Winchester OR Real Estate & Homes for Sale

Custom Built Craftsman Style Home on Coveted Oak Valley Loop in Winchester, OR. Welcome to your dream home! This stunning custom-built residence on the highly sought-after Oak Valley Loop offers a perfect blend of luxury, comfort, and functionality. With 4 spacious bedrooms and an array of impressive features, this property is designed for modern living.Step inside, and you ll be greeted by a bright and airy great room featuring a double-sided fireplace that creates a warm and inviting atmosphere. The primary suite, conveniently located on the main floor, boasts a custom-tiled walk-in shower, an oversized jacuzzi tub for ultimate relaxation, and a roomy walk-in closet that dreams are made of. The second bedroom features its own en suite bathroom, while the third and fourth bedrooms share a well-appointed Jack and Jill bathroom, ideal for family or guests. A convenient half bath on the main floor ensures comfort for all.The heart of the home is the beautifully updated kitchen, complete with sleek quartz countertops, a stylish tiled backsplash, and modern kitchen appliances that inspire culinary creativity.Above the garage, you ll find a private bonus room that serves as an ideal media room, offering a perfect retreat for movie nights or game days.Step outside to enjoy the covered front porch, accessible from both the primary suite and the front door, where you can sip your morning coffee or unwind in the evening. The covered back deck is perfect for relaxing in the shade while overlooking your fenced backyard oasis, complete with an inviting inground swimming pool truly a summer paradise!The oversized garage is insulated and offers potential heated flooring, providing comfort and convenience year-round. Additionally, there s ample off-street parking available for guests.Freshly painted exterior and updated lighting enhance the curb appeal, making this home as beautiful outside as it is inside.

Beautiful custom home in a peaceful Winchester neighborhood! From the moment you step onto the covered front entry, this home invites you in. Inside, vaulted ceilings, expansive windows, and skylights create a bright, open atmosphere filled with natural light. The living room features a fireplace and French doors that lead to the spacious deck with stunning sunset views. The remodeled kitchen is both functional and elevated, with quartz counters, soft-close cabinetry (including pull-out drawers), recessed lighting, gas cooking, a beautiful refrigerator, and an eat-in island with sink positioned to take in the view. The main-level primary suite includes a walk-in closet, a bathroom with double sinks, bathtub, separate shower, and a bonus room with access from both the primary suite and living room, ideal for office, nursery, or flexible use. Downstairs offers two additional bedrooms, a full bath with double sinks, a second living room, dining space, a bar area with wine fridge, pellet stove, separate patio, and extensive storage. Whether you need multi-generational options or just room to spread out, this layout has everything you need. Additional features include a central vacuum system, garage, carport, a shed, extra parking space, and room for all of your home needs. Recent updates include a new roof, new deck, heat pump, furnace, water heater, interior paint, flooring, lighting, patio doors, and a full kitchen renovation. Enjoy access to the neighborhood pool and tennis/pickleball courts. All of the convenience of being close to town, minus the noise. Call for your showing today! Swimming pool and Tennis/Pickleball Courts

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 tree-lined views from multiple vantage points, surrounded by natural landscaping that provides both beauty and privacy. There are 3.5 bathrooms, including new tile updates in three by David Hu.The vibrant community offers access to a private pool and tennis court, perfect for recreation and relaxation. Whether you re entertaining or simply enjoying the peace and quiet, this home delivers an exceptional lifestyle in an ideal setting. Don t miss the opportunity to make this Winchester gem your own! Call for your private tour today!

Located on a tranquil cul-de-sac, this impeccably maintained traditional home blends classic elegance with modern amenities. Spacious, sunlit interiors showcase rich tiled floors and granite countertops, creating a timeless aesthetic throughout. The inviting layout includes soaring entry ceilings with a welcoming living room, a formal dining area, and a cozy family room with a fireplace ideal for gatherings.The gourmet kitchen is a chef s delight, featuring granite countertops, ample cabinetry, a spacious pantry, and a built-in bar for effortless entertaining. Retreat to the primary suite, complete with a luxurious walk-in closet and private tiled shower. Additional highlights include secondary bedrooms with walk-in closets, a large laundry room with abundant hobby space, and exceptional storage throughout.Step outside to a beautifully landscaped backyard boasting a covered patio and a charming gazebo the perfect setting for dining, relaxing, and hosting guests. Conveniently located in North Roseburg near river access and shopping, this exceptional residence offers style, comfort, and endless possibilities.

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 and cooktop. The primary bedroom has a walk-in cedar lined closet and is located on the main level. All of the bedrooms are carpeted, and the stairs and loft have new carpeting. The family room, hall and laundry room on the lower level have new LVP flooring. The detached guest room, located above the garage, boasts a cedar lined closet and a full bathroom. There is a room behind the garage that would work as a shop area or for storage. The full length deck across the front of the home has access from both the dining room and the primary bedroom. The rear deck also runs the full length of the home, has a wonderful shaded, forested setting, and would be great for evening gatherings or just relaxing. The HOA common areas include a swimming pool, tennis court, and sports courts for those who enjoy an active lifestyle. Includes swimming pool and tennis courts.

Don t miss your chance to own this stunning riverview property nestled at the end of a quiet, dead-end street in a peaceful neighborhood. This beautifully updated and remodeled 3-bedroom, 2.5-bath home offers 1,440 square feet of comfort and charm, with thoughtful upgrades throughout. Step into the spacious backyard and enjoy the serene view of the Umpqua River from your covered patio, complete with a hot tub hookup for year-round relaxation. A well-placed greenhouse and adjacent garden shed make it easy to grow your own produce and keep everything organized. Inside, the tiled kitchen features an eating bar that opens into the cozy living room, where a gas fireplace invites you to relax and entertain guests. The home boasts modern, energy-efficient gas appliances, including a refrigerator (2022), and a new water heater and dishwasher (2025). You'll also enjoy peace of mind with major updates already completed solar panels, a new roof, fresh exterior paint, and a covered patio, all added in 2020. The solar panels are a huge bonus, offering incredible energy savings with only two utility bills in January and February averaging about $150, and no energy bills due from March through December per seller. The primary bedroom is a true retreat with a deep walk-in closet and a generously sized en-suite bathroom designed to be comfortably shared. An oversized two-car garage provides custom shelving and extra storage space in the attic, while the expansive driveway can easily accommodate four vehicles. Located within walking distance of Winchester Elementary School, this home offers the perfect blend of convenience, comfort, and natural beauty. Schedule your showing today and make this gem your forever home!

Don't miss this recently updated river property! This home features 3 bedrooms and 3 bathrooms across 1,935 square feet. Upon entering you are greeted by gleaming floors, abundant natural light, and a welcoming open concept floorplan. The main living room flows seamlessly into the kitchen and dinning area, complete with glass doors out to the expansive deck with stunning river views. The kitchen is light and bright, with updates and stainless steel appliances. The main floor also hosts the primary retreat; complete with deck access, an ensuite with shower and soaking tub, and a large walk-in closet. Downstairs you will find an additional bedroom, bathroom, and family room with access to the large yard. Come take a look today!

Discover this quality-built smart home in the desirable Winchester location, offering luxurious amenities and modern upgrades throughout. Enjoy the ultimate in relaxation and entertainment with a gorgeous in-ground pool featuring a new liner, automatic cover, heater, and keylock system. The fully fenced, low-maintenance yard includes new sod and a new pergola with a BBQ station, perfect for outdoor gatherings. The kitchen, living room, foyer, and stairwell have been updated with new paint in 2025. The dining room floors were refinished in 2017. The living room features a dramatic two-story ceiling with a two-story fireplace, open beam ceiling, and a balcony above. It includes a live edge mantle on the fireplace and wood floors. Family room features tile floors, new window trim, new paint, and a new ductless heating/cooling system. New carpet in the stairwell and hallway in 2025. Two bathrooms have been completely remodeled with new tile floors, walls/backsplash (work done by Dave Hu), quartz countertops, and new fixtures. The primary suite offers a serene retreat with a slate floor, ensuite bathroom, and a sliding glass door leading out to the pool and backyard. The home has smart switches and doors throughout and security cameras with remote programming. New furnace and heat pump installed in 2023. New water heater installed in 2017. Utility room includes a new tile feature wall with a floating shelf and pantry storage. Large 2 car garage with metal storage cabinetry and new sink. Schedule a showing today to experience the beauty and functionality of this remarkable property firsthand.

If luxury, convenience, and privacy are at the top of your list, this is the home for you! Nestled in the sought-after Winchester Creek community, this stunning property has it all. A gated driveway sets the tone for the exclusivity and tranquility that awaits. Step inside to a thoughtfully designed home where elegance meets functionality. With soaring ceilings, an open-concept layout, and a gourmet kitchen featuring a 6-burner gas range, cooking island, this home was made for both comfortable living and effortless entertaining. The great room, anchored by a gas fireplace, offers a cozy yet spacious atmosphere, while the formal dining room adds a touch of sophistication.The primary suite is a true retreat, complete with his-and-hers walk-in closets, a jetted soaking tub, and a beautifully tiled walk-in shower. All bedrooms are conveniently located on the main level, with the exception of a bonus room upstairs perfect for an office, hobby room, playroom, or creative space. Tucked away for extra privacy, the adorable guest quarters make hosting effortless, featuring a kitchen, full bathroom, and private doors leading to the fenced backyard that features a small Koi pond. The guest quarters is an ideal setup for extended stays or multi-generational living. This home is the perfect blend of luxury, comfort, and seclusion schedule your private tour today!

Amazing riverfront .80 acre lot overlooking the calming backwaters of the Winchester Dam. Remodeled open floor plan, high ceilings with gourmet kitchen home. Possible Air B&B waterfront home. New roof, 2 bathrooms. New certified wood insert. Stainless appliances with fantastic island and marble counters, perfect for entertaining! Bring your guests to the patio overlooking the great North Umpqua River on your very own sandy beach.

Pride of ownership! Wonderful 4 bedroom home in North Roseburg Oak Valley Loop area that has been well maintained and cared for - recently updated roof and exterior/interior paint. High vaulted ceilings upon entry with a focal natural gas fireplace and bamboo floors. Master bedroom on main level with tiled walk-in shower, double sinks, jacuzzi tub and walk-in closet. Kitchen boasts of updated stainless steel appliances, granite countertops, under cabinet lighting, walk-in pantry, eating bar and formal dining area with outdoor deck access. Second floor has an open bonus area with 3 bedrooms (including walk-in closets) and a full bathroom. Multiple storage closets and extra deep 2 car garage. For the yard, enjoy mature landscaping with the privacy of a fenced backyard. Schedule your showing today!

PRICE REDUCED!!!! Your chance for prime riverfront property on the North Umpqua River! 230 Singing Waters is located on a tranquil stretch of the River - perfect for Summer swimming, boating, cookouts, relaxing and fishing. Wonderful territorial views. A large fenced yard. This charming single-level home offers stunning river views, and backs up to wild, undeveloped property to the north. It offers privacy and tranquility. The house includes a large covered back patio and a riverfront gazebo - useful for entertaining or just enjoying the surroundings. This home is located just a short drive from Roseburg, providing you with easy access to local amenities, shopping, dining, and schools. The house includes an outbuilding which is perfect for a home office, a yoga/workout studio, or a retreat perfect for art work or reading. The neighborhood is on a quiet cul-de-sac, with excellent neighbors. This home is perfect as a riverfront vacation home, or a forever home. Don't miss the opportunity to own a piece of this stunning riverfront property. Contact us today to schedule your private tour.

PRICE REDUCED! Beautiful one level home, perfect for entertaining, tile entry, vaulted ceilings, carpet and travertine flooring. Kitchen has Corian countertops, stainless appliances, pantry. Formal dining room, master suite, jacuzzi tub, private back yard with custom waterfall feature. Located in cul-de-sac of very nice homes. New roof in 2016, newer HVAC system, broadband, appliance electric and gas hookups.