Homes with virtual tours for Sale in Winston, OR

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VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Escape to the country with this rustic home nestled on nearly 14 beautiful acres. Perfect for those dreaming of a mini-farm or simply wanting space for animals, and rural lifestyle. This property offers usable acreage mixed with stands of timber, seasonal creeks and endless potential. Surround yourself with sweeping mountain views and the serenity of nature, all while enjoying the freedom that rural living provides. Whether you envision a hobby farm, gardening, or simply your own private retreat, this property delivers a rare blend of beauty, usability, and opportunity, with additional homesites. (Appt only, please no drive bys, do not drive in bridge. ) Cash only, sold as-is.

$300,000

3 beds1 bath1,056 sq ft

617 Poison Oak Dr, Winston, OR 97496

Seasonal creeks • Nearly 14 acres • Stands of timber

Bob Lamonte • Lamonte Real Estate Professionals

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Opportunity awaits! Whether you’re a savvy investor seeking passive income, a large family looking for a multi-generational setup, or a single household wanting a home with the luxury of renting out additional units, this three-home property offers countless possibilities. Located on historic Brockway Road, the property spans . 58 acres and is lined with mature trees and lush landscaping, creating a peaceful, park-like setting. One of the units has been remodeled, includes an attached shop, and is currently vacant—ready for you or a new tenant. The other two units are rented, providing immediate income. The main house also features a new roof. Don’t miss this unique opport

$439,000

7 beds4.5 baths3,861 sq ft

2414 Brockway Rd, Winston, OR 97496

Remodeled unit • Park-like setting • Lush landscaping

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Welcome to 109 Citation Ct, a brand-new single-level home nestled in the highly sought-after Lookingglass Creek Estates subdivision in Winston, Oregon. This contemporary ranch-style residence offers 3 bedrooms, 2 bathrooms, and 1,770 sq. ft. of beautifully designed living space on a . 20-acre lot with RV parking behind a private gate. Step inside to find luxury vinyl plank flooring, vaulted ceilings, and a spacious open floor plan that seamlessly connects the living, dining, and kitchen areas. The living room features a ceiling fan and flows into the dining area, complete with built-in cabinetry and a desk—perfect for work or study. Sliding doors lead to a covered back patio with rece

$469,900

3 beds2 baths1,770 sq ft

109 Citation Ct, Winston, OR 97496

Quartz countertops • Rv parking • Single-level home

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Welcome to this inviting 3-bedroom, 2-bathroom home offering comfort, convenience, and modern touches throughout. The bright and open kitchen features stainless steel appliances and granite countertops, making meal prep a joy. Enjoy the ease of single-level living with a functional floor plan, perfect for both everyday life and entertaining. The fenced backyard provides a safe space for pets, play, or relaxing outdoors, while the two-car garage adds extra storage and parking convenience. Located in the heart of Winston, this home is close to schools, shopping, and local amenities—everything you need is just minutes away. Don’t miss your chance to own this well-maintained home wi

$375,000

3 beds2 baths1,404 sq ft

700 SE Tokay St, Winston, OR 97496

Single-level living • Granite countertops • Fenced backyard

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
This is a gem! Single-level upgraded home built in 2020. This custom property combines quality construction with modern finishes throughout. Step inside to an open and inviting floor plan featuring vaulted living room and 9 foot ceilings, recessed lighting, ceiling fans, and a perfect blend of rich wood and stylish tile flooring in the main living areas and bathrooms. The entertainment center in the living room is included in the sale. The gourmet kitchen is a standout with soft-close cabinetry, upgraded granite countertops, under cabinet lighting, upgraded stove, and a brand new dishwasher. The spacious master suite offers a private retreat with a walk-in closet and a beautifully finished

$429,000

3 beds2 baths1,512 sq ft

631 SE Rose Ridge Dr, Winston, OR 97496

Walk-in closet • Gourmet kitchen • Soft-close cabinetry

Jacob Gilman • The Neil Company Real Estate

Property at 635 Wil Way, Winston, OR 97496, 4 beds, 3.5 baths

$715,000

4 beds3.5 baths3,072 sq ft

635 Wil Way, Winston, OR 97496

Ashton Faas • Different Better Real Estate

Property at 263 Wil Way, Winston, OR 97496, 3 beds, 2 baths

$489,900

3 beds2 baths1,928 sq ft

263 Wil Way, Winston, OR 97496

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

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

$379,000

3 beds2 baths1,554 sq ft

360 NE Rose Ridge Dr, Winston, OR 97496

Aaron Cherry • Oregon Life Homes

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

$830,000

4 beds3 baths3,000 sq ft

375 Porter Creek Rd, Winston, OR 97496

Lorrie Normann • Triple Oaks Realty 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 350 View Point Ter, Winston, OR 97496

$590,000

— beds— baths— sq ft

350 View Point Ter, Winston, OR 97496

Michael G. Fischer • Oregon Life Homes

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NEW 9 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Tucked into the quiet hills of the Green District's Umpqua View neighborhood, this well-kept home checks every box. With 3 bedrooms, 2.5 baths, and 1,447 square feet, a large fenced yard, and RV parking, you'll have a hard time finding a home that competes! You'll notice the curb appeal right away, with a tidy exterior, level front yard, and room on the driveway for your RV or boat—a unique feature that makes this home a standout. A large shed adds extra storage for tools or toys, and the fenced backyard is a private retreat with cherry trees, a garden area, and a spacious deck complete with a gazebo for shade and summer BBQs. Inside, the layout is great for everyday living. Upstairs,

$379,900

3 beds2.5 baths1,447 sq ft

235 Umpqua View Dr, Roseburg, OR 97471

0.23 acre lot • 2 garage spots • Car-dependent

Anthony Beckham • Different Better Real Estate

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Charming 3-bedroom, 1-bath ranch-style home in the desirable Rolling Hills neighborhood. This single-level home features an inviting layout with ceiling fans, newly remodeled kitchen, and a light-filled dining area with exterior access. The kitchen offers a built-in microwave and dishwasher for convenience. Enjoy outdoor living with a fenced yard, patio, sprinklers, and RV parking. The peaceful backyard provides a private retreat with mountain, valley, and creek views. Convenient location near town, yet tucked away in a quiet setting.

$348,000

3 beds1 bath1,024 sq ft

490 Char St, Roseburg, OR 97471

7,840 sq ft lot • Garage • Car-dependent

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Fully Remodeled & Move-In Ready! This beautifully updated home sits on a desirable corner lot and offers modern style with lasting comfort. Recent upgrades include a new roof, windows, flooring, interior & exterior paint, doors, fixtures, and bathrooms. The stunning kitchen features leathered granite counters, updated cabinetry, and fresh finishes, perfect for cooking and entertaining. Living room with fireplace plus oversized family room. Large bedrooms including a primary suite and fully renovated bathrooms. Step outside to enjoy new decking, concrete patios, and a fully fenced yard ideal for gatherings or pets. The home also includes an attached 2-car garage, large walk-in cr

$355,000

3 beds2 baths1,616 sq ft

2197 Del Mar Dr, Roseburg, OR 97471

8,276 sq ft lot • 2 garage spots • Car-dependent

Shae Ellison • Platinum Realty

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
A Private Paradise with Unmatched Amenities. Welcome to this exceptional 1926 sq ft home on 2 picturesque, level acres. This beautifully maintained 3-bedroom, 2-bathroom property offers a unique blend of comfortable living and incredible outdoor features. Step inside to find a bright and spacious home featuring custom alder cabinets, stunning granite countertops, and a mix of beautiful hickory and tile floors. The kitchen is equipped with stainless steel appliances, a gas cooktop, and instant hot water dispenser. While the home is a standout, the true magic lies in the extensive amenities outside. In addition to the attached 2-car garage with solar system for utility savings, you'll find a

$875,000

3 beds2 baths1,926 sq ft

4321 Happy Valley Rd, Roseburg, OR 97471

2 acre lot • 2 garage spots • Car-dependent

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale 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.

