Trail Homes with Northwest Style

Welcome to Trail, Oregon – a hidden gem nestled in the heart of Jackson County, where the beauty of the Pacific Northwest meets small-town charm. This quaint community, surrounded by majestic mountains and lush forests, offers a unique blend of outdoor adventure and serene living. With easy access to the stunning Rogue River and the breathtaking landscapes of the Cascade Range, Trail is a paradise for nature lovers, hikers, and those seeking a peaceful retreat from the hustle and bustle of city life.

Trail is not just about its stunning scenery; it's also a place where community spirit thrives. The friendly locals embrace a laid-back lifestyle, making it easy for newcomers to feel right at home. Whether you're enjoying a weekend farmers' market or participating in local events, you'll quickly discover the warmth and camaraderie that defines this charming town.

When it comes to homes, Trail boasts an array of properties that perfectly embody the Northwest style. From cozy cabins tucked away in the woods to modern homes with expansive views, each residence reflects the natural beauty of the area. Many homes feature open floor plans, large windows that invite the outdoors in, and sustainable materials that resonate with the eco-conscious spirit of the region. Whether you’re looking for a rustic retreat or a contemporary dwelling, Trail offers a diverse selection of homes that cater to a variety of tastes and lifestyles.

Discover the allure of Trail, Oregon, where every day feels like a vacation in nature, and the perfect home awaits you!

Newest Trail Homes with Northwest Style

$420,000

3 Beds ⋅ 2 Baths ⋅ 220222703 MLS

Amazing hilltop property with views! This 3-bedroom, 2-bathroom home offers 1,188-SF of comfortable living space on 5.14-acres backing directly to nearly 500-acres of BLM land. Enjoy unmatched privacy, abundant wildlife, hiking trails, and endless outdoor exploration right out your back door. The property features two separate driveway entrances--one leading to the home and another providing easy access to a flat meadow area ideal for gardening, animals, equipment, or future projects. The home includes a roof that's only 5-years old, new paint inside and out, plus a new well with a 2,000-gallon holding tank for added peace of mind. A huge shop offers incredible flexibility with a car lift, ample workspace/storage, and additional living quarters complete with a full bathroom. A rare combination of seclusion, functionality, and outdoor living!

235 Citadel Road, Trail

$699,900

2 Beds ⋅ 3 Baths ⋅ 220216483 MLS

Fisherman's retreat or potential short term rental income on the world-famous Rogue River! This prime riverfront prop. offers a beautiful setting w/seasonal Salmon/Steelhead runs right out your back door. Rolling low-bank frontage/your own private boat launch, and concrete dock perfect for relaxing/taking in the river/forest. Home is already updated - upgraded LVP floors/barn doors/newer roof/paint/cabinets, a newly built expansive deck w/plenty of space for entertaining, and a functional kitchen w/dining area overlooking the large yard and river. Detached 2nd bedroom/office w/half bath. functional multi-space shop, w/additional carport/RV pkg/fenced dog run/mature landscaping complete the package. Minutes to Shady Cove/Lost Creek Lk./hunting/hiking/rafting/vineyards/endless recreation/short jaunt Crater Lk. Natl. Park. Might make great 2nd home, seasonal retreat, Air BNB or primary Res.

24990 Highway 62, Trail

$549,999

5 Beds ⋅ 3 Baths ⋅ 220216407 MLS

Stills Family Estate | 5.55 Acres | Two Homes | Southern Oregon Country Living This rare multigenerational property offers the kind of space, privacy, and freedom that you have been searching for. Close enough to share life's moments, far enough apart for everyone to have their own. Two fully independent homes on 5.55 acres of Southern Oregon countryside -- each with its own septic and electric meter. Gather the generations, bring the animals, and plant something that lasts. A 3-bay garage, 2-car garage, upper-level studio with expansion potential, and a high-producing filtered well round out this legacy property. Minutes to Shady Cove, the Rogue River, and everything Southern Oregon is known for. Properties like this don't come twice.

778 Ragsdale Road, Trail

$596,000

3 Beds ⋅ 2 Baths ⋅ 220211566 MLS

Creekfront with Water Rights! Dream retreat on 10.29 stunning acres with year-round creek frontage & multiple swimming holes! This 2018-built 3 bed, 2 bath, 1,680 SF home offers an updated interior with Pergo barn wood floors & tranquil creek views from the living areas, primary & guest bedroom & back deck. Fully fenced & gated property offers privacy & security. Additional features include RV parking with water & power, attached 2-car garage, outdoor shower, & expansive flat, usable land ideal for gardening, recreation, or future projects. A large rainwater collection tank, supports irrigation & fire prevention. Marketable timber & open space offer endless opportunities to explore, relax, or expand. Backs to nearly 500 acres of BLM land & recipient of multiple Elk Creek restoration grants. Built by award winning builder, Palm Harbor, home is LEED Eco-certified and turn-key with well, septic and irrigation in place. Property recently appraised in 2025 above sales price!

52 Dodes Creek Road, Trail

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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.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: