Outside our home market
Ryan Realty works Central Oregon. Our brokers live in Bend and cover the towns around it, from Redmond and Sisters to Sunriver and La Pine. Trail is outside that area. Our MLS feed is statewide, so this home and its price are live and current — what we cannot tell you is which street in Trail is the one to buy on.
A broker who works Trail every day will know it better than we do. Tell us what you need and we will introduce you to one we would use ourselves. No cost, no obligation.
Overview
Interior
Exterior & lot
Systems & utilities
Financial
Listing
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 ample workspace/storage, and additional living quarters complete with a full bathroom. A rare combination of seclusion, functionality, and outdoor living!
A rough estimate, not a quote. Loan amount $336,000 · $84,000 down · 30 year term.
Insurance starts at 0.35% of price each year. Type your quote to replace it.
sold in the last 90 days
Every active and pending listing of every property type on the regional MLS through Oregon Data Share in Trail. The wash is sales density of closes in the last 90 days; homes for sale and pending stay as marks. Pulses and the sold count are the closes of the last 30 days. Counts and medians cover every listing read for this map. Roads, rivers and lakes: US Census TIGER/Line 2024, drawn in this map's own projection.
| Date | Event | Price |
|---|---|---|
| Jun 4, 2026 | Listed | $420,000 |
| Year | Tax |
|---|---|
| 2025 | $2,511 |
Tax as filed on the listing. Jackson County. Parcel 10221694.
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What to do about this house
Tour requests usually get a same-day reply.
“Fantastic professional service. Goes the extra mile to cover the needs of his customers. Always prompt with replies and providing up to date…”Paul Robinson
Listing courtesy of Windermere Trails End R.E., agent Ashley Weakley, 541-878-2249
Data last updated September 21, 2026
Based on information from Oregon Data Share. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listing information is for consumers personal, non-commercial use only.
