Trail Homes with Driveway Parking features

Welcome to Trail, Oregon – a hidden gem nestled in the picturesque Jackson County. This charming community is surrounded by breathtaking landscapes, offering residents a serene lifestyle with easy access to the great outdoors. With its stunning mountain views, lush forests, and proximity to the scenic Rogue River, Trail is perfect for nature enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life.

Trail boasts a friendly, tight-knit community where neighbors quickly become friends. Here, you will find a variety of local amenities, including quaint shops, delightful eateries, and recreational opportunities that make every day an adventure. Whether you're hiking through the stunning trails, fishing in the river, or simply enjoying a picnic in one of the nearby parks, Trail offers an abundance of activities for all ages.

One of the standout features of homes in this area is the convenience of driveway parking. Many properties come equipped with spacious driveways, providing ample space for residents and guests alike. This feature not only adds to the overall appeal of the homes but also ensures that you have a secure and accessible place for your vehicles.

Imagine coming home after a day of exploring the beautiful Oregon wilderness and parking right in your own driveway, ready to unwind and enjoy the comforts of your own space. If you’re looking for a tranquil lifestyle in a community that values nature, connection, and convenience, Trail, Oregon, with its inviting homes and driveway parking, may just be the perfect place to call home. Come explore the beauty and charm of Trail today!

Newest Trail Homes with Driveway Parking features

$475,000

3 Beds ⋅ 3 Baths ⋅ 220224437 MLS

Nestled on 6.1 wooded acres, this charming chalet-style retreat offers a blend of privacy, character, & functionality. Abundant natural light, & large windows that showcase the surrounding natural beauty. Architectural details include a spiral staircase leading to a loft and additional bedroom + bath, stained glass accents, honed granite countertops, & a warm, inviting atmosphere throughout. Recent updates include newer decks, windows, & durable metal roofs. Stay cozy year-round w/ a certified wood stove. The detached 2-car garage includes versatile flex space w/ a bathroom, perfect for a home office. Detached outbuilding w/ electricity. Ample room for equipment, recreational vehicles, and outdoor toys, this property is perfect for those seeking space and adventure. Conveniently located near BLM land, river access, and Shady Cove amenities, this tranquil property captures the best of Southern Oregon living.

238 Citadel Road, Trail

$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

$559,000

3 Beds ⋅ 3 Baths ⋅ 220221847 MLS

Escape to your private 10+ acre wilderness sanctuary! This grand log home perfectly blends rustic luxury with ultimate functionality. The property backs up to BLM land for unmatched privacy & boasts spectacular, views of the Cascade Mtns. Inside find breathtaking, open-beam vaulted ceilings and a warm, inviting living space centered around a brick-surrounded pellet stove. The highly versatile floor plan offers 2 spacious main-level bdrms. Upstairs, discover a privately tucked-away primary suite complete with an en-suite bath and flexible loft area. Large, functional kitchen features abundant storage, walk-in pantry, and an adjacent dedicated laundry room. The exterior features an oversized garage with built-in shop area, plus dedicated RV parking. Embrace outdoor living on the massive, 932 sq ft covered porch, perfect for morning coffee or sunset views. A dream property for hobbyists, outdoor enthusiasts and travelers alike!

275 Citadel Road, Trail

$245,000

1 Beds ⋅ 1 Baths ⋅ 220218910 MLS

Private 10.3-acre setting with usable land and strong potential. The property previously received county approval for a replacement homesite--buyers to verify current status with Jackson County--offering an opportunity to rebuild while having a functional setup already in place. A finished shop with studio-style living area provides space for use as primary residence, guest use, or living and workspace during construction. Backs to 41 acres of BLM for added privacy and direct access to recreation. Generator and Greenhouse on site supports homestead or self-sufficient living. Located about 7 minutes to Shady Cove and 15 minutes to Lost Creek Lake. Owner is in the process of obtaining permits and DEQ approval for a new septic system. Due to condition, conventional financing may be limited--buyer to perform due diligence. Altered aerial photos are for illustrative purposes only. Actual design and footprint of homesite will vary, if any homesite is available.

164 Busch 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

$725,000

2 Beds ⋅ 3 Baths ⋅ 220214205 MLS

Gorgeous 2512 sf home w/ 156.04-acres of recreational property offering privacy, abundant wildlife, and sweeping 360-degree mountain views. Located near Rogue River trophy fishing waters and minutes from Lost Creek Lake, this property provides exceptional access to fishing, boating, hunting, and outdoor adventure. The 2,512 sq ft home is designed for multi-generational living, featuring a main-floor private suite with full bath and French doors, an open-concept living area with high ceilings, wood-burning fireplace, and a kitchen with eat-bar seating, stainless appliances, and tile backsplash. A dedicated office and guest half bath add flexibility. Upstairs, a loft-style living space opens to a view deck and a private primary suite with walk-in shower, soaking tub, double vanity, and walk-in closet. The land includes open and wooded terrain, greenhouse, woodshed, fenced paddocks, a cleared shooting range area, and fully owned solar--ideal for outdoor enthusiasts.

12594 McNeil Creek Road, Trail

$519,900

3 Beds ⋅ 2 Baths ⋅ 220211814 MLS

Freshly remodeled 3-bedroom, 2-bath home featuring 1,911-sq. ft. of spacious, open living filled with natural light! Enjoy breathtaking mountain views and abundant wildlife from every room. The home offers a new kitchen with butcher block counters, freshly updated bathrooms, laminate flooring throughout, wood-burning fireplace, expansive decking, durable metal roof, and new mini splits for year-round comfort. Plenty of room for all your toys, projects, and hobbies on 21.51-private acres. The property backs up to over 2,500-acres of public lands, providing endless opportunities for hunting, trail riding, hiking, and outdoor recreation in every season. Just 7 minutes from Shady Cove, this home combines privacy, comfort, and adventure, making it a true nature lover's paradise where every day feels like a getaway.

5015 Highway 227, 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

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.

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: