Trail Homes with Bungalow Style

Welcome to Trail, Oregon—a hidden gem nestled in the heart of Jackson County, where natural beauty and small-town charm converge. Known for its breathtaking landscapes and outdoor recreational opportunities, Trail is the perfect destination for those seeking a peaceful lifestyle surrounded by nature. With the majestic Cascade Mountains as your backdrop, residents enjoy an array of activities, from hiking and fishing to camping and bird-watching, making it an ideal locale for nature enthusiasts.

One of the most alluring features of Trail is its collection of charming bungalow-style homes. These delightful residences exude warmth and character, often showcasing inviting porches, cozy interiors, and unique architectural details that reflect the area’s rich history. Bungalows in Trail provide a perfect blend of comfort and style, making them an excellent choice for families, retirees, and anyone looking to embrace a simpler way of life.

Living in a bungalow in Trail means more than just owning a home; it’s about becoming part of a welcoming community. With friendly neighbors and a laid-back atmosphere, you’ll find a sense of belonging that’s hard to replicate. The local amenities, including quaint shops, farmer’s markets, and cozy cafes, add to the charm of this picturesque town.

If you’re looking for a serene retreat with a bungalow-style home in Trail, Oregon, you’ll discover a perfect blend of comfort, community, and the great outdoors. Embrace the opportunity to create lasting memories in this enchanting corner of Jackson County, where every day feels like a getaway. Welcome home!

Newest Trail Homes with Bungalow Style

$699,900

2 Beds ⋅ 2 Baths ⋅ 658767959 MLS

Fisherman's retreat on the world-famous Rogue River! This prime riverfront prop. offers a beautiful setting w/seasonal Salmon/Steelhead runs right out your back door. Enjoy rolling low-bank frontage/your own private boat launch, and concrete dock perfect for relaxing/taking in the river/forest. Home is already updated - features 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 adds flexibility. Functional multi-space shop, w/additional carport/RV pkg/irrigation pump/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. Potential income producing short term rental. Don't miss this rare opportunity!

24990 HIGHWAY 62, 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

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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: