diff --git a/packages/vscode/src/opencode.ts b/packages/vscode/src/opencode.ts
index edcb47a9..a85ef453 100644
--- a/packages/vscode/src/opencode.ts
+++ b/packages/vscode/src/opencode.ts
@@ -317,8 +317,8 @@ function resolveOpencodeCliPath(): string | null {
     path.join(home, '.opencode', 'bin', 'opencode'),
     path.join(home, '.bun', 'bin', 'opencode'),
     path.join(home, '.local', 'bin', 'opencode'),
-    '/usr/local/bin/opencode',
     '/opt/homebrew/bin/opencode',
+    '/usr/local/bin/opencode',
     path.join(home, 'bin', 'opencode'),
   ];
 
diff --git a/packages/web/server/lib/opencode/path-utils.js b/packages/web/server/lib/opencode/path-utils.js
index 4803593a..732c4921 100644
--- a/packages/web/server/lib/opencode/path-utils.js
+++ b/packages/web/server/lib/opencode/path-utils.js
@@ -12,6 +12,7 @@ const TOOLCHAIN_SEGMENTS = [
   '/opt/pkg/',
   '/opt/pmk/',
   '/snap/',
+  '/usr/local/',
 ];
 
 const TOOLCHAIN_BASENAMES = new Set([