The South Sister Climber Trail leaves the Devils Lake trailhead about 29 miles west of Bend and works its way to the top of the tallest peak you can walk up without a rope. It needs a Central Cascades Wilderness Permit in summer, and most people start it before dawn.
See the official trail and conditions →Trail details verified 2026-07-03 · USFS Deschutes National Forest
The South Sister Climber Trail route, drawn from USFS Deschutes National Forest trail data, with the active single-family homes for sale near the trailhead. The line is the trail, the ringed dot is the trailhead.
There are no active single-family listings within about 1.5 miles of the South Sister Climber Trail trailhead right now. Much of the land around it is public forest. Browse current homes in Bend instead.
Bend is a seller's market right now, with about 3.9 months of inventory, a median list price around $765,000, 507 active single-family homes, and a typical 14 days to a signed contract.
We work across Bend and the rest of Central Oregon. Tell us what matters to you, trail access included, and we will show you the homes that fit.