Trail Homes with Forest View

Trail Homes with Forest View

Welcome to Trail, Oregon – a hidden gem nestled in the heart of Jackson County, where the beauty of nature meets the warmth of a close-knit community. With its stunning landscapes and serene ambiance, Trail offers an idyllic setting for those seeking a tranquil lifestyle surrounded by the majestic forests of the Pacific Northwest.

Imagine waking up each morning to breathtaking forest views right outside your window. Homes in Trail are designed to embrace the natural beauty that envelops them, providing residents with a unique opportunity to connect with nature. Whether you’re sipping your morning coffee on the porch or enjoying a cozy evening by the fire, the lush greenery and towering trees create a peaceful backdrop for everyday life.

Trail boasts a rich tapestry of outdoor activities, making it a paradise for nature lovers and adventure seekers alike. From hiking and biking trails to fishing and camping spots, there’s no shortage of ways to explore the stunning landscapes that define this charming town. The community is also known for its friendly atmosphere, where neighbors become friends and local events bring everyone together.

For those looking to invest in a home with a forest view, Trail offers a variety of options, from quaint cabins to modern residences, all designed to harmonize with the environment. Experience the tranquility of forest living while still having access to essential amenities and services in nearby towns.

Discover the allure of Trail, Oregon, where forest views and community spirit come together to create a truly enchanting place to call home. Embrace the lifestyle you’ve always dreamed of in this picturesque setting!

Newest Trail Homes with Forest View

$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
$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
$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
$440,000
220210917 MLS
Two Tax lots creating 100-acre sloped, forested parcel located in the scenic Trail, OR area. Zoned OSR (Open Space Reserve), offering potential for recreation, conservation, or low-impact development. Check with Jackson County for Home Site Development process. An adjacent 80-acre parcel is also available and can be combined for expanded use or access. Buyer to perform own Due Diligence regarding intended use for the property.

Loper Lane, 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: