diff --git a/requirements-dev.txt b/requirements-dev.txt
index 15cbb280..5df362e4 100644
--- a/requirements-dev.txt
+++ b/requirements-dev.txt
@@ -7,6 +7,7 @@ pytest-cov>=4.1.0
 pytest-asyncio>=0.23.0
 pytest-mock>=3.12.0
 httpx>=0.26.0  # For async test client
+testcontainers>=3.7.1  # For integration tests with real containers
 
 # Code quality
 flake8>=7.0.0
diff --git a/tests/conftest.py b/tests/conftest.py
index dfe5fc50..e3b6e15c 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -177,3 +177,4 @@ def pytest_configure(config):
     config.addinivalue_line("markers", "requires_external: Tests requiring external services")
     config.addinivalue_line("markers", "requires_db: Tests requiring database")
     config.addinivalue_line("markers", "requires_redis: Tests requiring Redis")
+    config.addinivalue_line("markers", "requires_docker: Tests requiring Docker")
diff --git a/tests/test_upload_webdav_integration.py b/tests/test_upload_webdav_integration.py
new file mode 100644
index 00000000..36174319
--- /dev/null
+++ b/tests/test_upload_webdav_integration.py
@@ -0,0 +1,427 @@
+"""
+Integration tests for WebDAV upload with real server.
+
+These tests spin up a real WebDAV server in a Docker container and test
+actual file uploads against it, then verify the files were uploaded successfully.
+"""
+import os
+import time
+import pytest
+import requests
+from pathlib import Path
+from unittest.mock import patch
+
+from app.tasks.upload_to_webdav import upload_to_webdav
+
+# Import testcontainers - required for these tests
+pytest.importorskip("testcontainers", reason="testcontainers not installed")
+from testcontainers.core.container import DockerContainer
+
+
+@pytest.mark.integration
+@pytest.mark.requires_docker
+class TestWebDAVIntegration:
+    """Integration tests with real WebDAV server."""
+
+    @pytest.fixture(scope="class")
+    def webdav_server(self):
+        """
+        Start a real WebDAV server in a Docker container.
+        
+        Uses bytemark/webdav image which provides a simple WebDAV server.
+        """
+        # Start WebDAV container
+        container = DockerContainer("bytemark/webdav:latest")
+        container.with_exposed_ports(80)
+        container.with_env("AUTH_TYPE", "Basic")
+        container.with_env("USERNAME", "testuser")
+        container.with_env("PASSWORD", "testpass")
+        
+        # Start the container
+        container.start()
+        
+        # Wait for server to be ready
+        time.sleep(2)
+        
+        # Get the mapped port
+        host = container.get_container_host_ip()
+        port = container.get_exposed_port(80)
+        
+        server_info = {
+            "container": container,
+            "host": host,
+            "port": port,
+            "url": f"http://{host}:{port}",
+            "username": "testuser",
+            "password": "testpass"
+        }
+        
+        # Verify server is accessible
+        try:
+            response = requests.get(
+                server_info["url"],
+                auth=(server_info["username"], server_info["password"]),
+                timeout=5
+            )
+            assert response.status_code in [200, 301, 302, 401], \
+                f"WebDAV server not ready, got status {response.status_code}"
+        except Exception as e:
+            container.stop()
+            pytest.fail(f"Failed to connect to WebDAV server: {e}")
+        
+        yield server_info
+        
+        # Cleanup
+        container.stop()
+
+    def test_upload_file_to_real_webdav_server(self, webdav_server, sample_text_file):
+        """Test uploading a file to a real WebDAV server."""
+        with patch("app.tasks.upload_to_webdav.settings") as mock_settings, \
+             patch("app.tasks.upload_to_webdav.log_task_progress"):
+            
+            # Configure settings to point to real WebDAV server
+            mock_settings.webdav_url = webdav_server["url"] + "/"
+            mock_settings.webdav_username = webdav_server["username"]
+            mock_settings.webdav_password = webdav_server["password"]
+            mock_settings.webdav_folder = ""
+            mock_settings.webdav_verify_ssl = False  # HTTP server
+            mock_settings.http_request_timeout = 30
+            
+            # Upload the file
+            result = upload_to_webdav.apply(
+                args=[sample_text_file],
+                kwargs={"file_id": 1}
+            ).get()
+            
+            # Verify upload succeeded
+            assert result["status"] == "Completed"
+            assert result["file"] == sample_text_file
+            assert "url" in result
+            
+            # Verify the file actually exists on the server
+            filename = os.path.basename(sample_text_file)
+            file_url = f"{webdav_server['url']}/{filename}"
+            
+            response = requests.get(
+                file_url,
+                auth=(webdav_server["username"], webdav_server["password"]),
+                timeout=5
+            )
+            
+            assert response.status_code == 200, \
+                f"File not found on server: {response.status_code}"
+            
+            # Verify file content matches
+            with open(sample_text_file, "rb") as f:
+                expected_content = f.read()
+            
+            assert response.content == expected_content, \
+                "Uploaded file content does not match original"
+
+    def test_upload_to_subfolder(self, webdav_server, sample_text_file):
+        """Test uploading a file to a subfolder on WebDAV server."""
