diff --git a/core/llm/rules/getSystemMessageWithRules.vitest.ts b/core/llm/rules/getSystemMessageWithRules.vitest.ts
index 104ceecf8ca..c99533b18cf 100644
--- a/core/llm/rules/getSystemMessageWithRules.vitest.ts
+++ b/core/llm/rules/getSystemMessageWithRules.vitest.ts
@@ -476,4 +476,36 @@ describe("Content pattern matching", () => {
       shouldApplyRule(nestedPatternRule, [utilFilePath], {}, utilContents),
     ).toBe(false);
   });
+
+  it("should apply rules to files whose names contain spaces", () => {
+    const docsRule: RuleWithSource = {
+      name: "Docs Rule",
+      rule: "Write docs in the active voice",
+      globs: "docs/**/*.md",
+      source: "rules-block",
+      sourceFile: "/path/to/repo/.continue/rules/docs.md",
+    };
+
+    // Code block headers are "```<language> <path> (<range>)", where the
+    // language and range are both optional
+    const messages: UserChatMessage[] = [
+      {
+        role: "user",
+        content: "What do you think?\n```docs/foo bar.md\n# Title\n```",
+      },
+      {
+        role: "user",
+        content: "What do you think?\n```md docs/foo bar.md\n# Title\n```",
+      },
+      {
+        role: "user",
+        content:
+          "What do you think?\n```md docs/foo bar.md (1-1)\n# Title\n```",
+      },
+    ];
+
+    for (const message of messages) {
+      expect(getApplicableRules(message, [docsRule], [])).toHaveLength(1);
+    }
+  });
 });
diff --git a/core/llm/utils/extractPathsFromCodeBlocks.test.ts b/core/llm/utils/extractPathsFromCodeBlocks.test.ts
index b318348dc9e..3c120559a14 100644
--- a/core/llm/utils/extractPathsFromCodeBlocks.test.ts
+++ b/core/llm/utils/extractPathsFromCodeBlocks.test.ts
@@ -28,6 +28,18 @@ describe("extractPathsFromCodeBlocks", () => {
     expect(result.length).toBe(3);
   });
 
+  it("should extract paths containing spaces", () => {
+    expect(
+      extractPathsFromCodeBlocks("```docs/foo bar.md\n# Title\n```"),
+    ).toEqual(["docs/foo bar.md"]);
+    expect(
+      extractPathsFromCodeBlocks("```md docs/foo bar.md\n# Title\n```"),
+    ).toEqual(["docs/foo bar.md"]);
+    expect(
+      extractPathsFromCodeBlocks("```md docs/foo bar.md (1-3)\n# Title\n```"),
+    ).toEqual(["docs/foo bar.md"]);
+  });
+
   it("should not extract paths from code blocks without file paths", () => {
     const content = "```typescript\nconst x = 1;\n```";
     expect(extractPathsFromCodeBlocks(content)).toEqual([]);
diff --git a/core/llm/utils/extractPathsFromCodeBlocks.ts b/core/llm/utils/extractPathsFromCodeBlocks.ts
index 99f2764b21d..8fb4bc08e56 100644
--- a/core/llm/utils/extractPathsFromCodeBlocks.ts
+++ b/core/llm/utils/extractPathsFromCodeBlocks.ts
@@ -1,3 +1,34 @@
+/**
+ * Extracts the file path from a single code block opening line, e.g.
+ * "```typescript src/main.ts (1-10)" -> "src/main.ts"
+ */
+function extractPathFromCodeBlockStart(blockStart: string): string | undefined {
+  let path = blockStart
+    .replace(/^`+/, "")
+    // Drop a trailing line range, e.g. " (1-10)"
+    .replace(/\s+\([\d-]+\)$/, "")
+    .trim();
+
+  // A leading language tag can only be told apart from the path itself when it
+  // has no path characters, e.g. "```md docs/my file.md" but not "```my file.md"
+  const firstSpaceIndex = path.search(/\s/);
+  if (firstSpaceIndex !== -1) {
+    const firstToken = path.slice(0, firstSpaceIndex);
+    if (!/[./\\]/.test(firstToken)) {
+      path = path.slice(firstSpaceIndex + 1).trim();
+    }
+  }
+
+  const isValidPath =
+    // Check if valid extension
+    /\.[a-zA-Z0-9]+$/.test(path) &&
+    // Make sure it's not a URL
+    !path.includes("://") &&
+    !path.includes("`");
+
+  return isValidPath ? path : undefined;
+}
+
 /**
  * Extracts file paths from markdown code blocks
  */
@@ -13,23 +44,11 @@ export function extractPathsFromCodeBlocks(content: string): string[] {
   const codeBlockStarts = content.match(/```[^\n]+/g) || [];
 
   for (const blockStart of codeBlockStarts) {
-    // Try to extract a valid filename with extension
-    const filenameMatches = blockStart.match(/([^\s()```]+\.[a-zA-Z0-9]+)/);
-
-    if (filenameMatches && filenameMatches[1]) {
-      const filename = filenameMatches[1];
-
-      // Verify this is a legitimate filename (not part of something else)
-      if (
-        // Check if valid extension
-        /\.[a-zA-Z0-9]+$/.test(filename) &&
-        // Make sure it's not a URL
-        !filename.includes("://") &&
-        // Avoid duplicates
-        !paths.includes(filename)
-      ) {
-        paths.push(filename);
-      }
+    const path = extractPathFromCodeBlockStart(blockStart);
+
+    // Avoid duplicates
+    if (path && !paths.includes(path)) {
+      paths.push(path);
     }
   }
   return paths;