Trail Homes with City View

Welcome to Trail, Oregon—a hidden gem nestled in the heart of Jackson County, where the majestic beauty of nature meets the charm of small-town living. With its breathtaking landscapes, Trail offers a serene retreat for those seeking tranquility while still being close to modern amenities.

One of the standout features of Trail is its stunning homes that boast panoramic city views. Imagine waking up each morning to the soft glow of sunrise illuminating the town below, or unwinding in the evening while watching the sun dip below the horizon, casting a warm hue over the landscape. These homes not only provide a comfortable living space but also serve as a front-row seat to the natural beauty that surrounds you.

Trail is surrounded by lush forests, rolling hills, and pristine rivers, making it an ideal location for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply strolling through the picturesque surroundings, this area has something for everyone. The community is warm and inviting, with friendly neighbors and a strong sense of belonging, making it a perfect place to raise a family or retire in peace.

With a variety of homes available, each with unique features and stunning city views, Trail invites you to explore the possibilities of living in this enchanting area. Experience the perfect blend of nature and community, and discover why so many are choosing to call Trail, Oregon, home. Don’t miss your chance to find your dream home in this captivating town!

Newest Trail Homes with City View

$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

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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: