Trail Houses for Sale

/77
$837,900
- 3 Beds
- 2 Baths
- 3,262 Sq Ft
1400 Highway 227, Trail, OR 97541

Welcome to the vista of vistas! Make this tantalizing 5 million dollar view part of your daily life! This 3262sf home lives to take in the environment at every corner. The bathrooms with jetted tubs/showers, heated floors & a suite with a multi-jet Maya steam shower! The warmth of the extensive luxury Blue Pine log beam features throughout, show the pride of which it was built. Graced with a

John Ford

Ford Real Estate

(458) 309-2382

1400 Highway 227, Trail, OR 97541
Explore Trail
/58
$515,000
- 3 Beds
- 2.5 Baths
- 2,277 Sq Ft
123 Loper Ln, Trail, OR 97541

Discover this one-of-a-kind custom home by Dan Loper, nestled on 7.25 gated and fenced acres with breathtaking valley views. This 2,277 sq ft 3-bed, 2.5-bath home features a finished daylight walkout basement perfect for guests or rental. Enjoy 3-inch black oak hardwood floors, a Lopi wood stove, Hunter Douglas blinds, 2023 dual mini-split HVAC units, and a durable metal roof. The wraparound and

Ellen Saris

More Realty

(458) 207-5929

123 Loper Ln, Trail, OR 97541
/51
$749,000
- 4 Beds
- 3 Baths
- 3,433 Sq Ft
580 Ragsdale Rd, Trail, OR 97541

Beautiful 4-bedroom, 3-bath home with stunning views and endless possibilities! This spacious home features 2-bonus rooms downstairs—perfect for an office, guest space, or multi-family living. The primary suite is on the main level, along with two additional bedrooms. Enjoy breathtaking views from the expansive deck, ideal for entertaining or relaxing. Tons of storage throughout, including a

Michael Coble

Windermere Trails End R.E.

(458) 203-3155

580 Ragsdale Rd, Trail, OR 97541
/63
$929,000
- 5 Beds
- 3.5 Baths
- 5,040 Sq Ft
838 Ragsdale Rd, Trail, OR 97541

Country Equestrian Comfort Meets Multi-Family LivingThis Craftsman-style ranch sits on 5.67 acres of pristine property in Trail, Oregon, offering a rare blend of space, flexibility, and rural charm. The lower level is a full second residence with its own kitchen, laundry, living room, fireplace, and private entrance—ideal for multi-generational living. Covered patios in every direction

Clarence Todd Windermere Van Vleet & Assoc2

838 Ragsdale Rd, Trail, OR 97541
/54
$779,000
- 3 Beds
- 2 Baths
- 1,876 Sq Ft
24722 Highway 62, Trail, OR 97541

Located just outside of Shady Cove is this beautiful home that offers a serene, park-like setting with over 100' of stunning Rogue River frontage! The fabulous back deck is the perfect spot to entertain or relax and take in all the sights and sounds of nature. Inside, you'll find updates throughout, including a new roof, fresh interior paint, new flooring, and remodeled bathrooms. The inviting

Valerie Mall eXp Realty, LLC

24722 Highway 62, Trail, OR 97541
/39
$560,000
- 2 Beds
- 1 Bath
- 2,660 Sq Ft
750 Highway 227, Trail, OR 97541

One of a kind earth ship, tucked away on 5 private acres. This 2-bed, 1-bath home offers over 2,800 sq. ft. of charm and comfort. Enjoy breathtaking Cascade views, an open floor plan, and vaulted log beam ceilings. Recent upgrades include LVP flooring (2021) and a remodeled bathroom- including a river rock shower bed. The kitchen features blue pine cabinetry, tons of storage, and a spacious

Ashlie Bibaud eXp Realty, LLC

750 Highway 227, Trail, OR 97541
/53
$695,000
- 5 Beds
- 3 Baths
- 3,449 Sq Ft
778 Ragsdale Rd, Trail, OR 97541

Summertime Escape - Two Homes + Income on 5.55 Acres! Two well-maintained homes on a peaceful 5.55-acre lot just minutes from Shady Cove and the Rogue River. Each home has its own septic system and electric meter for added privacy. The property includes two addresses (778/780 Ragsdale Rd) and a divisibility plan is available. The guest home brings in $1,450/month and includes a detached 2-car

Clarence Todd Windermere Van Vleet & Assoc2

778 Ragsdale Rd, Trail, OR 97541

Oregon Jackson County Shady Cove Trail

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

Home Trends in Trail, OR

On average, homes in Trail, Shady Cove sell after 86 days on the market compared to the national average of 52 days. The median sale price for homes in Trail, Shady Cove over the last 12 months is $479,000, down 19% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$479,000

Median Single Family Sale Price

$722,000

Average Price Per Sq Ft

$274

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

28.00

Median List Price

$737,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-19%

How to Buy a Home How to Finance a Home How to Sell a Home

In Trail, there are currently 7 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $515,000 to $929,000, there's something for every budget. As of August, 2025 the median home price in Trail, Shady Cove is $737,000, while the average sale price is $791,270, providing insight into local market trends. On average, houses spend 86 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Trail, Shady Cove and find the perfect place to call home.

Trail Types of Homes for Sale

More About Living in Trail

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