$332,500

3 beds1 bath1,100 sq ft

1300 Rolling Hills Rd, Roseburg, OR 97471

6,969 sq ft lot • Garage • Car-dependent

Daniel Gandee • Real Broker

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Winston, OR:
Discover your private retreat at 599 Horizon Ln, Myrtle Creek, OR, where breathtaking panoramic views greet you every day on this stunning 39.3-acre property just a short 16-minute drive from Roseburg. This charming 3-bedroom, 1-bathroom home perfectly blends rustic charm with modern comforts and endless potential. As you enter, you’ll be greeted by a spacious living room featuring soaring tongue and groove ceilings and exposed wood beams that create a warm, inviting atmosphere ideal for relaxing or entertaining. The kitchen is a chef’s dream, equipped with a gas cooktop island, double ovens, stainless steel appliances, abundant cabinet and storage space and those same amazing p

$650,000

3 beds1 bath1,980 sq ft

599 Horizon Ln, Myrtle Creek, OR 97457

39.3 acre lot • Garage • Car-dependent

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 275 Littlebrook Ln, Roseburg, OR 97471, 3 beds, 2 baths

$160,000

3 beds2 baths1,768 sq ft

275 Littlebrook Ln, Roseburg, OR 97471

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 460 Huckleberry MT Ln, Riddle, OR 97469, 3 beds, 2 baths

$570,000

3 beds2 baths1,652 sq ft

460 Huckleberry MT Ln, Riddle, OR 97469

Daniel Gandee • Real Broker

Property at 144 Peppertree Ct, Roseburg, OR 97471, 3 beds, 2 baths

$339,920

3 beds2 baths1,242 sq ft

144 Peppertree Ct, Roseburg, OR 97471

Michael G. Fischer • Oregon Life Homes

Property at 145 Owyhee Ln #58, Roseburg, OR 97471, 3 beds, 2 baths

$129,900

3 beds2 baths1,442 sq ft

145 Owyhee Ln #58, Roseburg, OR 97471

Ashton Faas • Different Better Real Estate

Property at 1138 Yokum Rd, Riddle, OR 97469, 3 beds, 2 baths

$735,000

3 beds2 baths2,622 sq ft

1138 Yokum Rd, Riddle, OR 97469

Cindy Mahaffy • RE/MAX Integrity

Property at 176 Homestead Dr, Myrtle Creek, OR 97457, 3 beds, 2 baths

$439,900

3 beds2 baths2,291 sq ft

176 Homestead Dr, Myrtle Creek, OR 97457

Ashton Faas • Different Better Real Estate

Property at 2750 SE Booth Ave, Roseburg, OR 97470, 4 beds, 2.5 baths

$739,900

4 beds2.5 baths2,680 sq ft

2750 SE Booth Ave, Roseburg, OR 97470

Ashton Faas • Different Better Real Estate

Property at 434 S Old Pacific Hwy, Myrtle Creek, OR 97457, 3 beds, 2 baths

$429,000

3 beds2 baths1,680 sq ft

434 S Old Pacific Hwy, Myrtle Creek, OR 97457

Lacey Williams • Trueblood Real Estate

Property at 755 Plin St, Myrtle Creek, OR 97457, 3 beds, 2 baths

$459,900

3 beds2 baths1,689 sq ft

755 Plin St, Myrtle Creek, OR 97457

Tim Kaelin • Coldwell Banker Professional

Property at 135 Market Ln, Myrtle Creek, OR 97457, 3 beds, 2 baths

$615,000

3 beds2 baths2,184 sq ft

135 Market Ln, Myrtle Creek, OR 97457

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 2559 Glenbrook Loop Rd, Riddle, OR 97469, 4 beds, 2 baths

$649,000

4 beds2 baths2,392 sq ft

2559 Glenbrook Loop Rd, Riddle, OR 97469

Amanda Nash • Oregon Life Homes

Property at 803 Main Camas Rd, Camas Valley, OR 97416, 3 beds, 2 baths

$580,000

3 beds2 baths2,112 sq ft

803 Main Camas Rd, Camas Valley, OR 97416

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Homes with virtual tours for Sale in Winston

There are currently 11 homes with virtual tours for sale in Winston at a median listing price of $375K. 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 75 days and receive 1 offers. This map is refreshed with the newest listings in Winston every 15 minutes.

In the past month, 3 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 Sun Oct 26 2025

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Homes with virtual tours for Sale in Winston, OR

Homes with virtual tours for Sale in Winston

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