Winchester Homes with 1 Story Style

Welcome to Winchester, Oregon – a hidden gem nestled in the heart of Douglas County. This charming city is known for its picturesque landscapes, friendly community, and a relaxed lifestyle that makes it an ideal place to call home. Surrounded by the natural beauty of the Umpqua River and the stunning Cascade Mountains, Winchester offers residents a unique blend of outdoor adventure and small-town charm.

One of the standout features of Winchester is its impressive selection of one-story homes. These single-level residences are perfect for those seeking convenience and accessibility, making them an excellent choice for families, retirees, and anyone who appreciates a seamless flow between spaces. With spacious layouts, modern amenities, and beautiful outdoor areas, one-story homes in Winchester provide the perfect backdrop for creating lasting memories.

Residents of Winchester enjoy a plethora of recreational activities, from hiking and fishing to exploring the nearby wildlife reserves. The city boasts a vibrant community spirit, with local events, farmers' markets, and parks that encourage neighborly connections. Additionally, residents have easy access to essential amenities, including shopping, dining, and healthcare, ensuring a comfortable and fulfilling lifestyle.

Whether you’re looking for a cozy retreat or a place to grow your family, Winchester’s one-story homes offer both style and practicality. Embrace the tranquil atmosphere of this charming city and discover your perfect home in Winchester, Oregon, where comfort meets community in the most delightful way. Come and experience the beauty and warmth of Winchester, and let this extraordinary city welcome you home!

Newest Winchester Homes with 1 Story Style

$500,000

3 Beds ⋅ 2 Baths ⋅ 734531126 MLS

Looking for that 3 Br., but need an office? This custom contemporary home is located on a large corner lot in a beautiful Winchester neighborhood in an excellent school district. It offers super high ceilings, a large open kitchen looking into the breakfast nook and light/bright great room, and a large formal dining room for family gatherings. You'll fall in love with the semi-private outdoor living space with covered exposed ag. patio and outdoor ceiling fan. This would be the perfect spot for that gas fire pit on the cooler days! The primary bedroom is very large and has a ceiling fan, huge walk-in closet, dual sinks with granite countertops, and a full-size walk-in shower. The split floor plan is also a plus, with two extra bedrooms of nice size. This one comes with beautiful, low-maintenance landscaping, extra parking for a small RV or boat next to the garage, and a roof that is only 2 years old! This one is worth a look! Call your agent to schedule a showing today.

147 WINGFOOT CT, Winchester

$530,000

3 Beds ⋅ 2 Baths ⋅ 636742962 MLS

Charming and ideally located at 849 N View Dr, this home offers a seamless blend of comfort, functionality, and convenience. The thoughtfully designed layout features 3 bedrooms and 2 bathrooms with inviting living spaces bathed in natural light, creating a warm and welcoming atmosphere. Enjoy a fenced yard, sprinkler system, RV parking, and a garage, perfect for both relaxation and practicality. Nestled in a peaceful setting, yet just minutes from shopping, dining, local amenities, and major commuter routes, it combines tranquility with accessibility. Set in a highly desirable neighborhood, this property is a fantastic opportunity for both homeowners and investors—don’t miss your chance!

849 NORTH VIEW DR, Winchester

$485,000

3 Beds ⋅ 2 Baths ⋅ 176433898 MLS

Welcome to this beautifully updated residence in one of Winchester's sought-after neighborhoods. Nestled on a quiet, dead-end street with a welcoming atmosphere, this home offers the perfect blend of comfort, style, and convenience. Filled with natural light from expansive windows, the thoughtfully designed floor plan features 3 spacious bedrooms, including a luxurious primary suite with a stunning walk-in closet complete with custom built-in storage and a dedicated vanity. Quartz countertops, tiled showers, and tasteful updates throughout create a fresh, modern feel. Designed for today's lifestyle, the home also offers a versatile bonus room with French doors—ideal as a home office or potential 4th bedroom. Plus an additional flex space - perfect for a family room, game room, or media room. The well-appointed kitchen features abundant cabinetry and two pantry/storage closets. The layout of the home and living spaces, make entertaining effortless. Additional storage includes a coat closet, oversized linen closet, utility/storage room, and generous cabinetry in the laundry room. Step outside to enjoy the spacious front and backyard, offering plenty of room for gatherings, play, or simply relaxing. The garage features an epoxy-coated floor, and the attached shop provides additional workspace with a bank of cabinets or the potential to convert into a covered carport. Large driveway that can easily fit 6 vehicles. Ideal location--less than five minutes from I-5, approx 10 minutes to Umpqua Community College, and less than 1 mile from the beautiful North Umpqua River, where swimming, rafting, kayaking, and fishing can be enjoyed all summer long. If you have been searching for a move-in-ready home in a peaceful, established neighborhood with room to entertain and an unbeatable location, this Winchester gem is one you won't want to miss! Current mortgage may be assumable with a 4.25% interest rate. Motivated sellers - please bring ALL offers! Agent is owner.

339 PIONEER WAY, Winchester

$489,000

3 Beds ⋅ 3 Baths ⋅ 668222765 MLS

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 tankless H2o tank, and a cozy gas fireplace insert. Two bonus rooms connected by a breezeway provides an ideal office, hobby room, or flex space, or added storage room adds even more utility. The property includes a carport, ample driveway parking, and a separate garage with its own laundry. Above the garage is a fully furnished 1BD/1BA guest studio—perfect for extended family, guests, or potential rental income. The expansive fully fenced backyard offers room for gardening, play, or projects, complete with a workshop and greenhouse for year-round gardening. Additional improvements include a new roof installed in 2023 and fresh interior and exterior paint. This super-cute property offers privacy, versatility, and excellent multi-use living options in a peaceful Winchester setting. Truly move-in ready and charming.

335 PAGE RD, Winchester

Start Your Search

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.