Winchester, OR Houses for Sale

Rich timber finishes enhance this exceptional estate, setting it apart from typical log cabins. Experience unparalleled luxury and privacy at 1435 Wilbur Rd, Roseburg, OR—an exquisite luxury log home nestled on 80 pristine acres of serene woodland. This masterfully crafted residence blends rustic elegance with sophisticated design, featuring soaring 28-foot ceilings, exposed beams, and expansive

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

270 Glenwood Ct, Roseburg, OR – Conveniently located in the desirable Fisher Rd area, this 3-bedroom, 2.5-bathroom home offers a country feel while still being close to town. Set on 5.65 flat, usable acres, the property blends comfort and functionality with natural beauty. Inside, you’ll find a spacious Casabella kitchen featuring granite countertops, stainless steel appliances, modern finishes,

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

North Umpqua Riverfront Living + A Fisherman's Delight! Rare Legacy Property with Private Beach. A super opportunity to own an irreplaceable slice of Oregon paradise. Nestled on over an acre with a manicured yard and private river access, this custom cedar home is more than a residence, it’s a sanctuary for the soul. Tucked away in the desirable Fisher Road area of Roseburg, this custom-designed

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

Investments opportunity, priced to sell, multi-residential zoning.

Greg Johnson G Stiles Realty

Carlin Ranch; a unique opportunity in Douglas county w/ a 859.75 acre historic property w/a rich heritage dating back to 1850. This secluded, end-of-road ranch offers breathtaking natural beauty, abundant wildlife,& significant water access. Key features include 2.6 miles of North Umpqua River, & +/- 50 acres of water rights. Situated within a historically established Columbian Whitetail Deer

Garrett Zoller Land Leader

Home sweet home. You will love the hardwood floors and warmth of a cozy fireplace. Nice bright kitchen with generous laundry room.2 bedrooms and a nice bath. Partially fenced yard with fruit trees.Carport with extra large storage unit. Seller is open to selling the furniture.

Veronica Gillespie eXp Realty, LLC

Come check out this meticulously maintained single-level home, built in 2008, this home offers a desirable open floor plan with well planned 3-bed/2-bath layout is perfect for everyday living and entertaining.Seller updates include new carpet in the living room and primary suite, along with modern appliances— refrigerator and Speed Queen washer/dryer purchased within the last two years and used

Andrew Stoner Roseburg Homes Realty

Welcome to 413 Thora Circle - a truly exceptional, custom-built-one-owner home on a gorgeous .72-acre lot in the heart of Winchester. This rare property offers space, comfort, and character throughout, surrounded by beautifully maintained landscaping. This impressive home features 4 bedrooms and 3.5 bathrooms, thoughtfully designed with both functionality and style. The beautiful, spacious

Jennifer Kramer RE/MAX Integrity

Charming Winchester Retreat! Welcome to this inviting, nearly 2,000 sq. ft. home, perfectly situated on a generous half-acre lot in one of Winchester’s most desirable and well-established neighborhoods. Step inside and discover an open, spacious floor plan that offers both comfort and functionality. Large windows bathe the living spaces in natural light, while the warm brick fireplace creates a

Bob Lamonte Lamonte Real Estate Professionals

Welcome to this charming split-level home tucked just minutes from the center of town. With its bright, open feel and thoughtful updates, the home combines comfort, function, and style. The layout provides excellent separation of space, including a private primary suite with abundant closet storage. A spacious kitchen anchors the main living area, while brand-new vinyl plank flooring throughout

Jennie Dillon HYBRID REAL ESTATE

The perfect home for you, tucked away on 5 peaceful, park-like acres surrounded by trees out North Bank Rd with amazing 75gpm well! This property features everything you could need, from flat usable acreage that could be used for animals with a seasonal pond, to the 2 large shops providing room for all your toys and hobbies, and a fantastic 75gpm well for watering your garden, flowers or animals!

Kristin Fregoso RE/MAX Integrity

Welcome to this beautiful 3-bedroom, 2.5-bath home in the sought-after Rocky Ridge neighborhood! Featuring a versatile bonus room—perfect for a family room, home office, or hobby space—this residence offers comfort and style throughout. The kitchen is a cook’s delight with warm wood cabinetry, granite countertops, eat-bar, laminate flooring, and a spacious pantry, flowing seamlessly into the

Pearl Hergert Heaton eXp Realty, LLC

Uncommon property available for sale. 2 commercial lots (C3 zoning) for sale with a residence on one lot and a second commercial lot for development. Approximately 0.40 acres total. House needs attention. Outside city limits. County planning says house can remain in use as a residence. Consult county planning department for details on all possible uses for the lots and the house. One lot fronts

Walt Gayner Walt Gayner Real Estate

Riverfront property located on the North Umpqua River. Enjoy this peaceful setting just minutes from town. This single-story 3 bedroom/2 bath home with attached two-car garage and large enclosed shop or RV garage sits on 1.36 level acres and has easy access to the Umpqua River. Water rights. In-ground irrigation established. Don't miss this opportunity.

Meryl Pearson Oregon Life Homes

This spacious home sits on nearly 2 acres and offers a country feel with stunning views of the surrounding mountains, all while being just minutes away from everything Roseburg has to offer. The property can be subdivided, as per city regulations. Inside, the residence features both a family room and a living room, along with a double-sided gas fireplace for cozy winter nights. A primary suite

Cindy Mahaffy RE/MAX Integrity

Discover an intelligently designed mid-century modern home in the heart of the Umpqua Valley, where timeless elegance meets contemporary comfort. This stunning property is perfectly suited as a primary residence, peaceful second home, or a desirable vacation rental, offering a harmonious blend of sophisticated design and a vibrant lifestyle. Step inside and experience a world of refined elegance

Adam Joyce Value Home Realty

Tucked away on a scenic mountaintop just minutes from town, this 2,428 sq. ft. Colonial style retreat blends timeless charm with modern comfort. Wake up to serene sunrises on the back deck and unwind with breathtaking valley sunsets from the front porch. Set on 14.2 acres, this peaceful property offers a private sanctuarysurrounded by nature. Inside, the home features 2 bedrooms, 2.5 bathrooms, a

J. Ryan Smith Stellar Realty Northwest

Welcome to this one-of-a-kind estate offering luxury, privacy, and breathtaking views from every angle. Situated on beautifully landscaped grounds with a fenced pasture with a pond perfect for horses. This stunning custom estate blends high-end luxury with the warmth of home. From the moment you enter through decorative wrought iron gates and stone fenced perimeter, you're greeted by soaring

Jerry Norman Oregon Life Homes

Three bed, three bath home situated in the valley, five minutes from Downtown. Home features beautiful views of the valley, frequent wildlife visits, and the woods behind for hiking enthusiasts. Well is shared with neighbor. There are some foundation issues.

Mel Rodrigues The Neil Company Real Estate

Modern Luxury Living, Perfected!Experience refined sophistication in this modern stucco and stone estate, framed by elegant columns and an iron-fenced yard, where architectural beauty and everyday comfort meet.Inside, an open, light-filled layout features high ceilings and a vaulted living room that create an airy, inviting atmosphere. The designer kitchen is the centerpiece of the home,

Wendy Rigsby All-Pro Realty Advisors, LLC

Welcome to 3314 Fisher Rd, A rare slice of riverfront living with 4 bedrooms, 3 bathrooms, and 2,648 sq ft to call home. This split-level has so much to offer. The daylight basement comes with its own private entrance, full kitchenette, bedroom, bathroom, and living/dining space making it perfect for extended family, guests, or even rental income. Upstairs, the main living area is built for

Anthony Beckham Different Better Real Estate

Roseburg rated #2 Place to Live in PNW by World Atlas! Recognized for its rivers, unique geology & natural beauty, this is the destination for those seeking lifestyle and legacy and this private 5-acre retreat puts you in the heart of it all. Set well off the road behind a gated entry the property is well maintained and the cherished home for its current owners the past 11+ years. They

Marilyn Kittelman Cutting Edge Real Estate

Discover this lovely, well-kept single-level home, perfectly designed for both everyday living and entertaining. The heart of the house is the expansive great room and kitchen area, where vaulted ceilings and an open layout create and inviting atmosphere for large gatherings. The home chef will love the gourmet kitchen, featuring a spacious island with an extra sink, gas stove, double ovens, and

Gregory Johnson G. Stiles Realty

Experience luxury living in this extraordinary custom single-level home, boasting nearly 4500 square feet and a large three-car garage. The fully remodeled kitchen features top-of-the-line Dacor appliances, and the expansive primary bedroom offers his and her full baths. With vaulted wood ceilings, a family room, living room, 2 wet bars, 3 fireplaces, and a private office, this home has it all.

Randy Wilner Willner Properties LLC

Welcome to this attractive single-level home on a dead-end street in east Roseburg. Built in 2006, this 3-bedroom, 2-bath home offers a spacious layout with vaulted ceilings and a cozy gas fireplace perfect for relaxing on cooler days. The kitchen includes an eating bar and appliances, while the dining area opens to a covered back deck designed for year-round enjoyment. Step outside and you’ll

Carol Block Stellar Realty Northwest

Located in one of the most desirable subdivisions in Douglas County, this stunning chalet style home is ready for you to make it your new home. The living room features a stunning wall of windows, a gas fireplace insert and hardwood floors. The hardwood floors continue through the dining room and into the spacious kitchen, which boasts granite countertops, eating bar, and built-in oven, microwave

Rich Raynor Heritage Real Estate

Welcome to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable Rocky Ridge neighborhood. Situated on a spacious .53-acre lot in a quiet cul-de-sac, this property offers the perfect blend of comfort, privacy, and charm. Inside, you’ll find a warm and inviting layout featuring luxury vinyl plank flooring throughout the main level and a cozy gas fireplace in the great room

Jennifer Kramer RE/MAX Integrity

Beautiful one-level home with incredible views!! If you are looking for a home with privacy, space, and jaw dropping valley views from almost every window, look no further. Every inch of this home was made to stretch out, slow down, and take it all in. Wide windows flood the home with light while the high ceilings stretch overhead. Inside you will find a split-room layout, two living areas, and a

Najla Slater Stellar Realty Northwest

Enjoy stunning views from this spacious, single level home on a desirable cul de sac road. With the open floor plan and gracious kitchen, this home was built to entertain. This property is move-in ready and low maintenance with plenty of garage space for hobbies or toys! Speaking of low maintenance, there is no HOA and this place boasts a 50 year roof and permanent holiday lighting installed just

Marisa Turnbow All-Pro Realty Advisors, LLC

WOW! Tucked away on nearly half an acre in the heart of town, this 4-bedroom, 2-bath, 1716 sq ft home delivers that “country feel” without giving up the convenience of city living. The oversized lot offers space for your toys, garden, or even potential development of ADU, second home, or duplex (buyer to verify with city planning). The home’s fresh exterior sets the tone with newer siding, paint,

Anthony Beckham Different Better Real Estate

Welcome to this beautiful 4-bedroom, 2.5-bath home located in a peaceful cul-de-sac with breathtaking views near the North Umpqua River! Enjoy formal living and dining rooms, a spacious kitchen with a center island, and a versatile bonus room perfect for a home office, gym, or playroom. The primary suite offers comfort and privacy, while the additional bedrooms provide plenty of space for family

Karissa Pangelina Keller Williams Southern Oregon-Umpqua Valley

Two Master Suits! This charming one-level 3 bed and 3 Full bath home making it suitable for various living needs. The property is located on a large corner lot in the quiet established Newton Creek neighborhood.The living room is spacious and features a vaulted ceiling, two extra large picture windows for natural light. A separate spacious family room and dining area include an old-fashioned

Elena Mackey eXp Realty, LLC

WOW! A rare two-home setup on 0.68 of an acre with an in-ground pool and room for your home business! The main house lives bright and comfortable with large picture windows, hardwood floors, ductless heating/cooling, and a cozy pellet stove. The kitchen and baths feature custom tilework and granite, including the fully remodeled main bath with a walk-in tile shower. Two generously sized bedrooms

Anthony Beckham Different Better Real Estate

Discover a rare opportunity to own a private, gated riverfront retreat on the beautiful North Umpqua River. This versatile 11+ acre property is perfect for multi-family living, income opportunities, and a self-sufficient lifestyle—all with unmatched natural beauty. The main residence is a well-kept 4 bedroom, 3 bathroom home featuring a large bonus room for office, hobby, or guest use. A second

Jordan Anderson The Anderson Agency

Welcome to this beautifully appointed 2,688 sq ft home nestled on a serene 0.41-acre lot in one of Winchester’s most sought-after neighborhoods. Thoughtfully designed for comfort and functionality, this spacious residence features two luxurious primary suites, including one conveniently located on the main level—complete with dual walk-in closets for ample storage.Enjoy sweeping mountain and

Jennifer Kramer RE/MAX Integrity