Winston Real Estate

Winston Real Estate

Nestled in the heart of Douglas County, Winston is a charming city that offers a perfect blend of small-town charm and modern amenities. Located in the beautiful state of Oregon, Winston is a part of the United States and is known for its picturesque landscapes and friendly community.

Winston is surrounded by stunning natural beauty, with the Umpqua River flowing nearby and the scenic Umpqua National Forest just a short drive away. Outdoor enthusiasts will find plenty of opportunities for hiking, fishing, camping, and other recreational activities in this area.

The city of Winston itself boasts a thriving local economy, with a variety of businesses, shops, and restaurants that cater to residents' needs. The downtown area is filled with historic buildings, giving the city a unique and nostalgic feel.

Winston is also home to a number of parks and recreational facilities, providing residents with ample opportunities to enjoy the outdoors. Wildlife Safari, a drive-through animal park, is a popular attraction for both locals and visitors alike.

The city's location in Douglas County offers residents easy access to larger cities like Roseburg, which is just a short drive away. This proximity allows residents to enjoy the benefits of a small-town lifestyle while still being close to urban amenities.

With its natural beauty, friendly community, and convenient location, Winston is a wonderful place to call home. Whether you're looking for a peaceful retreat or a place to raise a family, Winston has something to offer everyone.

Newest Listings in Winston

3 Beds ⋅ 3 Baths ⋅ 10844499 MLS

Discover privacy, space, and timeless rustic charm on 22.6 scenic acres with this inviting log cabin retreat. Surrounded by natural beauty, the property offers a peaceful country setting with the comfort of thoughtfully updated interiors. At the heart of the home, a striking wood-burning fireplace creates a warm gathering place, while the renovated kitchen and beautifully updated bathrooms provide modern style and everyday functionality. A spacious loft and flexible bonus room offer plenty of options for a home office, guest accommodations, media room, or creative space. Step outside to the classic rocking-chair front porch, where you can relax and enjoy the quiet surroundings and expansive views. The impressive 2,000+ square-foot workshop adds exceptional versatility for equipment storage, automotive projects, woodworking, recreational use, or a home-based business. Whether envisioned as a private full-time residence, weekend escape, or hobby property, this distinctive cabin delivers room to live, work, and unwind...all in a truly special setting.

9150 W Banks Mill Road, Winston

Listing courtesy of LOCAL Realty.

6 Beds ⋅ 4 Baths ⋅ 10844021 MLS

INCREDIBLE BUYER INCENTIVES: $10,000 MORTGAGE CONCESSION. Opendoor Home Loans will contribute up to $10,000 towards a permanent interest rate buy-down if you finance with Opendoor Home Loans LLC. 7226 Tyree Rd is a two-story Winston residence with a broad front approach, attached garage, deck areas, and expansive outdoor space. The kitchen features wood cabinetry, stone countertops, stainless steel appliances, an island, and nearby dining space. Living areas include hardwood flooring, wide windows, ceiling fans, and fireplaces that anchor the main rooms. Bedrooms include closet storage and natural light, while bathrooms include double-sink vanities and tiled shower surrounds. A rear deck, large yard, pool area, garage, and unfinished basement space complete this versatile home. Included 100-Day Home Warranty with buyer activation

7226 Tyree Road, Winston

Listing courtesy of Opendoor Brokerage.

5 Beds ⋅ 5 Baths ⋅ 10843790 MLS

Privacy, acreage, and built-in equity potential from day one. Set on more than 5 wooded acres, this stunning custom home is tucked at the end of a 1,000-foot paved driveway, creating a true private retreat from the moment you turn in. Inside, soaring ceilings, walls of windows, a showpiece kitchen with an oversized island, and a huge main-level primary suite create an immediate wow factor. A separate main-level in-law suite adds incredible flexibility for guests, extended family, or multigenerational living. Upstairs offers additional bedrooms, a loft, and a huge bonus room, while the vaulted covered porch overlooks your private wooded setting. Whether you want a secluded escape or a home designed to bring generations together, this property delivers a rare combination of space, privacy, versatility, and value.

5567 Tyree Road, Winston

Listing courtesy of Swanson & Associates Realty.

37+/- acres of mature mixed hardwoods with road frontage on Tyree Road and frontage along the beautiful Dog River. The property is surrounded by estate homes and large tracts of undisturbed acreage, offering privacy and a desirable setting. Multiple potential homesites provide opportunities for an estate property, family compound, or other residential use. A unique acreage opportunity with excellent natural features and unlimited potential. The acreage is spread over 3 adjoining parcels that will be sold together.

Tyree Road, Winston

Listing courtesy of Atlanta Communities.

4 Beds ⋅ 3 Baths ⋅ 10842122 MLS

Welcome home to this spacious and beautifully refreshed 4-bedroom, 3-bath ranch offering a versatile floor plan, multiple living spaces, and plenty of room to live, work, and entertain. The thoughtfully designed layout features a private primary suite tucked away in its own wing, separate from the secondary bedrooms for added privacy and comfort. A standout feature of this home is the spacious bonus/flex room with its own full bathroom, offering endless possibilities for a teen retreat, family media room, home office, gym, guest suite, or whatever best fits your lifestyle. The generous living spaces provide plenty of room for gathering, while the large sunroom just off the living room creates a bright and inviting space to relax and enjoy views of the backyard. With walls of windows, the sunroom is filled with natural light and brings the outdoors in. Step outside to your own private outdoor retreat featuring an above-ground pool with custom decking-perfect for summer fun, entertaining, or relaxing poolside. The large, spacious yard provides plenty of room for kids and pets to play while offering ample space for the suburban gardener to create a garden oasis. Recent improvements add peace of mind and fresh appeal, including HVAC replacements in 2024 and 2025, new carpeting, and fresh interior paint. With its flexible living spaces, private primary suite, abundant natural light, and inviting outdoor amenities, this ranch home offers the space and versatility you've been looking for.

6940 FLETCHER Drive, Winston

Listing courtesy of Mark Spain Real Estate.

Build your dream home on 6.74 +/- acres in Winston, Georgia. This wooded tract offers the privacy and space of country living while remaining conveniently located near Atlanta. Located off Cool Springs Road, the property provides a peaceful, private setting for a custom home with plenty of room to create the estate you've envisioned. A new boundary survey and Level 3 Soil Survey are on file, and Douglas County public water is available, providing added convenience as you plan your future build. The property is just a short drive from I-20, Douglasville and the greater Atlanta area. It's an ideal opportunity for buyers looking for acreage and privacy without sacrificing access to the city. The adjoining 6.86 +/- acre tract to the north is also available, offering the opportunity to acquire approximately 13.60 +/- acres combined. Come schedule a showing and see the possibilities for yourself.

0 TRACT B Cool Springs Road, Winston

Listing courtesy of Southeastern Land Group.

Build your dream home on 6.86 +/- acres in Winston, Georgia. This wooded tract offers the privacy and space of country living while remaining conveniently located near Atlanta. Located off Cool Springs Road, the property provides a peaceful, private setting for a custom home with plenty of room to create the estate you've envisioned. A new boundary survey and Level 3 Soil Survey are on file, and Douglas County public water is available, providing added convenience as you plan your future build. The property is just a short drive from I-20, Douglasville and the greater Atlanta area. It's an ideal opportunity for buyers looking for acreage and privacy without sacrificing access to the city. The adjoining 6.74 +/- acre tract to the south is also available, offering the opportunity to acquire approximately 13.60 +/- acres combined. Come schedule a showing and see the possibilities for yourself.

0 TRACT A Cool Springs Road, Winston

Listing courtesy of Southeastern Land Group.

4 Beds ⋅ 2 Baths ⋅ 10841209 MLS

Welcome home to this immaculately maintained property in The Lake at Saint Andrews community! Featuring a spacious open concept floor plan, the living room flows seamlessly into the kitchen, making the space perfect for both everyday living and entertaining. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, and plenty of prep space. Additional features include double vanities, upgraded lighting, a fenced backyard, and a covered patio perfect for relaxing or entertaining outdoors. Thoughtfully maintained and move in ready, this home offers comfort and style. Don't miss your opportunity to make this beautiful home yours!

8844 St Andrews Parkway, Winston

Listing courtesy of Real Broker, LLC.

6 Beds ⋅ 5 Baths ⋅ 10840168 MLS

Beautiful Brick Southern Living Dream Home on 5 acres. Live, work & play lifestyle can be enjoyed right here not to mention the house sits on a hill with beautiful sunsets! Perfect for Multi Family Living, yet privacy for everyone. Elegant main level features an open foyer, formal dining & living room. Vaulted family room, fireplace with gas logs & built-in bookcases. Newly remodeled gourmet island kitchen, with custom built cabinetry that goes all the way to the ceiling providing lots of storage. Built-in stainless steel convections ovens, breakfast room & lots of extras you would expect in a custom home. Hardwood floors, crown moulding, transom windows & french doors access the covered veranda overlooking the in-ground pool. Private master suite, spa bath, guest suite on main level also has private bath. Finished terrace level with full kitchen, 2 bedrooms, 2 full baths & spacious living area with tons of storage. Property also features 47x47 heated commercial grade workshop. Convenient to I-20, shopping and the airport.

5335 N Helton Road, Winston

Listing courtesy of Sibley Realty & Associates LLC.

4 Beds ⋅ 3 Baths ⋅ 10839866 MLS

4 Sided Brick Custom Built Home on 1 Acre, 2 Story Foyer, Large Open Kitchen, Dining Room, Family Room, Huge Master Bedroom, Jetted Tub in Custom Master Bath, $515,000

7391 Cherry Blossom Way, Winston

Listing courtesy of Flat Rock Realty.

3 Beds ⋅ 3 Baths ⋅ 10838054 MLS

WELCOME HOME to the Silva plan-a thoughtfully designed new construction home that blends comfort, style, and everyday functionality. Situated on a spacious, private lot in a peaceful cul-de-sac, this home was designed for the way you actually live. Step inside to a bright, open floor plan anchored by a vaulted family room featuring a beautiful stone fireplace and custom built-ins. Whether you're settling in for a quiet evening or filling the house with friends and family, this space feels right at home. The kitchen is just as impressive, offering abundant cabinetry, a large center island with a built-in microwave, and a spacious walk-in pantry with plenty of room to keep everything organized. From weeknight dinners to weekend entertaining, you'll have the space and storage to make it easy. The primary suite offers a comfortable retreat at the end of the day, complete with a frameless tiled walk-in shower, double vanity with extra storage, and a generously sized walk-in closet. The secondary bedrooms are bright, spacious, and ready to fit whatever life brings. Enjoy outdoor living from both the covered front and back porches-perfect for morning coffee, relaxing in the evenings, or entertaining guests. A two-car garage leads into a convenient mudroom designed to keep everyday clutter under control, while the separate laundry room includes a utility sink for added functionality. And when it comes to convenience, this home checks all the boxes. High-speed fiber internet, natural gas, county water and sewer, underground utilities, sidewalks, and streetlights are all part of this thoughtfully planned cul-de-sac community. The Silva is more than a beautiful new home-it's a place designed for what comes next. Schedule your showing today!

8981 Callaway Drive, Winston

Listing courtesy of Grit Realty.

3 Beds ⋅ 2 Baths ⋅ 10836750 MLS

One-owner ranch home on 1.68 beautiful acres! This 3-bedroom, 2-bath home was built in 1969 , offers approximately 1,736 heated square feet, including 1,204 sq. ft. on the main level ,and approximately 512 sq. ft. of partially finished basement space and another 500 ft in storage, with a garage door that opens to the backyard. The property features a circle driveway with frontage on Highway 166 and Lamplighter Lane, providing excellent access and plenty of parking. A large storage building offers abundant space for storage, hobbies, a workshop, or potential additional living space. A great opportunity to own a spacious one-owner ranch home with acreage and plenty of possibilities! **SELLER WILL TAKE CASH OFFER OR SELLER WILL DO OWNER FINANCING WITH LARGE DOWN PAYMENT FROM $30K TO $50K DOWN, 15-YEAR LOAN ON 30-YEAR AMORTIZATION @ 7.5% TO 9.5% INTEREST DEPENDING ON CREDIT REPORT, PROPERTY SOLD "AS IS "

9782 Highway 166, Winston

Listing courtesy of Metro West Realty Group LLC.

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