Refine Search
Sort by
$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, 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! More photos coming soon. Agent is owner.

339 PIONEER WAY, Winchester

$519,900
3 Beds 2 Baths 190207928 MLS
Lower taxes in the Winchester area, outside the city limits! Home is all on one level! This quality-crafted home offers comfort, space, and exceptional curb appeal on a large corner lot. Featuring 3 bedrooms and 2 bathrooms, the thoughtfully designed floor plan combines functionality with timeless style. Inside, you’ll find soaring high ceilings that create an airy, inviting atmosphere, along with a dedicated office behind elegant French doors — perfect for working from home or a quiet retreat. The spacious kitchen offers abundant cabinetry, a convenient eating bar, and flows seamlessly into both the formal dining room and a cozy breakfast nook for everyday living. The private primary ensuite is designed for relaxation with granite countertops, double sinks, and a generous walk-in closet. Outside, the beautifully landscaped yard is filled with mature plantings and trees, creating a peaceful setting to enjoy from the covered rear patio. A circular driveway provides easy access and impressive curb appeal, while the private RV parking tucked behind the home offers added convenience and flexibility. A storage shed adds extra room for tools, hobbies, or seasonal storage. New roof in 2025. This well-appointed property combines comfort, privacy, and charm in one of Winchester’s desirable, most sought-after locations.

147 WINGFOOT CT, 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

$599,000
3 Beds 2 Baths 739910850 MLS
Welcome to 411 Oak Valley Loop, a meticulously maintained custom home offering single-level living, quality craftsmanship, and exceptional comfort in one of Winchester’s desirable neighborhoods. This beautiful 3-bedroom, 2.5-bath residence offers 2,361 square feet of thoughtfully designed living space with minimal steps, making everyday living both convenient and accessible. Rich bamboo flooring, tile accents, and abundant natural light create a warm and inviting atmosphere throughout.At the heart of the home, the spacious kitchen is designed for gathering and entertaining, featuring granite countertops, a 5-burner gas range, stainless steel appliances, pantry storage, and ample workspace. The adjoining great room offers a cozy gas fireplace and sliding glass door that opens to the covered patio, creating a seamless indoor-outdoor living experience.The spacious primary suite provides a private retreat with dual closets, including a walk-in closet, double-sink vanity, and direct access to the back yard through a sliding glass door. Two additional bedrooms are connected by a convenient shared bath, while a charming bay window in one adds character and natural light to the home.Outside, you’ll find a beautifully landscaped and fully fenced backyard designed for privacy and relaxation. Whether enjoying your morning coffee on the covered patio or entertaining guests, this outdoor space is sure to impress.Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 3-car garage with pull-through access to the backyard, along with abundant additional parking.Combining timeless style, pride of ownership, and functional living spaces, this move-in-ready custom home is a rare opportunity to enjoy the very best of Douglas County living. Call for your private tour today!

411 OAK VALLEY LOOP, Winchester

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.