Winchester, OR Homes for Sale under $500,000

Welcome to easy living in the desirable Four Seasons community, where comfort, convenience, and low-maintenance homeownership come together in one of Roseburg's most accessible locations. Beautifully maintained, this inviting condo offers the perfect blend of modern amenities and everyday practicality.Step inside to a bright and welcoming main level featuring durable laminate flooring throughout

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

Beautifully maintained 2-story home located in the desirable Rocky Ridge community! This 3-bedroom, 2.5-bath residence offers 1,860 square feet of comfortable living space and a spacious 3-car attached garage. Nestled on a quiet cul-de-sac, you'll enjoy stunning mountain views and a peaceful setting. The thoughtfully designed floor plan features central air, a private patio, and plenty of room

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

Built in 2018, this move-in ready 3 bedroom, 2 bath home offers a clean, modern feel with a functional layout. The open floor plan features a granite breakfast bar, stainless steel appliances, and durable laminate flooring throughout the main living space. The primary suite includes a walk-in closet and a custom walk-in tile shower, giving it a more upgraded feel. Outside, enjoy a low-maintenance

Matthew Landever Oregon Life Homes

Welcome home to this beautifully remodeled manufactured home on real property! This move-in ready home offers the perfect combination of modern updates, comfort, and functionality.• Beautifully remodeled throughout• Stunning kitchen with modern finishes• Open-concept floor plan perfect for entertaining• Split-bedroom layout for added privacy• Spacious bedrooms with walk-in closets in all three•

Kayla Wehe Lamonte Real Estate Professionals

Completely remodeled in 2024, this move-in-ready home blends modern updates with everyday comfort. The thoughtfully renovated interior features fresh finishes throughout, creating a bright and welcoming space you'll be proud to call home. Gather around the cozy gas fireplace in the living room, adding warmth and charm during the cooler months. A new HVAC system provides year-round comfort, while

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

Build your home in Ryan Heights! This exceptional parcel offers a choice view setting and a massive, professionally cleared building pad, complete with a rock retaining wall, creating an ideal foundation for a custom home with room for a shop, additional structures, or expansive outdoor living. A developed and rocked driveway leads directly to the homesite, making access easy and positioning the

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

** Your canvas awaits**!!! Over 2600 SF of pure potential. Welcome to a home where the work has been started and the fun part is yours to finish!! This spacious 4 bedroom-2 bathroom residence is a rare opportunity for buyers with vision, some tools and perhaps a favorite contractor on speed dial. What a great way to build in some sweat equity. Spanning a lot of square footage, this home has

Kathy Collins Stellar Realty Northwest

Live-Work / Small BusinessIncredible commercial opportunity at 1443 NW Fairmount St! This level 0.10-acre property features a 1,036 sq ft, 3-bed bungalow (built 1947) sitting on highly valuable C3 General Commercial zoning. Ideal for a professional office, retail boutique, or a premier live-work setup right off Garden Valley Blvd. Maximize your business exposure with this flexible footprint that

Rachele Widdifield Central Coast Realty

Ideal OWNER CARRY TERMS at 6% interest with reasonable down payment for a 10 year term makes this land parcel with all city services one of the last commercial development parcels available! Buyer due diligence with regard to wetlands. I.E. engineered bio retention planter. See map on file. Easy access off of Edenbower Blvd close to Mercy Hospital and Interstate 5 on ramp. Priced to sell!

Melony Marsh All-Pro Realty Advisors, LLC

WOW! Just a half mile from town, this 5-acre property offers the perfect balance of space, privacy, and convenience. At the heart of the property is a well-maintained 3-bedroom, 2-bath manufactured home with a versatile bonus room currently opened up for additional living space but easily converted back into a fourth bedroom if desired. Recent updates include a new ATT septic system installed in

Anthony Beckham Different Better Real Estate

Rare opportunity to own 2+ acres with over 300 feet of North Umpqua River frontage. This buildable parcel offers a gently sloping landscape to the riverbank, creating easy access for fishing, kayaking, or simply enjoying time along the water’s edge.Envision designing your custom home to take full advantage of the setting—morning light reflecting off the river, peaceful afternoons surrounded by

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

Perched high above the valley floor, 0 Aerie Ln offers a rare chance to claim panoramic views that stretch for miles across Roseburg's rolling countryside. This exceptional vacant acreage invites you to build the home you've long imagined, surrounded by serenity and untouched natural beauty.Two separate lots give you the flexibility to design your ideal setup—reserve one parcel for your dream

Kristine Ronk RE/MAX Integrity

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 0.38 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

Tucked away on a spacious quarter-acre lot, this beautifully appointed 4-bedroom, 3-bathroom home offers an ideal blend of comfort, functionality, and charm. Two bedrooms feature private en-suite bathrooms, providing excellent flexibility for guests or multi-generational living.Inside, you’ll find beautiful hardwood floors, generous living spaces, and both a cozy wood-burning fireplace and a wood

Angela Martinsen Platinum Realty

Come see all this private 13.29 acre parcel has to offer! Possibility for potential for 3 seperate lots. Or build your own private home just on the edge of town, yet close to all the necessary amenities. There is wild life galore and a site for home with spectacular view of the city. The topography ranges from gently sloping to sloped, to steep with privacy sitting back off the road. This acreage

Veronica Gillespie eXp Realty, LLC

Prime 1.57-acre development opportunity in a high-visibility location directly across from the new Coastal Farm & Ranch. Zoned MR14, this property offers potential for multi-family housing, condominiums, or possible commercial conversion. City, mountain, and treetop views create an appealing backdrop for future projects. Electricity is connected, with water and sewer available. Gentle to sloped

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

**For Sale: Charming 3 Bedroom, 2 Bath Home in Winchester, Oregon**Welcome home to this inviting 3-bedroom, 2-bath residence located in the peaceful community of Winchester, Oregon. Perfectly blending comfort and functionality, this home offers everything you need for relaxed Northwest living.Step inside to a warm and welcoming layout featuring a **cozy gas fireplace** in the living room — ideal

Nancy Kruger Keller Williams Southern Oregon-Umpqua Valley

1.51 acres, has 7 lots. Mobile home is of little value. City services are at the mobile. Possibilities for additional homes. Excellent lots .

Valynn Currie Currieco Real Estate

Well-maintained single-level home with 3 bed and 3 full bath on a large corner lot in the quiet and established neighborhood. The spacious living room features a vaulted ceiling and two large picture windows that bring in plenty of natural light. A spacious family room connected to second master bedroom with walk in closet and large bathroom. The cute kitchen offers a practical layout designed

Elena Mackey eXp Realty, LLC

Top location in subdivision for view of the pond and greenbelt. Fenced with back deck. Common area tennis court, playground and walking trail. This lovely 2001 built home has vaulted ceilings, 3 bedrooms, 2 baths 1427 sq ft. Recently upgraded remodeled kitchen with breakfast nook, both baths totally remodeled, and flooring upgraded. Quartz countertops, new sink, newly painted interior. Great

Valynn Currie Currieco Real Estate

Move right into this beautifully updated Mountain View Condo offering low-maintenance living in one of Roseburg's most convenient locations. This thoughtfully refreshed 2-bedroom, 1.5-bath home features an open, light-filled floor plan with soaring vaulted ceiling, updated flooring, and a spacious loft that provides the perfect space for a home office, den, guest area, or hobby room. Recent

D'Anna Caylor RE/MAX Integrity

This inviting home offers a rare combination of usable outdoor space, natural privacy, and everyday functionality-all in an established neighborhood setting. Set on a well-positioned lot with a tree-lined backdrop, the property features attractive curb appeal and room to enjoy both indoors and out. Inside, you'll find a warm and flexible layout with updated flooring, multiple living spaces, and a

Bryan McKeun RE/MAX Integrity

This large parcel offers million dollar views of northwest Roseburg, the valley floor, and out west towards Melrose. There are many potential homesites, road roughed in, trees that offer privacy, and much more. Located in an area of newer homes. Property has been surveyed for 7 separate parcels and possibly has potential for more. Buyer to perform their own due diligence with city about

Neil Hummel The Neil Company Real Estate

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

Welcome Home to this recently renovated four bedroom, two and a half bathroom, traditional style, single level home on the North East side of Roseburg! This home features a remodeled kitchen with a newer oven-range & microwave, newly constructed Primary Suite with extra spacious walk-in closet & recently remodeled primary bathroom all situated on a flat & tidy corner lot with Newton Creek running

