diff --git a/crates/execution/assets/v8-bridge.source.js b/crates/execution/assets/v8-bridge.source.js
index 82414ef2..8ab77440 100644
--- a/crates/execution/assets/v8-bridge.source.js
+++ b/crates/execution/assets/v8-bridge.source.js
@@ -8262,6 +8262,10 @@ var __bridge = (() => {
   function getRuntimeHomeDir() {
     return globalThis.process?.env?.HOME || config.homedir;
   }
+  function getRuntimeUserHomeDir() {
+    const virtualHome = getRuntimeVirtualOs().homedir;
+    return typeof virtualHome === "string" && virtualHome.length > 0 ? virtualHome : config.homedir;
+  }
   function getRuntimeTmpDir() {
     return globalThis.process?.env?.TMPDIR || config.tmpdir;
   }
@@ -8533,7 +8537,7 @@ var __bridge = (() => {
         uid: getRuntimeUid(),
         gid: getRuntimeGid(),
         shell: getRuntimeShell(),
-        homedir: getRuntimeHomeDir()
+        homedir: getRuntimeUserHomeDir()
       };
     },
     // CPU information
diff --git a/crates/execution/src/node_import_cache.rs b/crates/execution/src/node_import_cache.rs
index 5caab0d0..a5257c2c 100644
--- a/crates/execution/src/node_import_cache.rs
+++ b/crates/execution/src/node_import_cache.rs
@@ -17,7 +17,7 @@ const NODE_IMPORT_CACHE_MATERIALIZE_TIMEOUT_MS_ENV: &str =
     "AGENTOS_NODE_IMPORT_CACHE_MATERIALIZE_TIMEOUT_MS";
 const NODE_IMPORT_CACHE_SCHEMA_VERSION: &str = "1";
 const NODE_IMPORT_CACHE_LOADER_VERSION: &str = "8";
-const NODE_IMPORT_CACHE_ASSET_VERSION: &str = "70";
+const NODE_IMPORT_CACHE_ASSET_VERSION: &str = "71";
 const NODE_IMPORT_CACHE_DIR_PREFIX: &str = "agentos-node-import-cache";
 const DEFAULT_NODE_IMPORT_CACHE_MATERIALIZE_TIMEOUT: Duration = Duration::from_secs(30);
 const PYODIDE_DIST_DIR: &str = "pyodide-dist";
@@ -7392,6 +7392,9 @@ function createGuestOsModule(osModule) {
     (globalThis.__agentOSVirtualOs||{}).shell,
     DEFAULT_VIRTUAL_OS_SHELL,
   );
+  function runtimeHomeDir() {
+    return resolveVirtualPath(globalThis.process?.env?.HOME, virtualHomeDir);
+  }
   const virtualCpuInfo = Object.freeze(
     Array.from({ length: VIRTUAL_OS_CPU_COUNT }, () =>
       Object.freeze({
@@ -7435,7 +7438,7 @@ function createGuestOsModule(osModule) {
     cpus: () => virtualCpuInfo.map((cpu) => cloneVirtualCpuInfo(cpu)),
     freemem: () => VIRTUAL_OS_FREEMEM,
     getPriority: () => 0,
-    homedir: () => virtualHomeDir,
+    homedir: () => runtimeHomeDir(),
     hostname: () => VIRTUAL_OS_HOSTNAME,
     loadavg: () => [0, 0, 0],
     machine: () => VIRTUAL_OS_MACHINE,
diff --git a/crates/sidecar/tests/builtin_conformance.rs b/crates/sidecar/tests/builtin_conformance.rs
index ae8ea765..4e450654 100644
--- a/crates/sidecar/tests/builtin_conformance.rs
+++ b/crates/sidecar/tests/builtin_conformance.rs
@@ -1943,6 +1943,67 @@ fn os_resource_limits_are_vm_scoped() {
     run_isolated_builtin_conformance_test("os-resource-limits");
 }
 
+fn os_homedir_follows_effective_home_env_impl() {
+    assert_node_available();
+
+    let cwd = temp_dir("builtin-conformance-os-homedir-home-env");
+    let entrypoint = cwd.join("entry.mjs");
+    write_fixture(
+        &entrypoint,
+        r#"
+import os from "node:os";
+
+const initial = {
+  envHome: process.env.HOME,
+  homedir: os.homedir(),
+  userInfoHome: os.userInfo().homedir,
+};
+
+process.env.HOME = "/tmp/runtime-home";
+
+console.log(JSON.stringify({
+  initial,
+  afterMutation: {
+    envHome: process.env.HOME,
+    homedir: os.homedir(),
+    userInfoHome: os.userInfo().homedir,
+  },
+}));
+"#,
+    );
+
+    let host = run_host_probe_with_env(&cwd, &entrypoint, &[("HOME", "/home/foo")]);
+    let guest = run_guest_probe_with_config(
+        "os-homedir-home-env",
+        &cwd,
+        &entrypoint,
+        HashMap::from([(String::from("env.HOME"), String::from("/home/foo"))]),
+        wire_permissions_allow_all(),
+        ALLOWED_NODE_BUILTINS,
+    );
+
+    assert_eq!(guest["initial"]["envHome"], "/home/foo");
+    assert_eq!(guest["initial"]["homedir"], host["initial"]["homedir"]);
+    assert_eq!(guest["initial"]["homedir"], guest["initial"]["envHome"]);
+    assert_eq!(guest["initial"]["userInfoHome"], "/home/agentos");
+
+    assert_eq!(guest["afterMutation"]["envHome"], "/tmp/runtime-home");
+    assert_eq!(
+        guest["afterMutation"]["homedir"],
+        host["afterMutation"]["homedir"]
+    );
+    assert_eq!(
+        guest["afterMutation"]["homedir"],
+        guest["afterMutation"]["envHome"]
+    );
+    assert_eq!(guest["afterMutation"]["userInfoHome"], "/home/agentos");
+}
+
+#[test]
+fn os_homedir_follows_effective_home_env() {
+    run_isolated_builtin_conformance_test("os-homedir-home-env");
+}
+
 fn dns_conformance_matches_host_node() {
     assert_node_available();
 
@@ -4036,6 +4097,7 @@ fn __builtin_conformance_extra_test_runner() {
         "perf-hooks-observer" => perf_hooks_observer_and_histogram_match_host_node_impl(),
         "process-runtime-stats" => process_runtime_stats_are_live_impl(),
         "os-resource-limits" => os_resource_limits_are_vm_scoped_impl(),
+        "os-homedir-home-env" => os_homedir_follows_effective_home_env_impl(),
         "timer-handle-ref-refresh" => timer_handle_ref_refresh_matches_host_node_impl(),
         "timer-unref-exit" => unrefd_timeout_does_not_keep_guest_process_alive_impl(),
         other => panic!("unknown builtin conformance extra test: {other}"),