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Trail Homes for Sale

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  • 0 Loper Ln, Trail, OR 97541
    0 Loper Ln, Trail, OR 97541
    0 Loper Ln, Trail, OR 97541
    /5

    $440,000

    $165K PRICE INCREASE
    • Land
    • 100.6 Acres
    • $4,374 per Acre

    0 Loper Ln, Trail, OR 97541

    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

    Agent Photo

    Rockwell Group

    eXp Realty, LLC

    0 Loper Ln, Trail, OR 97541
  • 235 Citadel Rd, Trail, OR 97541
    235 Citadel Rd, Trail, OR 97541
    235 Citadel Rd, Trail, OR 97541
    /37

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    235 Citadel Rd, Trail, OR 97541

    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

    Ashley Weakley Windermere Trails End R.E.

    235 Citadel Rd, Trail, OR 97541
  • 838 Ragsdale Rd, Trail, OR 97541
    838 Ragsdale Rd, Trail, OR 97541
    838 Ragsdale Rd, Trail, OR 97541
    /52

    $899,000

    • 5 Beds
    • 3 Baths
    • 5,040 Sq Ft

    838 Ragsdale Rd, Trail, OR 97541

    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,

    Clarence Todd Windermere Van Vleet & Assoc.

    838 Ragsdale Rd, Trail, OR 97541
  • 275 Citadel Rd, Trail, OR 97541
    275 Citadel Rd, Trail, OR 97541
    275 Citadel Rd, Trail, OR 97541
    /46

    $559,000

    $16K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    275 Citadel Rd, Trail, OR 97541

    Escape to your private 10+ acre wilderness sanctuary! This grand log home perfectly blends rustic luxury with ultimate functionality. The property backs up to BLM land for unmatched privacy & boasts spectacular, views of the Cascade Mtns. Inside find breathtaking, open-beam vaulted ceilings and a warm, inviting living space centered around a brick-surrounded pellet stove. The highly versatile

    Diane Major Oregon Opportunities Real Estate

    275 Citadel Rd, Trail, OR 97541
  • 24990 Highway 62, Trail, OR 97541
    24990 Highway 62, Trail, OR 97541
    24990 Highway 62, Trail, OR 97541
    /32

    $699,900

    • 2 Beds
    • 2.5 Baths
    • 1,056 Sq Ft

    24990 Highway 62, Trail, OR 97541

    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

    Matt Barnes TopLine Real Estate of Southern Oregon LLC

    24990 Highway 62, Trail, OR 97541
  • 300 Citadel Rd, Trail, OR 97541
    300 Citadel Rd, Trail, OR 97541
    300 Citadel Rd, Trail, OR 97541
    /25

    $265,000

    $7K PRICE DROP
    • Land
    • 10.08 Acres
    • $26,290 per Acre

    300 Citadel Rd, Trail, OR 97541

    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.

    Ryan Redding Windermere Van Vleet & Assoc.

    300 Citadel Rd, Trail, OR 97541
  • 38 Meadow Ln, Shady Cove, OR 97539
    38 Meadow Ln, Shady Cove, OR 97539
    38 Meadow Ln, Shady Cove, OR 97539
    /88

    $1,450,000

    • 4 Beds
    • 2.5 Baths
    • 2,727 Sq Ft

    38 Meadow Ln, Shady Cove, OR 97539

    Experience life on the banks of the Rogue River with approx. 140-ft of low-bank frontage on the famous ''Davis'' Salmon & Steelhead fishing hole--offering exceptional fly fishing, direct river access, and your own backyard raft/boat launch for days spent enjoying true riverfront living. Built in 2011 by Al Morris with exceptional quality and craftsmanship, this 2,727-sq. ft. custom home features

    Mike Malepsy Windermere Trails End R.E.

    38 Meadow Ln, Shady Cove, OR 97539
Oregon Jackson County Shady Cove

Real Estate & Homes for Sale in Trail, Shady Cove

Why Live in Trail
Trail, located in Shady Cove, offers a diverse range of housing styles, from secluded ranch-style estates to custom-built homes, with properties varying significantly in size and quality. Most homes sit on lots between 2 and 8 acres, though some span dozens of acres. Outdoor recreation is a significant draw, with activities like white-water rafting, trail riding, snowshoeing, and cross-country skiing readily available. The Rogue River is a popular spot for salmon fishing and rafting, while Rogue Elk Park provides a forested area for boating, camping, and picnicking. For golf enthusiasts, the Eagle Point Golf Course, located 15 miles south, is a nationally recognized 18-hole course. Local amenities include the Trail Market, which offers basic groceries and a deli, while more extensive shopping and dining options are available in Shady Cove, just 3 miles away. Notable spots in Shady Cove include Phil’s Frosty and Mac’s Diner, a 1950s-style restaurant with river views. Trail is primarily car-dependent, with Crater Lake Highway serving as the main route for commuting to nearby communities and the Rogue Valley International Medford Airport, 34 miles away. The closest 24-hour emergency medical services are at Providence Hospital, 36 miles away.
Learn more about living in Trail

Trail Home Prices vs. Nearby Shady Cove, OR Neighborhoods

Trail Shady Cove Eagle Point
Median Home Price
$699,900
$514,499
$500,000
Median Sale Price
$482,204
+1% YoY
$455,000
+9% YoY
$449,000
-5% YoY
Median Single Family Price
$699,900
$493,000
$484,880
Total Active Listings
5 listings
19 listings
93 listings
Market Conditions
15 Months of Supply
Buyer's Market
7 Months of Supply
Buyer's Market
6 Months of Supply
Balanced Market

Frequently Asked Questions

Is Trail a good place to live?
Trail is a good place to live. Trail is considered very car-dependent. Trail is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. It has a median age of 52. The average household income is $55,505 which is below the national average. College graduates make up 8.7% of residents. A majority of residents in Trail are home owners, with 20% of residents renting and 80% of residents owning their home. A local real estate agent serving Trail can help you decide if this neighborhood is the right one for you. Learn more on our Trail neighborhood guide.
Is Trail, OR a safe neighborhood?
Trail, OR is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Trail?
The median home price in Trail is $699,900. If you put a 20% down payment of $140,000 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $3,590 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $154K a year to afford the median home price in Trail. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Trail is $56K.
What are the best public schools in Trail?
The best public schools that serve Trail are:
What are the most popular zip codes in Trail, Shady Cove, OR?
The most popular zip codes in Trail, Shady Cove, OR include 97541, 97539, 97524, 97503 and 97536.
What are the most popular neighborhoods near Trail, Shady Cove, OR?
The most popular neighborhoods near Trail, Shady Cove, OR are Wimer, North Medford and Foots Creek.
Are home prices dropping in Trail?
Yes, home prices in Trail are down 35% in the last 12 months.
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