Audrey Frable eXp Realty, LLC

Life gets a whole lot easier here. Custom built with low-maintenance living in mind, this Rocky Ridge home lets you spend less time on upkeep and more time enjoying life. Sip your morning coffee from the covered back patio with peaceful privacy, then take in the views from the front yard before heading out for the day. Inside, the inviting living room centers around a gas fireplace with French

Nataly Mattox RE/MAX Integrity

Stunning custom built home in Winchester! Enjoy views of the North Umpqua River and bridge views from the large wrap-around deck. Inside features a grand great room, granite counters, an upgraded range, vinyl windows, new ductless HVAC, and built-in storage. Ideal for large or multi-family potential: downstairs offers extended living area, office, and play space. Outside, enjoy a huge yard with

Scott Kennington Oregon Life Homes

Beautifully updated Winchester home with approximately $80K in recent upgrades, offering flexible living options and move-in ready comfort. This charming single-level home sits on a spacious level,lot features a fully remodeled kitchen, new fixtures throughout,new flooring throuout including hickory engineered harwood, remolded master suite, new laundry room, new ductless heating/cooling,new

Veronica Gillespie eXp Realty, LLC

Welcome to this immaculate 3-bedroom, 2-bath contemporary home offering 1,704 square feet of comfortable single-level living on a private 0.58-acre lot in the desirable Rocky Ridge neighborhood. Enjoy sweeping city, valley, and mountain views from the newly stained covered deck perfect relaxing year-round.Inside, you'll find new carpet throughout the bedrooms, recessed lighting, ceiling fans in

Marisa Turnbow All-Pro Realty Advisors, LLC

Spacious and well-maintained 4-bedroom, 2-bath home offering 1,782 sq ft of comfortable living in the heart of Roseburg. This inviting property features a generous living room plus a bonus family room, providing plenty of space for entertaining, relaxing, or multi-generational living. The large kitchen comes fully equipped with all appliances included and offers ample room for cooking and

Rebekah Sexauer eXp Realty, LLC

Excellent opportunity for custom home, subdivision, lots of options. MR29 Zoning allows for single family, two family, townhouses, multifamily, accessory dwellings, boarding house, family day care, residential facility, etc. All city services, wonderful location.

Marilyn Kittelman Cutting Edge Real Estate

Discover an exceptional opportunity in the Ryan Heights Subdivision with this private 5+ acre parcel designed for flexibility, privacy, and custom living. Tax Lot 700 features a dedicated homesite pad along with a separate, distinct pad ideal for a shop, providing a thoughtful layout that supports a wide range of custom home and lifestyle needs.Backing up to a large acreage parcel, this lot

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

Charming 3-bedroom, 2-bath home with a den or 4th bedroom and a great flowing floor plan. Vaulted ceilings and a spacious living and dining area create an open, inviting feel. The kitchen features a breakfast bar, breakfast nook, and plenty of space to gather.The primary suite includes a walk-in closet and attached bath with a soaking tub. Three additional bedrooms offer flexibility for guests or

Jason Mann J Mann Realty

Incredible views from this 48.65 acres in Winchester area, zoned Farm/Forest. Has wooded areas, and cleared areas, mostly sloped. Some merch timber on back portion. Utilities at the end of the road.

Valynn Currie Currieco Real Estate

Last available parcel on outstanding Birdie Lane! Build your dream estate on this extraordinary 3+ acre lot. You can see both directions of the beautiful North Umpqua River on one side, and overlooking the 4th hole of the Roseburg Country Club on the other. Take your golf cart to the links. Enjoy the community owned 4 acre riverfront parcel to fish, swim, kayak, or relax. Phenomenal views and

John McVeigh The Neil Company Real Estate

This beautifully updated 3-bed, 2-bath home invites you in with modern finishes, a cozy fireplace, and a bright, comfortable layout. Located at the end of a quiet road in Roseburg, it offers rare privacy while still being just blocks from everything you need. A NEW ROOF is being installed, adding long-term value and confidence for the next owner. The backyard is a true escape — a relaxing patio

Mandy Parker Oregon Life Homes