diff --git a/package.json b/package.json
index bf6ab2b39615..14b222b8f694 100644
--- a/package.json
+++ b/package.json
@@ -1982,7 +1982,7 @@
     "test:unit:fast:audit": "node scripts/test-unit-fast-audit.mjs",
     "test:voicecall:closedloop": "node scripts/test-voicecall-closedloop.mjs",
     "test:watch": "node scripts/test-projects.mjs --watch",
-    "test:windows:ci": "node scripts/test-projects.mjs src/shared/runtime-import.test.ts src/process/exec.windows.test.ts src/process/windows-command.test.ts src/infra/windows-install-roots.test.ts src/node-host/invoke-system-run-allowlist.test.ts src/daemon/schtasks.startup-fallback.test.ts extensions/lobster/src/lobster-runner.test.ts test/scripts/format-generated-module.test.ts test/scripts/npm-runner.test.ts test/scripts/openclaw-cross-os-installer.windows.test.ts test/scripts/openclaw-cross-os-release-workflow.test.ts test/scripts/pnpm-runner.test.ts test/scripts/run-with-env.test.ts test/scripts/ts-topology.test.ts test/scripts/ui.test.ts test/scripts/vitest-process-group.test.ts",
+    "test:windows:ci": "node scripts/test-projects.mjs src/shared/runtime-import.test.ts src/agents/sessions/windows-git-bash-path.test.ts src/process/exec.windows.test.ts src/process/windows-command.test.ts src/infra/windows-install-roots.test.ts src/node-host/invoke-system-run-allowlist.test.ts src/daemon/schtasks.startup-fallback.test.ts extensions/lobster/src/lobster-runner.test.ts test/scripts/format-generated-module.test.ts test/scripts/npm-runner.test.ts test/scripts/openclaw-cross-os-installer.windows.test.ts test/scripts/openclaw-cross-os-release-workflow.test.ts test/scripts/pnpm-runner.test.ts test/scripts/run-with-env.test.ts test/scripts/ts-topology.test.ts test/scripts/ui.test.ts test/scripts/vitest-process-group.test.ts",
     "tool-display:check": "node --import tsx scripts/tool-display.ts --check",
     "tool-display:write": "node --import tsx scripts/tool-display.ts --write",
     "ts-topology": "node --import tsx scripts/ts-topology.ts",
diff --git a/src/agents/sessions/resolve-config-value.ts b/src/agents/sessions/resolve-config-value.ts
index 04ba345a5f7c..2e891488c67b 100644
--- a/src/agents/sessions/resolve-config-value.ts
+++ b/src/agents/sessions/resolve-config-value.ts
@@ -4,7 +4,11 @@
  */
 
 import { execSync, spawnSync } from "node:child_process";
-import { buildShellCommandInvocation, getBashShellConfig } from "../shell-utils.js";
+import {
+  buildShellCommandInvocation,
+  getBashShellConfig,
+  getBashShellEnv,
+} from "../shell-utils.js";
 
 // Cache for shell command results (persists for process lifetime)
 const commandResultCache = new Map<string, string | undefined>();
@@ -27,7 +31,8 @@ function executeWithConfiguredShell(command: string): {
   value: string | undefined;
 } {
   try {
-    const invocation = buildShellCommandInvocation(command, getBashShellConfig());
+    const shellConfig = getBashShellConfig();
+    const invocation = buildShellCommandInvocation(command, shellConfig);
     const [shell, ...args] = invocation.argv;
     const result = spawnSync(shell, args, {
       encoding: "utf-8",
@@ -36,6 +41,7 @@ function executeWithConfiguredShell(command: string): {
       stdio: [invocation.stdin, "pipe", "ignore"],
       shell: false,
       windowsHide: true,
+      env: getBashShellEnv(shellConfig.shell),
     });
 
     if (result.error) {
diff --git a/src/agents/sessions/tools/bash.ts b/src/agents/sessions/tools/bash.ts
index 2768dbe8632e..97468c849ba9 100644
--- a/src/agents/sessions/tools/bash.ts
+++ b/src/agents/sessions/tools/bash.ts
@@ -18,7 +18,7 @@ import type { AgentTool } from "../../runtime/index.js";
 import {
   buildShellCommandInvocation,
   getBashShellConfig,
-  getShellEnv,
+  getBashShellEnv,
   killProcessTree,
 } from "../../shell-utils.js";
 import type { ToolDefinition, ToolRenderResultOptions } from "../extensions/types.js";
@@ -76,7 +76,7 @@ export function createLocalBashOperations(options?: { shellPath?: string }): Bas
           buffer: false,
           cwd,
           detached: process.platform !== "win32",
-          env: env ?? getShellEnv(),
+          env: env ?? getBashShellEnv(shellConfig.shell),
           ...(invocation.input === undefined ? {} : { input: invocation.input }),
           reject: false,
           stdio: [invocation.stdin, "pipe", "pipe"],
@@ -160,8 +160,9 @@ function resolveSpawnContext(
   command: string,
   cwd: string,
   spawnHook?: BashSpawnHook,
+  shellPath?: string,
 ): BashSpawnContext {
-  const baseContext: BashSpawnContext = { command, cwd, env: { ...getShellEnv() } };
+  const baseContext: BashSpawnContext = { command, cwd, env: getBashShellEnv(shellPath) };
   return spawnHook ? spawnHook(baseContext) : baseContext;
 }
 
@@ -322,7 +323,7 @@ export function createBashToolDefinition(
       void ctx;
       resolveBashTimeoutMs(timeout);
       const resolvedCommand = commandPrefix ? `${commandPrefix}\n${command}` : command;
-      const spawnContext = resolveSpawnContext(resolvedCommand, cwd, spawnHook);
+      const spawnContext = resolveSpawnContext(resolvedCommand, cwd, spawnHook, options?.shellPath);
       const output = new OutputAccumulator({ tempFilePrefix: "openclaw-bash" });
       let acceptingOutput = true;
       let updateTimer: NodeJS.Timeout | undefined;
diff --git a/src/agents/sessions/windows-git-bash-path.test.ts b/src/agents/sessions/windows-git-bash-path.test.ts
new file mode 100644
index 000000000000..3573f12b62e4
--- /dev/null
+++ b/src/agents/sessions/windows-git-bash-path.test.ts
@@ -0,0 +1,23 @@
+import { describe, expect, it } from "vitest";
+import { resolveConfigValueUncached } from "./resolve-config-value.js";
+import { createBashTool } from "./tools/bash.js";
+
+const isWindows = process.platform === "win32";
+
+describe.runIf(isWindows)("Git Bash PATH integration", () => {
+  it("exposes Git coreutils through the Bash tool", async () => {
+    const tool = createBashTool(process.cwd());
+
+    const result = await tool.execute("windows-git-bash-path", {
+      command: "command -v cygpath",
+    });
+
+    expect(result.content).toEqual([
+      expect.objectContaining({ type: "text", text: expect.stringMatching(/usr\/bin\/cygpath/i) }),
+    ]);
+  });
+
+  it("exposes Git coreutils to !command config resolution", () => {
+    expect(resolveConfigValueUncached("!command -v cygpath")).toMatch(/usr\/bin\/cygpath/i);
+  });
+});
diff --git a/src/agents/shell-utils.test.ts b/src/agents/shell-utils.test.ts
index 695e11df4c14..98e9626eeb7f 100644
--- a/src/agents/shell-utils.test.ts
+++ b/src/agents/shell-utils.test.ts
@@ -1,4 +1,5 @@
 // Verifies shell selection, PATH lookup, and platform-specific shell helpers.
+import { spawnSync } from "node:child_process";
 import fs from "node:fs";
 import os from "node:os";
 import path from "node:path";
@@ -8,7 +9,7 @@ import {
   buildShellCommandInvocation,
   detectRuntimeShell,
   getBashShellConfig,
-  getShellEnv,
+  getBashShellEnv,
   getShellConfig,
   sanitizeBinaryOutput,
 } from "./shell-utils.js";
@@ -195,7 +196,7 @@ describe("getBashShellConfig", () => {
   let envSnapshot: ReturnType<typeof captureEnv>;
 
   beforeEach(() => {
-    envSnapshot = captureEnv(["ProgramFiles", "ProgramFiles(x86)", "PATH"]);
+    envSnapshot = captureEnv(["ProgramFiles", "ProgramFiles(x86)", "PATH", "Path"]);
     vi.spyOn(process, "platform", "get").mockReturnValue("win32");
   });
 
@@ -225,6 +226,53 @@ describe("getBashShellConfig", () => {
     });
   });
 
+  it("prepends coreutils for a standard Git for Windows install", () => {
+    const programFiles = fs.mkdtempSync(path.join(os.tmpdir(), "openclaw-git-bash-env-"));
+    tempDirs.push(programFiles);
+    const gitRoot = path.join(programFiles, "Git");
+    const bashPath = path.join(gitRoot, "bin", "bash.exe");
+    const usrBin = path.join(gitRoot, "usr", "bin");
+    fs.mkdirSync(path.dirname(bashPath), { recursive: true });
+    fs.mkdirSync(path.join(gitRoot, "cmd"), { recursive: true });
+    fs.mkdirSync(usrBin, { recursive: true });
+    fs.writeFileSync(bashPath, "");
+    fs.writeFileSync(path.join(gitRoot, "cmd", "git.exe"), "");
+    process.env.PATH = path.join(programFiles, "OtherBin");
+
+    const env = getBashShellEnv(bashPath);
+
+    expect(env.PATH?.split(path.delimiter)[0]).toBe(usrBin);
+    expect(env.PATH).toContain(process.env.PATH);
+    expect(Object.keys(env).filter((key) => key.toLowerCase() === "path")).toEqual(["PATH"]);
+  });
+
+  it("recognizes portable Git for Windows installs", () => {
+    const gitRoot = fs.mkdtempSync(path.join(os.tmpdir(), "openclaw-portable-git-"));
+    tempDirs.push(gitRoot);
+    const bashPath = path.join(gitRoot, "usr", "bin", "bash.exe");
+    const usrBin = path.dirname(bashPath);
+    fs.mkdirSync(usrBin, { recursive: true });
+    fs.mkdirSync(path.join(gitRoot, "cmd"), { recursive: true });
+    fs.writeFileSync(bashPath, "");
+    fs.writeFileSync(path.join(gitRoot, "cmd", "git.exe"), "");
+
+    expect(getBashShellEnv(bashPath).PATH?.split(path.delimiter)[0]).toBe(usrBin);
+  });
+
+  it("leaves unrelated MSYS2 installs unchanged", () => {
+    const msysRoot = fs.mkdtempSync(path.join(os.tmpdir(), "openclaw-msys2-"));
+    tempDirs.push(msysRoot);
+    const bashPath = path.join(msysRoot, "usr", "bin", "bash.exe");
+    fs.mkdirSync(path.dirname(bashPath), { recursive: true });
+    fs.writeFileSync(bashPath, "");
+    process.env.PATH = path.join(msysRoot, "ucrt64", "bin");
+
+    const env = getBashShellEnv(bashPath);
+
+    expect(env.PATH?.split(path.delimiter)[0]).not.toBe(path.dirname(bashPath));
+    expect(env.PATH).toContain(process.env.PATH);
+  });
+
   it.each(["System32", "Sysnative"])(
     "uses stdin transport for the legacy %s WSL launcher",
     (systemDirectory) => {
@@ -267,24 +315,49 @@ describe("getBashShellConfig", () => {
   });
 });
 
-describe("getShellEnv", () => {
+describe("getBashShellEnv", () => {
   let envSnapshot: ReturnType<typeof captureEnv>;
 
   beforeEach(() => {
-    envSnapshot = captureEnv(["PATH"]);
+    envSnapshot = captureEnv(["PATH", "Path"]);
   });
 
   afterEach(() => {
+    vi.restoreAllMocks();
     envSnapshot.restore();
   });
 
   it("returns an env object with the OpenClaw bin dir on PATH", () => {
     process.env.PATH = "/usr/bin";
-    const env = getShellEnv();
+    const env = getBashShellEnv();
 
     expect(env.PATH).toContain("/usr/bin");
     expect(env.PATH).toContain(".openclaw");
   });
+
+  it("collapses case-insensitive PATH duplicates before Windows spawn", () => {
+    vi.spyOn(process, "platform", "get").mockReturnValue("win32");
+
+    const env = getBashShellEnv(undefined, { PATH: "/selected", Path: "/discarded" });
+
+    expect(Object.keys(env).filter((key) => key.toLowerCase() === "path")).toEqual(["PATH"]);
+    expect(env.PATH).toContain("/selected");
+    expect(env.PATH).not.toContain("/discarded");
+  });
+
+  it.runIf(isWin)("passes one canonical PATH entry to a child process", () => {
+    const result = spawnSync(
+      process.execPath,
+      [
+        "-e",
+        "process.stdout.write(JSON.stringify(Object.keys(process.env).filter((key) => key.toLowerCase() === 'path')))",
+      ],
+      { encoding: "utf8", env: getBashShellEnv() },
+    );
+
+    expect(result.status).toBe(0);
+    expect(JSON.parse(result.stdout)).toEqual(["PATH"]);
+  });
 });
 
 describe("detectRuntimeShell", () => {
diff --git a/src/agents/shell-utils.ts b/src/agents/shell-utils.ts
index 3d5154d6f0bd..e0cf8b36581e 100644
--- a/src/agents/shell-utils.ts
+++ b/src/agents/shell-utils.ts
@@ -101,6 +101,64 @@ function resolveWindowsBashPath(env: NodeJS.ProcessEnv = process.env): string |
   return resolveShellFromPath("bash.exe", env) ?? resolveShellFromPath("bash", env);
 }
 
