diff --git a/.changeset/dull-adults-punch.md b/.changeset/dull-adults-punch.md
new file mode 100644
index 0000000000..5dd3637b26
--- /dev/null
+++ b/.changeset/dull-adults-punch.md
@@ -0,0 +1,5 @@
+---
+'@redocly/cli': patch
+---
+
+Fixed an issue where the `join` command silently dropped path-level `x-*` extensions with non-string values.
diff --git a/packages/cli/src/__tests__/commands/join.test.ts b/packages/cli/src/__tests__/commands/join.test.ts
index bf8dea26bc..94301d08bd 100644
--- a/packages/cli/src/__tests__/commands/join.test.ts
+++ b/packages/cli/src/__tests__/commands/join.test.ts
@@ -3,6 +3,7 @@ import {
   detectSpec,
   getTotals,
   loadConfig,
+  logger,
   type Document,
   BaseResolver,
 } from '@redocly/openapi-core';
@@ -24,6 +25,10 @@ import {
   thirdDocument,
   serverAndPaths,
   anotherServerAndPaths,
+  pathWithObjectExtension,
+  anotherPathWithSameObjectExtension,
+  anotherPathWithDifferentObjectExtension,
+  anotherPathWithDifferentKeyObjectExtension,
 } from '../fixtures/join/documents.js';
 
 describe('handleJoin', () => {
@@ -466,6 +471,103 @@ describe('handleJoin', () => {
     });
   });
 
+  describe('path extensions', () => {
+    it('should merge non-string x-* path extension when values are the same', async () => {
+      vi.mocked(detectSpec).mockReturnValue('oas3_0');
+      const warnSpy = vi.spyOn(logger, 'warn');
+      vi.spyOn(BaseResolver.prototype, 'resolveDocument')
+        .mockReset()
+        .mockImplementationOnce(() =>
+          Promise.resolve({
+            source: { absoluteRef: 'ref-a' },
+            parsed: pathWithObjectExtension,
+          } as Document)
+        )
+        .mockImplementationOnce(() =>
+          Promise.resolve({
+            source: { absoluteRef: 'ref-b' },
+            parsed: anotherPathWithSameObjectExtension,
+          } as Document)
+        );
+
+      await handleJoin({
+        argv: {
+          apis: ['a.yaml', 'b.yaml'],
+        },
+        config: configFixture,
+        version: 'cli-version',
+      });
+
+      const joinedDef = writeToFileByExtensionSpy.mock.calls[0][0];
+      expect(joinedDef.paths['/foo']['x-metadata']).toEqual({ owner: 'team-a' });
+      expect(warnSpy).not.toHaveBeenCalledWith(
+        expect.stringContaining('different x-metadata values')
+      );
+    });
+
+    it('should warn when non-string x-* path extension values differ', async () => {
+      vi.mocked(detectSpec).mockReturnValue('oas3_0');
+      const warnSpy = vi.spyOn(logger, 'warn');
+      vi.spyOn(BaseResolver.prototype, 'resolveDocument')
+        .mockReset()
+        .mockImplementationOnce(() =>
+          Promise.resolve({
+            source: { absoluteRef: 'ref-a' },
+            parsed: pathWithObjectExtension,
+          } as Document)
+        )
+        .mockImplementationOnce(() =>
+          Promise.resolve({
+            source: { absoluteRef: 'ref-b' },
+            parsed: anotherPathWithDifferentObjectExtension,
+          } as Document)
+        );
+
+      await handleJoin({
+        argv: {
+          apis: ['a.yaml', 'b.yaml'],
+        },
+        config: configFixture,
+        version: 'cli-version',
+      });
+
+      const joinedDef = writeToFileByExtensionSpy.mock.calls[0][0];
+      expect(joinedDef.paths['/foo']['x-metadata']).toEqual({ owner: 'team-a' });
+      expect(warnSpy).toHaveBeenCalledWith('warning: different x-metadata values in /foo\n');
+    });
+
+    it('should warn when non-string x-* path extension objects have different keys', async () => {
+      vi.mocked(detectSpec).mockReturnValue('oas3_0');
+      const warnSpy = vi.spyOn(logger, 'warn');
+      vi.spyOn(BaseResolver.prototype, 'resolveDocument')
