diff --git a/.changeset/watch-future-glob-matches.md b/.changeset/watch-future-glob-matches.md
new file mode 100644
index 0000000000..c0ede41119
--- /dev/null
+++ b/.changeset/watch-future-glob-matches.md
@@ -0,0 +1,5 @@
+---
+"webpack-dev-server": patch
+---
+
+Keep glob-based file watches active for files created after startup, and match ignored globs against future paths without mutating the supplied watch options.
diff --git a/lib/Server.js b/lib/Server.js
index 38577856c9..e8301eff7a 100644
--- a/lib/Server.js
+++ b/lib/Server.js
@@ -3417,39 +3417,145 @@ class Server {
     const isWin = path.sep === "\\";
     const toPosix = (/** @type {string} */ filePath) =>
       isWin ? filePath.split(path.sep).join("/") : filePath;
-    const toNative = (/** @type {string} */ filePath) =>
-      isWin ? filePath.split("/").join(path.sep) : filePath;
+    const cwd = watchOptions.cwd || process.cwd();
+    const absolute = (/** @type {string} */ item) =>
+      toPosix(path.resolve(cwd, item));
+    const getWatchRoot = (/** @type {string} */ pattern) => {
+      let escaped = false;
+      let magicIndex = -1;
+
+      for (let index = 0; index < pattern.length; index++) {
+        const character = pattern[index];
+
+        if (escaped) {
+          escaped = false;
+          continue;
+        }
+        if (character === "\\") {
+          escaped = true;
+          continue;
+        }
+        if (
+          "*?[{".includes(character) ||
+          ("!+@".includes(character) && pattern[index + 1] === "(")
+        ) {
+          magicIndex = index;
+          break;
+        }
+      }
 
-    const cwd = watchOptions.cwd ? toPosix(watchOptions.cwd) : undefined;
+      const prefix = magicIndex === -1 ? pattern : pattern.slice(0, magicIndex);
+      const base = prefix.endsWith("/")
+        ? prefix.slice(0, -1)
+        : path.posix.dirname(prefix);
 
-    const expand = (/** @type {string} */ item) => {
-      const posix = toPosix(item);
-      return isDynamicPattern(posix)
-        ? globSync(posix, { cwd, absolute: true }).map(toNative)
-        : item;
+      return path.resolve(cwd, (base || ".").replaceAll(/\\(.)/g, "$1"));
     };
+    const paths = Array.isArray(watchPath) ? watchPath : [watchPath];
+    /** @type {string[]} */
+    const roots = [];
+    /** @type {string[]} */
+    const patterns = [];
+    /** @type {string[]} */
+    const ignoredPatterns = [];
+    /** @type {string[]} */
+    const literalPaths = [];
+    /** @type {import("chokidar").Matcher[]} */
+    const ignored = [];
+
+    for (const item of paths) {
+      const pattern = toPosix(item);
+      let patternStart = 0;
+      while (
+        pattern[patternStart] === "!" &&
+        pattern[patternStart + 1] !== "("
+      ) {
+        patternStart += 1;
+      }
+      const positivePattern = pattern.slice(patternStart);
 
-    const resolveGlobs = (/** @type {string | string[]} */ input) =>
-      (Array.isArray(input) ? input : [input]).flatMap((item) =>
-        typeof item === "string" ? expand(item) : item,
-      );
+      if (patternStart % 2 === 1) {
+        if (isDynamicPattern(positivePattern)) {
+          ignoredPatterns.push(positivePattern);
+        } else {
+          ignored.push(path.resolve(cwd, positivePattern));
+        }
+      } else if (isDynamicPattern(positivePattern)) {
+        roots.push(getWatchRoot(positivePattern));
+        patterns.push(positivePattern);
+      } else {
+        const filePath = absolute(positivePattern);
+        roots.push(path.resolve(cwd, positivePattern));
+        literalPaths.push(filePath);
+      }
+    }
 
-    const resolvedPaths = resolveGlobs(watchPath);
+    const originalIgnored = watchOptions.ignored;
+    for (const item of Array.isArray(originalIgnored)
+      ? originalIgnored
+      : originalIgnored === undefined
+        ? []
+        : [originalIgnored]) {
+      if (typeof item === "string" && isDynamicPattern(toPosix(item))) {
+        ignoredPatterns.push(toPosix(item));
+      } else {
+        ignored.push(item);
+      }
+    }
 
-    if (typeof watchOptions.ignored === "string") {
-      watchOptions.ignored = resolveGlobs(watchOptions.ignored);
-    } else if (Array.isArray(watchOptions.ignored)) {
-      watchOptions.ignored = watchOptions.ignored.flatMap((item) =>
-        typeof item === "string" ? expand(item) : item,
+    /** @type {Set<string>} */
+    let matchedPaths;
+    /** @type {Set<string>} */
+    let ignoredPaths;
+    const refreshGlobMatches = () => {
+      matchedPaths = new Set(
+        patterns.flatMap((pattern) =>
+          globSync(pattern, { cwd, absolute: true, onlyFiles: false }).map(
+            absolute,
+          ),
+        ),
       );
-    }
+      ignoredPaths = new Set(
+        ignoredPatterns.flatMap((pattern) =>
+          globSync(pattern, { cwd, absolute: true, onlyFiles: false }).map(
+            absolute,
+          ),
+        ),
+      );
+    };
 
-    const watcher = chokidar.watch(resolvedPaths, watchOptions);
+    refreshGlobMatches();
+
+    const watcher = chokidar.watch([...new Set(roots)], {
+      ...watchOptions,
+      ignored,
+    });
+    let ready = false;
+
+    watcher.on("ready", () => {
+      ready = true;
+    });
+    const refreshAfterAdd = () => {
+      if (ready && (patterns.length > 0 || ignoredPatterns.length > 0)) {
+        refreshGlobMatches();
+      }
+    };
+
+    watcher.on("add", refreshAfterAdd);
+    watcher.on("addDir", refreshAfterAdd);
 
     // disabling refreshing on changing the content
     if (this.options.liveReload) {
       watcher.on("change", (item) => {
-        if (this.webSocketServer) {
+        const file = absolute(item);
+        const isMatch =
+          matchedPaths.has(file) ||
+          literalPaths.some(
+            (literalPath) =>
+              file === literalPath || file.startsWith(`${literalPath}/`),
+          );
+
+        if (this.webSocketServer && isMatch && !ignoredPaths.has(file)) {
           this.sendMessage(
             this.webSocketServer.clients,
             "static-changed",