+const WINDOWS_GIT_BASH_CACHE_LIMIT = 16;
+const windowsGitBashUsrBinCache = new Map<string, string | undefined>();
+let defaultWindowsGitBashUsrBinResolved = false;
+let defaultWindowsGitBashUsrBin: string | undefined;
+
+function resolveWindowsGitBashUsrBin(shellPath: string): string | undefined {
+  const cacheKey = path.resolve(shellPath).toLowerCase();
+  if (windowsGitBashUsrBinCache.has(cacheKey)) {
+    return windowsGitBashUsrBinCache.get(cacheKey);
+  }
+
+  const normalized = path.normalize(shellPath);
+  const shellName = path.basename(normalized).toLowerCase();
+  const binDir = path.dirname(normalized);
+  let gitRoot: string | undefined;
+  if (
+    (shellName === "bash.exe" || shellName === "bash") &&
+    path.basename(binDir).toLowerCase() === "bin"
+  ) {
+    const parent = path.dirname(binDir);
+    gitRoot = path.basename(parent).toLowerCase() === "usr" ? path.dirname(parent) : parent;
+  }
+
+  const usrBin = gitRoot ? path.join(gitRoot, "usr", "bin") : undefined;
+  const resolved =
+    gitRoot &&
+    fs.existsSync(path.join(gitRoot, "cmd", "git.exe")) &&
+    usrBin &&
+    fs.existsSync(usrBin)
+      ? usrBin
+      : undefined;
+  if (windowsGitBashUsrBinCache.size >= WINDOWS_GIT_BASH_CACHE_LIMIT) {
+    const oldestKey = windowsGitBashUsrBinCache.keys().next().value;
+    if (oldestKey) {
+      windowsGitBashUsrBinCache.delete(oldestKey);
+    }
+  }
+  windowsGitBashUsrBinCache.set(cacheKey, resolved);
+  return resolved;
+}
+
+function getWindowsGitBashUsrBin(shellPath?: string): string | undefined {
+  if (process.platform !== "win32") {
+    return undefined;
+  }
+  if (shellPath) {
+    return resolveWindowsGitBashUsrBin(shellPath);
+  }
+  if (!defaultWindowsGitBashUsrBinResolved) {
+    defaultWindowsGitBashUsrBinResolved = true;
+    const resolvedShell = resolveWindowsBashPath();
+    defaultWindowsGitBashUsrBin = resolvedShell
+      ? resolveWindowsGitBashUsrBin(resolvedShell)
+      : undefined;
+  }
+  return defaultWindowsGitBashUsrBin;
+}
+
 function isLegacyWslBashPath(shellPath: string): boolean {
   const normalized = shellPath.replace(/\//g, "\\").toLowerCase();
   return /(?:^|\\)windows\\(?:system32|sysnative)\\bash\.exe$/.test(normalized);
@@ -328,19 +386,46 @@ export function sanitizeBinaryOutput(
   return chunks.join("");
 }
 
-export function getShellEnv(): NodeJS.ProcessEnv {
+function getShellEnv(sourceEnv: NodeJS.ProcessEnv): NodeJS.ProcessEnv {
   const binDir = getBinDir();
-  const pathKey = Object.keys(process.env).find((key) => key.toLowerCase() === "path") ?? "PATH";
-  const currentPath = process.env[pathKey] ?? "";
+  const pathKeys = Object.keys(sourceEnv).filter((key) => key.toLowerCase() === "path");
+  // Node sorts Windows environment keys and passes only the first case-insensitive match.
+  // Collapse duplicates before spawning so callers and child processes see the same PATH.
+  const sourcePathKey = process.platform === "win32" ? pathKeys.toSorted()[0] : pathKeys[0];
+  const pathKey = process.platform === "win32" ? "PATH" : (sourcePathKey ?? "PATH");
+  const currentPath = sourcePathKey ? (sourceEnv[sourcePathKey] ?? "") : "";
   const pathEntries = currentPath.split(path.delimiter).filter(Boolean);
   const updatedPath = pathEntries.includes(binDir)
     ? currentPath
     : [binDir, currentPath].filter(Boolean).join(path.delimiter);
+  const env = { ...sourceEnv };
+  if (process.platform === "win32") {
+    for (const key of pathKeys) {
+      delete env[key];
+    }
+  }
+  env[pathKey] = updatedPath;
+  return env;
+}
 
-  return {
-    ...process.env,
-    [pathKey]: updatedPath,
-  };
+export function getBashShellEnv(
+  shellPath?: string,
+  sourceEnv: NodeJS.ProcessEnv = process.env,
+): NodeJS.ProcessEnv {
+  const env = getShellEnv(sourceEnv);
+  const usrBin = getWindowsGitBashUsrBin(shellPath);
+  if (!usrBin) {
+    return env;
+  }
+
+  const currentPath = env.PATH ?? "";
+  const pathEntries = currentPath.split(path.delimiter).filter(Boolean);
+  const normalizedUsrBin = usrBin.toLowerCase();
+  env.PATH = [
+    usrBin,
+    ...pathEntries.filter((entry) => entry.toLowerCase() !== normalizedUsrBin),
+  ].join(path.delimiter);
+  return env;
 }
 
 export function killProcessTree(pid: number, opts?: KillProcessTreeOptions): void {