+        .mockReset()
+        .mockImplementationOnce(() =>
+          Promise.resolve({
+            source: { absoluteRef: 'ref-a' },
+            parsed: pathWithObjectExtension,
+          } as Document)
+        )
+        .mockImplementationOnce(() =>
+          Promise.resolve({
+            source: { absoluteRef: 'ref-b' },
+            parsed: anotherPathWithDifferentKeyObjectExtension,
+          } as Document)
+        );
+
+      await handleJoin({
+        argv: {
+          apis: ['a.yaml', 'b.yaml'],
+        },
+        config: configFixture,
+        version: 'cli-version',
+      });
+
+      const joinedDef = writeToFileByExtensionSpy.mock.calls[0][0];
+      expect(joinedDef.paths['/foo']['x-metadata']).toEqual({ owner: 'team-a' });
+      expect(warnSpy).toHaveBeenCalledWith('warning: different x-metadata values in /foo\n');
+    });
+  });
+
   describe('replace$Refs', () => {
     it('should prefix discriminator mapping refs when schema name contains prefix substring', () => {
       const doc = {
diff --git a/packages/cli/src/__tests__/fixtures/join/documents.ts b/packages/cli/src/__tests__/fixtures/join/documents.ts
index 0da63a113d..40d076aee8 100644
--- a/packages/cli/src/__tests__/fixtures/join/documents.ts
+++ b/packages/cli/src/__tests__/fixtures/join/documents.ts
@@ -162,3 +162,78 @@ export const anotherServerAndPaths = {
     },
   },
 };
+
+export const pathWithObjectExtension = {
+  openapi: '3.0.0',
+  info: {
+    title: 'First API',
+    version: '1.0.0',
+  },
+  servers: [
+    {
+      url: 'https://foo.com/api/v1/first',
+    },
+  ],
+  paths: {
+    '/foo': {
+      'x-metadata': { owner: 'team-a' },
+      get: {
+        summary: 'Get Foo',
+      },
+    },
+  },
+};
+
+export const anotherPathWithSameObjectExtension = {
+  openapi: '3.0.0',
+  info: {
+    title: 'Second API',
+    version: '1.0.0',
+  },
+  servers: [
+    {
+      url: 'https://foo.com/api/v1/second',
+    },
+  ],
+  paths: {
+    '/foo': {
+      'x-metadata': { owner: 'team-a' },
+    },
+  },
+};
+
+export const anotherPathWithDifferentObjectExtension = {
+  openapi: '3.0.0',
+  info: {
+    title: 'Second API',
+    version: '1.0.0',
+  },
+  servers: [
+    {
+      url: 'https://foo.com/api/v1/second',
+    },
+  ],
+  paths: {
+    '/foo': {
+      'x-metadata': { owner: 'team-b' },
+    },
+  },
+};
+
+export const anotherPathWithDifferentKeyObjectExtension = {
+  openapi: '3.0.0',
+  info: {
+    title: 'Second API',
+    version: '1.0.0',
+  },
+  servers: [
+    {
+      url: 'https://foo.com/api/v1/second',
+    },
+  ],
+  paths: {
+    '/foo': {
+      'x-metadata': { team: 'x' },
+    },
+  },
+};
diff --git a/packages/cli/src/commands/join/utils/collect-paths.ts b/packages/cli/src/commands/join/utils/collect-paths.ts
index 3a7ef2d4d6..923d4c0956 100644
--- a/packages/cli/src/commands/join/utils/collect-paths.ts
+++ b/packages/cli/src/commands/join/utils/collect-paths.ts
@@ -68,7 +68,7 @@ export function collectPaths({
         if (field === 'parameters') {
           collectPathParameters(pathItem, path);
         }
-        if (typeof pathItem[field] === 'string') {
+        if (typeof pathItem[field] === 'string' || field.startsWith('x-')) {
           collectPathStringFields(pathItem, path, field);
         }
       }
@@ -83,7 +83,7 @@ export function collectPaths({
     const fieldValue = pathItem[field];
     if (
       joinedDef.paths[path].hasOwnProperty(field) &&
-      joinedDef.paths[path][field] !== fieldValue
+      !dequal(joinedDef.paths[path][field], fieldValue)
     ) {
       logger.warn(`warning: different ${field} values in ${path}\n`);
       return;