Trail Homes with Detached Carport Parking features

Welcome to Trail, Oregon – a hidden gem nestled in the heart of Jackson County. This charming community offers a unique blend of natural beauty and small-town warmth, making it a perfect place to call home. Surrounded by the stunning landscapes of the Cascade Mountains and the lush greenery of the Rogue River National Forest, Trail is a haven for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply soaking in the breathtaking views, this area has something for everyone.

Trail boasts a tight-knit community where neighbors become friends and local businesses thrive. The town's quaint charm is complemented by a rich history, showcasing the spirit of the Pacific Northwest. With a variety of seasonal events and festivals, residents can enjoy a vibrant community life year-round.

For those considering a move to this picturesque area, homes in Trail often feature the desirable convenience of detached carport parking. This practical addition not only provides shelter for your vehicles but also offers extra storage space for outdoor gear or recreational equipment. Imagine returning home after a day of adventure, parking your car under the protection of a carport, and stepping into your cozy abode, ready to unwind.

With its serene atmosphere, friendly community, and beautiful homes equipped with detached carport parking, Trail, Oregon, is an ideal choice for anyone looking to embrace a tranquil lifestyle. Come discover the magic of Trail – where nature meets community, and your dream home awaits!

Newest Trail Homes with Detached Carport Parking features

$899,000

5 Beds ⋅ 3 Baths ⋅ 220222418 MLS

Introducing Wheeler Ranch & Estate - a singular Southern Oregon estate set on 5.67 private acres with seasonal creek, open pasture, & a landmark Spiral Willow gracing this land for generations. Crafted from natural stone, rough-cut wood beams, cedar shakes, & anchored by a real stone fireplace across three dramatic levels. Step inside to 18-foot soaring ceilings, rich hardwood floors, wrought-iron detail work, & lookout skylights. A spiral staircase rises to an open upper loft with whole-home audio & room-by-room controls. Stone countertops, custom range hood, & breakfast bar island. Primary suite with private patio & jet tub. The lower level is a fully independent with a private entrance, full kitchen, stone wood stove, three bedrooms, knotty pine music room, stamped concrete floors, & wine cellar. Solid construction ensures true separation. Quiet. Private. Minutes to Rogue River rafting & fishing, Lost Creek Lake, OHV & horseback trails. A legacy property built to last!

838 Ragsdale Road, Trail

$499,000

4 Beds ⋅ 2 Baths ⋅ 220219353 MLS

Beautifully updated 4-bedroom, 2-bath home offering 2,025 sqft on 3.92 private acres in a peaceful forest setting with fruit trees, gated entry, RV parking, and a circular (roundabout) driveway. Nearly every major component has been upgraded--new roof, siding, paint, windows, decks, gutters, and exterior lighting with security cameras. Enjoy peace of mind with a new breaker box, power drop, meter base, well pump, pressure tank, and 2,500-gallon water storage system. Inside features modern comfort with PEX plumbing, remodeled bathrooms, fresh interior paint, new flooring (carpet & LVP), updated lighting, new kitchen cabinets, appliances, and added laundry. Detached double-wide carport included. Seller willing to sell mostly furnished (minus a few items). A rare turnkey property combining privacy, space, and extensive upgrades--move-in ready!

6481 Highway 227, 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

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: