Trail Homes with Shady Cove School Elementary school

Welcome to Trail, Oregon – a hidden gem nestled in the picturesque Jackson County. This charming community is a perfect blend of serene landscapes, vibrant outdoor activities, and a warm, welcoming atmosphere. Surrounded by the breathtaking beauty of the Cascade Mountains and the Rogue River, Trail offers an idyllic setting for those seeking a peaceful lifestyle away from the hustle and bustle of city life.

One of the standout features of Trail is its proximity to the highly regarded Shady Cove School, which serves the local elementary students. Families will appreciate the strong sense of community and the emphasis on quality education that this school provides. With a focus on fostering a supportive learning environment, Shady Cove School is dedicated to nurturing young minds and preparing them for future success.

The homes in Trail reflect the charm of this quaint town, with a variety of options to suit diverse tastes and budgets. From cozy cottages to spacious family homes, there’s something for everyone in this serene enclave. Many properties boast stunning views, expansive yards, and easy access to outdoor adventures, making it an ideal place for families and nature lovers alike.

In addition to its beautiful homes and excellent school, Trail offers a wealth of recreational opportunities. Whether you enjoy hiking, fishing, or simply soaking in the beauty of nature, you'll find plenty to explore in this enchanting region.

Discover the charm of Trail, Oregon, where community spirit thrives, education is valued, and the beauty of nature is right at your doorstep. Come and experience the tranquil lifestyle that awaits you in this delightful corner of Jackson County!

Newest Trail Homes with Shady Cove School Elementary school

$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

$919,000

3 Beds ⋅ 3 Baths ⋅ 220219182 MLS

Nest with the Eagles on nearly 11 acres overlooking the mighty Rogue River! This stunning 3BR/4BA retreat sits atop a treed knoll with breathtaking river and mountain views from every angle. Watch the salmon spawn from your back deck, unwind in the hot tub with a cool breeze, and enjoy end-of-road privacy that makes this property truly one of a kind. Soak in the scenery from multiple private decks and balconies, or cool off in the solar-heated in-ground pool. The main level features soaring open ceilings, a wood-burning fireplace, and a galley kitchen, while the upper level offers two master suites plus a third bedroom. The finished daylight basement is perfect for a game room or guest quarters, and a private pool house with full bath sits just steps away. All of this within moments of world-class boating, recreation, and trails. Nearly 11 fenced and gated acres of peace and tranquility, yet just minutes from town. This is Southern Oregon living at its finest!

7201 Crowfoot 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

$265,000

220218243 MLS

Owner carry available to qualified buyer! Tucked at the end of a private road, this peaceful 10-acre retreat offers sweeping valley and mountain views with a soulful, off-grid feel. A 4,000-watt solar array with twelve 6V batteries supports true self-sufficiency, complemented by a strong well with solar pump, installed septic, approved homesite, and passive geothermal ducting already in place. The land carries a quiet sense of history with signs of Native American presence, adding depth and connection to the setting. Enjoy full sun exposure, exceptional privacy, and 400 acres of timberland to the west with expansive BLM beyond. Parcel is hidden from the road and accessed by its own private drive. Minutes to the Rogue River and Shady Cove. Photos don't do it justice. This is a must-tour property!

300 Citadel Road, 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

$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

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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: