR 97496

Larry Alberts • Keller Williams Realty Eugene and Springfield

Property at Danielle Dr, Winston, OR 97496

$850,000

— beds— baths— sq ft

Danielle Dr, Winston, OR 97496

Jeremy Parmenter • TLC Realty

Property at 0 Wil Way, Winston, OR 97496

$430,000

— beds— baths— sq ft

0 Wil Way, Winston, OR 97496

Ashton Faas • Different Better Real Estate

Property at 105 SE Lebleu Ln, Winston, OR 97496

$59,000

— beds— baths— sq ft

105 SE Lebleu Ln, Winston, OR 97496

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

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Average home prices near Winston, OR

Cities

Zip Codes

97471 homes for sale
$549,000
97496 homes for sale
$395,000

Winston, OR real estate trends

All Home Types trends in Winston, OR

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$362,000

-4.5% YoY | Jun 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2025

Growth

% YoY

Winston, OR

$362,000

-4.5%

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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 Redfin are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2025 RMLS, Portland, Oregon. Data Last Updated Wed Jul 30 2025

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