diff --git a/packages/cli/src/cli/cmd/config/get.ts b/packages/cli/src/cli/cmd/config/get.ts
index e6430820c..190b39a8e 100644
--- a/packages/cli/src/cli/cmd/config/get.ts
+++ b/packages/cli/src/cli/cmd/config/get.ts
@@ -1,12 +1,16 @@
 import { Command } from "interactive-commander";
 import chalk from "chalk";
 import _ from "lodash";
-import { SETTINGS_KEYS, loadSystemSettings } from "../../utils/settings";
+import {
+  SETTINGS_KEYS,
+  loadSystemSettings,
+  getSettingsDisplayPath,
+} from "../../utils/settings";
 import dedent from "dedent";
 
 export default new Command()
   .name("get")
-  .description("Display the value of a CLI setting from ~/.lingodotdevrc")
+  .description(`Display the value of a CLI setting from ${getSettingsDisplayPath()}`)
   .addHelpText("afterAll", `\nAvailable keys:\n  ${SETTINGS_KEYS.join("\n  ")}`)
   .argument(
     "<key>",
diff --git a/packages/cli/src/cli/cmd/config/index.ts b/packages/cli/src/cli/cmd/config/index.ts
index c055b3e41..6a323f830 100644
--- a/packages/cli/src/cli/cmd/config/index.ts
+++ b/packages/cli/src/cli/cmd/config/index.ts
@@ -1,4 +1,5 @@
 import { Command } from "interactive-commander";
+import { getSettingsDisplayPath } from "../../utils/settings";
 
 import setCmd from "./set";
 import unsetCmd from "./unset";
@@ -7,7 +8,7 @@ import getCmd from "./get";
 export default new Command()
   .command("config")
   .description(
-    "Manage CLI settings (authentication, API keys) stored in ~/.lingodotdevrc",
+    `Manage CLI settings (authentication, API keys) stored in ${getSettingsDisplayPath()}`,
   )
   .helpOption("-h, --help", "Show help")
   .addCommand(setCmd)
diff --git a/packages/cli/src/cli/cmd/config/set.ts b/packages/cli/src/cli/cmd/config/set.ts
index 6ca879d2f..80fa43194 100644
--- a/packages/cli/src/cli/cmd/config/set.ts
+++ b/packages/cli/src/cli/cmd/config/set.ts
@@ -6,11 +6,12 @@ import {
   SETTINGS_KEYS,
   loadSystemSettings,
   saveSettings,
+  getSettingsDisplayPath,
 } from "../../utils/settings";
 
 export default new Command()
   .name("set")
-  .description("Set or update a CLI setting in ~/.lingodotdevrc")
+  .description(`Set or update a CLI setting in ${getSettingsDisplayPath()}`)
   .addHelpText("afterAll", `\nAvailable keys:\n  ${SETTINGS_KEYS.join("\n  ")}`)
   .argument(
     "<key>",
diff --git a/packages/cli/src/cli/cmd/config/unset.ts b/packages/cli/src/cli/cmd/config/unset.ts
index 14e4377e7..a4ef55c6f 100644
--- a/packages/cli/src/cli/cmd/config/unset.ts
+++ b/packages/cli/src/cli/cmd/config/unset.ts
@@ -6,11 +6,12 @@ import {
   SETTINGS_KEYS,
   loadSystemSettings,
   saveSettings,
+  getSettingsDisplayPath,
 } from "../../utils/settings";
 
 export default new Command()
   .name("unset")
-  .description("Remove a CLI setting from ~/.lingodotdevrc")
+  .description(`Remove a CLI setting from ${getSettingsDisplayPath()}`)
   .addHelpText("afterAll", `\nAvailable keys:\n  ${SETTINGS_KEYS.join("\n  ")}`)
   .argument(
     "<key>",
diff --git a/packages/cli/src/cli/utils/settings.spec.ts b/packages/cli/src/cli/utils/settings.spec.ts
new file mode 100644
index 000000000..f66cca0a2
--- /dev/null
+++ b/packages/cli/src/cli/utils/settings.spec.ts
@@ -0,0 +1,27 @@
+import os from "os";
+import path from "path";
+import { describe, it, expect, vi, afterEach } from "vitest";
+
+import { getSettingsDisplayPath } from "./settings";
+
+describe("getSettingsDisplayPath", () => {
+  afterEach(() => {
+    vi.restoreAllMocks();
+  });
+
+  it("returns a tilde path on non-Windows platforms", () => {
+    vi.spyOn(process, "platform", "get").mockReturnValue("linux");
+
+    expect(getSettingsDisplayPath()).toBe("~/.lingodotdevrc");
+  });
+
+  it("returns the resolved settings path on Windows", () => {
+    vi.spyOn(process, "platform", "get").mockReturnValue("win32");
+    vi.spyOn(os, "homedir").mockReturnValue("C:\\Users\\alice");
+
+    const expectedPath = path.join("C:\\Users\\alice", ".lingodotdevrc");
+
+    expect(getSettingsDisplayPath()).toBe(expectedPath);
+  });
+});
+
diff --git a/packages/cli/src/cli/utils/settings.ts b/packages/cli/src/cli/utils/settings.ts
index 8d3db2928..44b15e26f 100644
--- a/packages/cli/src/cli/utils/settings.ts
+++ b/packages/cli/src/cli/utils/settings.ts
@@ -52,6 +52,20 @@ export function loadSystemSettings() {
   return _loadSystemFile();
 }
 
+export function getSettingsFilePath(): string {
+  const settingsFile = ".lingodotdevrc";
+  const homedir = os.homedir();
+  const settingsFilePath = path.join(homedir, settingsFile);
+  return settingsFilePath;
+}
+
+export function getSettingsDisplayPath(): string {
+  if (process.platform === "win32") {
+    return getSettingsFilePath();
+  }
+  return "~/.lingodotdevrc";
+}
+
 const flattenZodObject = (schema: Z.ZodObject<any>, prefix = ""): string[] => {
   return Object.entries(schema.shape).flatMap(([key, value]) => {
     const newPrefix = prefix ? `${prefix}.${key}` : key;
@@ -112,7 +126,7 @@ function _loadEnv() {
 }
 
 function _loadSystemFile() {
-  const settingsFilePath = _getSettingsFilePath();
+  const settingsFilePath = getSettingsFilePath();
   const content = fs.existsSync(settingsFilePath)
     ? fs.readFileSync(settingsFilePath, "utf-8")
     : "";
@@ -138,18 +152,11 @@ function _loadSystemFile() {
 }
 
 function _saveSystemFile(settings: CliSettings) {
-  const settingsFilePath = _getSettingsFilePath();
+  const settingsFilePath = getSettingsFilePath();
   const content = Ini.stringify(settings);
   fs.writeFileSync(settingsFilePath, content);
 }
 
-function _getSettingsFilePath(): string {
-  const settingsFile = ".lingodotdevrc";
-  const homedir = os.homedir();
-  const settingsFilePath = path.join(homedir, settingsFile);
-  return settingsFilePath;
-}
-
 function _legacyEnvVarWarning() {
   const env = _loadEnv();
 
diff --git a/packages/cli/src/cli/utils/update-gitignore.ts b/packages/cli/src/cli/utils/update-gitignore.ts
index 3d30e4e7e..b97fdafbf 100644
--- a/packages/cli/src/cli/utils/update-gitignore.ts
+++ b/packages/cli/src/cli/utils/update-gitignore.ts
@@ -12,19 +12,22 @@ export default function updateGitignore() {
     return;
   }
 
-  const gitignore = fs.readFileSync(gitignorePath, "utf8").split("\n");
-  const cacheIsIgnored = gitignore.includes(cacheFile);
+  const gitignoreContent = fs.readFileSync(gitignorePath, "utf8");
+  const gitignoreEntries = gitignoreContent
+    .split(/\r?\n/)
+    .map((entry) => entry.replace(/\r$/, ""));
+  const cacheIsIgnored = gitignoreEntries.includes(cacheFile);
 
   if (!cacheIsIgnored) {
-    let content = "";
+    let content = gitignoreContent;
+    const newline = gitignoreContent.includes("\r\n") ? "\r\n" : "\n";
 
     // Ensure there's a trailing newline
-    content = fs.readFileSync(gitignorePath, "utf8");
     if (content !== "" && !content.endsWith("\n")) {
-      content += "\n";
+      content += newline;
     }
 
-    content += `${cacheFile}\n`;
+    content += `${cacheFile}${newline}`;
     fs.writeFileSync(gitignorePath, content);
   }
 }