Homes for sale under $350k in Winston, OR

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ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Extremely nice 1999 triple-wide on a beautiful corner lot. Features 3 bedrooms, 2 baths with a large kitchen, living, and family rooms. There is also a gas fireplace, new heat pump, and an extra large 2-car garage. Outside has a covered deck, patio, mature landscaping, and fenced yard with sprinkler and drip system.

$350,000

3 beds2 baths1,848 sq ft

210 NW Timothy Ave, Winston, OR 97496

Covered deck • New heat pump • Triple-wide

John McVeigh • The Neil Company Real Estate

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Set on a full acre at the edge of town, this property blends flexibility, functionality, and a 1,200 sq ft shop that’s hard to ignore! The 3-bedroom, 1-bath home includes an oversized living room with exposed wood accents and rustic-style posts that bring a bit of texture and charm. Heating and cooling are handled with ductless systems, and there’s a gas fireplace to keep things cozy. The kitchen features granite counters, solid oak cabinetry, and durable tile flooring. A casual dining nook sits just off to the side, keeping meals close to the action. The primary suite is generously sized with tall ceilings, ductless heating and cooling, ample closet space, a gas fireplace, and

$342,500

3 beds1 bath1,434 sq ft

10 SE Kegler Ave, Winston, OR 97496

1200 sq ft shop • Ductless systems • Solid oak cabinetry

Anthony Beckham • Different Better Real Estate

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Solid home in Winston with a newer roof and open concept floorplan. Welcome home to this well maintained single-story home with a modern layout, featuring an inviting open-concept layout designed for both comfort and privacy. The spacious primary bedroom includes an attached bathroom, offering a private retreat. The living room features a gas fireplace, perfect for relaxing evenings. Step outside to enjoy unrestricted views of nature from the backyard, complete with a deck that's ideal for a morning coffee. Nestled in a quiet neighborhood with easy access to I-5 for commuting or a quick trip to nearby Roseburg. Additional highlights include newer stainless steel kitchen appliances, a roof t

$335,900

3 beds2 baths1,257 sq ft

185 SE Lebleu Ln, Winston, OR 97496

Unrestricted views • Gas fireplace • Easy access to i-5

Kurt Delahooke • Keller Williams Realty Eugene and Springfield

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Great location with a custom built one level home located on . 39 of an acre at the end of the road in Winston with City Services! Home built in 1981 with approximately 1,374 square feet, 3 bedrooms and 2 full bathrooms, primary bedroom and bathroom has a walk-in closet and slider door to deck, nice Kitchen with oodles of oak cabinets, lots of counter space, plus a pantry, Living room has beautiful vaulted wood ceilings, nice sized bedrooms, convenient laundry closet in hallway, Double attached garage, tool shed with electricity in it, property has room to park an RV, deck, brick patio with a hot tub and a firepit, fruit trees, Palm Tree, etc. A must see to appreciate.

$325,000

3 beds2 baths1,374 sq ft

231 NE Darrell Ave, Winston, OR 97496

Slider door to deck • Walk-in closet • 0.39 acre lot

Cynthia Johnson • Johnson Group Real Estate, LLC

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Welcome to this 3-bedroom, 2-bath single-level custom home. Thoughtfully designed with comfort and functionality in mind, this 1,421 sq ft residence offers a spacious open-concept layout, vaulted ceilings, and abundant natural light throughout. The kitchen features wood cabinetry, stainless steel appliances, and a breakfast bar perfect for casual meals or entertaining guests. The primary suite is privately situated and includes an ensuite bath, while two additional bedrooms provide flexibility for guests, a home office, or growing household needs. Step outside to enjoy your fully fenced backyard and a sunny deck ideal for BBQs, gardening, or relaxing with your favorite book. Enjoy the added

$325,000

3 beds2 baths1,421 sq ft

120 SE Edwards Ave, Winston, OR 97496

Custom home • Ensuite bath • Wood cabinetry

Jerry Norman • Oregon Life Homes

Property at 173 NE Main St, Winston, OR 97496, 3 beds, 2 baths

$309,900

3 beds2 baths1,782 sq ft

173 NE Main St, Winston, OR 97496

Jennifer Kramer • RE/MAX Integrity

Property at 68 NW Rose St, Winston, OR 97496, 4 beds, 2 baths

$308,900

4 beds2 baths1,288 sq ft

68 NW Rose St, Winston, OR 97496

Ryan Fox • Berkshire Hathaway HomeServices Real Estate Professionals

Property at 310 NW Lost Ln, Winston, OR 97496, 4 beds, 2 baths

$304,900

4 beds2 baths1,769 sq ft

310 NW Lost Ln, Winston, OR 97496

Tammi Ellison • eXp Realty, LLC

Property at 617 Poison Oak Dr, Winston, OR 97496, 3 beds, 1 bath

$275,000

3 beds1 bath1,056 sq ft

617 Poison Oak Dr, Winston, OR 97496

Bob Lamonte • Lamonte Real Estate Professionals

Property at 308 NW Civil Bend Ave, Winston, OR 97496, 3 beds, 2 baths

$265,000

3 beds2 baths1,296 sq ft

308 NW Civil Bend Ave, Winston, OR 97496

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 350 SE Park St, Winston, OR 97496, 3 beds, 1 bath

$249,000

3 beds1 bath994 sq ft

350 SE Park St, Winston, OR 97496

Michael Brown • Oregon Life Homes

Property at 90 SE Darrell Ave, Winston, OR 97496, 2 beds, 2 baths

$239,000

2 beds2 baths924 sq ft

90 SE Darrell Ave, Winston, OR 97496

Rebekah Sexauer • eXp Realty, LLC

Property at 301 NW Midway St, Winston, OR 97496, 3 beds, 2 baths

$199,000

3 beds2 baths1,156 sq ft

301 NW Midway St, Winston, OR 97496

Tracy Grubbs • eXp Realty, LLC

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

$194,999

2 beds1 bath735 sq ft

110 SE Darrell Ave, Winston, OR 97496

Lacey Williams • Trueblood Real Estate

Property at 222 NW Broc Dr, Winston, OR 97496, 3 beds, 2 baths

$169,900

3 beds2 baths1,512 sq ft

222 NW Broc Dr, Winston, OR 97496

Anthony Beckham • Different Better Real Estate

Property at 180 Twin Oaks Loop, Winston, OR 97496, 3 beds, 2 baths

$137,000

3 beds2 baths1,404 sq ft

180 Twin Oaks Loop, Winston, OR 97496

Raymond Coburn • eXp Realty, LLC

Property at 124 Country Side Ln, Winston, OR 97496, 3 beds, 2 baths

$100,000

3 beds2 baths1,296 sq ft

124 Country Side Ln, Winston, OR 97496

Jason Mann • J Mann Realty

Property at 241 Twin Oaks Loop, Winston, OR 97496, 3 beds, 2 baths

$95,000

3 beds2 baths1,296 sq ft

241 Twin Oaks Loop, Winston, OR 97496

Roger Snyder • Berkshire Hathaway HomeServices Real Estate Professionals

Property at 125 SE Estate Loop, Winston, OR 97496, 2 beds, 2 baths

$72,000

2 beds2 baths1,152 sq ft

125 SE Estate Loop, Winston, OR 97496

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

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3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
OPEN HOUSE 11/22/25 from 1:00pm-3:00pm. Be sure to come check out this adorable turn key home!!Tucked at the end of a quiet cul-de-sac, this charming single-level home combines comfort, style, and smart updates. The open layout offers three bedrooms, two bathrooms, and a bright, modern feel throughout. The kitchen features custom wood cabinets and flows easily into the spacious living area—perfect for everyday living or entertaining. Recent upgrades include exterior paint (2021), a new roof and deck awning (April 2025), new Trex deck (April 2025), new heat pump and furnace (2022), luxury vinyl plank flooring (2022), new water heater (2021), and a marble vanity. Step outside to a priva

$349,999

3 beds2 baths1,276 sq ft

132 Aspen Ct, Roseburg, OR 97471

6,969 sq ft lot • Garage • Built 1979

Brennon Claus • Western View Homes LLC

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Beautiful updated 3-bedroom, 2 bath 1610 sq. ft. home. Family room, primary suite and bath, pantry/laundry, windows, bay windows and truss & roof were new additions to the home completed in 2014. Fireplace is not functional; chimney was capped off when new roof was installed in 2014. A gas fireplace can be installed easily by venting a pipe through roof. Primary suite opens to deck with room for a hot tub. Two full baths large laundry room with extra storage. Gas forced air & air conditioning. Outside is a covered carport, garage and RV pad, fenced in backyard, a 12X14 storage shed with power and a nice deck for your family BBQ's. Deck has a ramp. I-5 access is close by. RV pad

$343,900

3 beds2 baths1,610 sq ft

1880 Linnell Ave, Roseburg, OR 97471

Pantry laundry • Covered carport • Primary suite

Catherine Shipley • RE/MAX Integrity

VIDEO TOUR

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Nestled in a quiet, established neighborhood, this beautifully maintained home offers exceptional curb appeal and sits on a generous 0.25-acre lot. The oversized two-car garage provides ample storage or parking with additional outdoor space for a small RV or boat. Inside, the spacious living room welcomes you with a large picture window and a cozy fireplace insert—perfect for relaxing evenings. The kitchen flows into the attached dining area, which features a sliding glass door leading to a covered patio and a beautifully landscaped, fully fenced backyard. Enjoy outdoor living with mature landscaping with solar lighting, raised garden beds, a well for irrigation and a versatile 14x16

$340,000

3 beds2 baths1,342 sq ft

131 Mountain View Ave, Myrtle Creek, OR 97457

Generous lot • Covered patio • Outdoor space

Jason Mann • J Mann Realty

3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Welcome to this beautiful, freshly remodeled home on a tranquil cul-de-sac in an unbeatable location, just minutes from local amenities, Rays grocery, restaurants, shopping and schools. Significant updates include newer roof & water heater installed 2.5 years ago, new flooring throughout the house with ebony porcelain tile in bedrooms, new vanities and toilets in both bathrooms, fresh professionally painted interior and exterior, plus new ceiling fans and light fixtures. For warmer Winters and cooler Summers, this home has 5/8" drywall throughout, enhancing thermal efficiency. The centerpiece of the home is a completely remodeled kitchen!!! Equipped with gleaming stainless-steel

$339,920

3 beds2 baths1,242 sq ft

144 Peppertree Ct, Roseburg, OR 97471

New toilets • Newer roof • New ceiling fans

Michael G. Fischer • Oregon Life Homes

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Back on the market at no fault to Property! 10 GPM recent well test! The pasture is green and lush and ready for your horse, cow or other livestock. They can spend nights in one of the four stalls in the 36' x 36' barn which also has hay storage and a large tack room with electricity. There is room to park vehicles inside of the 60' x 40' garage/shop which also has a complete enclosed office or storage, a big room used for chickens and a third shop room. The septic and drain field were put in new in 2024 by a licensed contractor and is fully permitted. The land is all usable, with beautiful trees and bushes including numerous lilacs. Home has three bedrooms and currently one and a half bath

$339,000

3 beds2 baths1,782 sq ft

5189 Strickland Canyon Rd, Roseburg, OR 97471

Large tack room • 60 x 40 garage • Usable land

Marilyn Kittelman • Cutting Edge Real Estate

3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $350k in Winston, OR
Charming 3-bed, 1-bath home with a spacious yard! The kitchen has been beautifully updated with granite countertops and hickory oak cabinets offering plenty of storage. Inside, you’ll find fresh paint throughout and an updated bathroom. Step outside to enjoy the newly refreshed deck with a gazebo—perfect for relaxing or entertaining. Sellers recently tilled and seeded both the front and backyard, giving you a fresh start for lush green grass this season.

$331,500

3 beds1 bath1,100 sq ft

1300 Rolling Hills Rd, Roseburg, OR 97471

Spacious yard • Newly refreshed deck • Fresh paint

Daniel Gandee • Real Broker

Property at 929 E 4th Ave, Riddle, OR 97469, 3 beds, 2 baths

$329,000

3 beds2 baths1,740 sq ft

929 E 4th Ave, Riddle, OR 97469

Kurt Delahooke • Keller Williams Realty Eugene and Springfield

Property at 490 Char St, Roseburg, OR 97471, 3 beds, 1 bath

$329,000

3 beds1 bath1,024 sq ft

490 Char St, Roseburg, OR 97471

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 10 Carmel Ct, Roseburg, OR 97471, 3 beds, 1 bath

$329,000

3 beds1 bath998 sq ft

10 Carmel Ct, Roseburg, OR 97471

Emily Ngo • eXp Realty, LLC

Property at 115 Silverado St, Roseburg, OR 97471, 3 beds, 2 baths

$324,990

3 beds2 baths1,244 sq ft

115 Silverado St, Roseburg, OR 97471

Julie Bancroft • The Neil Company Real Estate

Property at 410 Evergreen Ridge Rd, Riddle, OR 97469, 4 beds, 2 baths

$320,000

4 beds2 baths1,620 sq ft

410 Evergreen Ridge Rd, Riddle, OR 97469

Terri LeVasseur • J Mann Realty

Property at 104 Angelcrest Ct, Roseburg, OR 97471, 3 beds, 2 baths

$319,900

3 beds2 baths1,431 sq ft

104 Angelcrest Ct, Roseburg, OR 97471

Bob Lamonte • Lamonte Real Estate Professionals

Property at 621 Highland Vista Ln, Roseburg, OR 97471, 3 beds, 2 baths

$319,900

3 beds2 baths1,296 sq ft

621 Highland Vista Ln, Roseburg, OR 97471

Anthony Beckham • Different Better Real Estate

Property at 449 Evergreen Ridge Rd, Riddle, OR 97469, 3 beds, 2 baths

$300,000

3 beds2 baths1,344 sq ft

449 Evergreen Ridge Rd, Riddle, OR 97469

Sandee Ethington • Village Realty

Property at 129 S Park Ct, Roseburg, OR 97471, 3 beds, 2 baths

$300,000

3 beds2 baths1,512 sq ft

129 S Park Ct, Roseburg, OR 97471

Jodi Brecht • Berkshire Hathaway HomeServices Real Estate Professionals

Property at 2193 Canyonville Riddle Rd, Riddle, OR 97469, 3 beds, 2 baths

$299,900

3 beds2 baths1,152 sq ft

2193 Canyonville Riddle Rd, Riddle, OR 97469

Michael Barnes • Real Estate 55 Inc

Property at 107 Wanda Ct, Myrtle Creek, OR 97457, 3 beds, 2 baths

$299,000

3 beds2 baths1,546 sq ft

107 Wanda Ct, Myrtle Creek, OR 97457

Hannah Kelsey • Alpine Real Estate 1, LLC

Property at 711 Plin St, Myrtle Creek, OR 97457, 3 beds, 2 baths

$295,000

3 beds2 baths1,539 sq ft

711 Plin St, Myrtle Creek, OR 97457

Raymond Coburn • eXp Realty, LLC

Property at 783 Callahan Dr, Roseburg, OR 97471, 2 beds, 1 bath

$290,000

2 beds1 bath832 sq ft

783 Callahan Dr, Roseburg, OR 97471

Lacey Williams • Trueblood Real Estate

Property at 807 Callahan Dr, Roseburg, OR 97471, 2 beds, 1 bath

$290,000

2 beds1 bath832 sq ft

807 Callahan Dr, Roseburg, OR 97471

Lacey Williams • Trueblood Real Estate

Homes for sale under $350k in Winston

There are currently 19 homes for sale under $350k in Winston. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winston stay on the market for 65 days and receive 1 offers. This map is refreshed with the newest listings in Winston every 15 minutes.

In the past month, 4 homes have been sold in Winston. In addition to houses in Winston, there were also 0 condos, 1 townhouse, and 2 multi-family units for sale in Winston last month. Find your dream home in Winston using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winston are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winston. Our Winston real estate stats and trends will give you more information about home buying and selling trends in Winston. If you're looking to sell your home in the Winston area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winston with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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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 Sat Nov 29 2025

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