+        with patch("app.tasks.upload_to_webdav.settings") as mock_settings, \
+             patch("app.tasks.upload_to_webdav.log_task_progress"):
+            
+            # Create a test folder first
+            folder_name = "test-uploads"
+            folder_url = f"{webdav_server['url']}/{folder_name}"
+            
+            # Create folder using MKCOL method
+            requests.request(
+                "MKCOL",
+                folder_url,
+                auth=(webdav_server["username"], webdav_server["password"]),
+                timeout=5
+            )
+            
+            # Configure settings
+            mock_settings.webdav_url = webdav_server["url"] + "/"
+            mock_settings.webdav_username = webdav_server["username"]
+            mock_settings.webdav_password = webdav_server["password"]
+            mock_settings.webdav_folder = folder_name
+            mock_settings.webdav_verify_ssl = False
+            mock_settings.http_request_timeout = 30
+            
+            # Upload the file
+            result = upload_to_webdav.apply(
+                args=[sample_text_file],
+                kwargs={"file_id": 2}
+            ).get()
+            
+            # Verify upload succeeded
+            assert result["status"] == "Completed"
+            
+            # Verify the file exists in the subfolder
+            filename = os.path.basename(sample_text_file)
+            file_url = f"{webdav_server['url']}/{folder_name}/{filename}"
+            
+            response = requests.get(
+                file_url,
+                auth=(webdav_server["username"], webdav_server["password"]),
+                timeout=5
+            )
+            
+            assert response.status_code == 200, \
+                f"File not found in subfolder: {response.status_code}"
+
+    def test_upload_pdf_file(self, webdav_server, sample_pdf_path):
+        """Test uploading a PDF file to WebDAV server."""
+        with patch("app.tasks.upload_to_webdav.settings") as mock_settings, \
+             patch("app.tasks.upload_to_webdav.log_task_progress"):
+            
+            mock_settings.webdav_url = webdav_server["url"] + "/"
+            mock_settings.webdav_username = webdav_server["username"]
+            mock_settings.webdav_password = webdav_server["password"]
+            mock_settings.webdav_folder = ""
+            mock_settings.webdav_verify_ssl = False
+            mock_settings.http_request_timeout = 30
+            
+            # Upload the PDF
+            result = upload_to_webdav.apply(
+                args=[sample_pdf_path],
+                kwargs={"file_id": 3}
+            ).get()
+            
+            # Verify upload succeeded
+            assert result["status"] == "Completed"
+            
+            # Verify the file exists
+            filename = os.path.basename(sample_pdf_path)
+            file_url = f"{webdav_server['url']}/{filename}"
+            
+            response = requests.get(
+                file_url,
+                auth=(webdav_server["username"], webdav_server["password"]),
+                timeout=5
+            )
+            
+            assert response.status_code == 200
+            
+            # Verify it's a PDF (check magic bytes)
+            assert response.content.startswith(b'%PDF'), \
+                "Uploaded file is not a valid PDF"
+
+    def test_upload_with_wrong_credentials(self, webdav_server, sample_text_file):
+        """Test that upload fails with wrong credentials."""
+        with patch("app.tasks.upload_to_webdav.settings") as mock_settings, \
+             patch("app.tasks.upload_to_webdav.log_task_progress"):
+            
+            mock_settings.webdav_url = webdav_server["url"] + "/"
+            mock_settings.webdav_username = "wronguser"
+            mock_settings.webdav_password = "wrongpass"
+            mock_settings.webdav_folder = ""
+            mock_settings.webdav_verify_ssl = False
+            mock_settings.http_request_timeout = 30
+            
+            # Upload should fail with 401 Unauthorized
+            with pytest.raises(Exception, match="Failed to upload.*401"):
+                upload_to_webdav.apply(
+                    args=[sample_text_file],
+                    kwargs={"file_id": 4}
+                ).get()
+
+    def test_upload_multiple_files(self, webdav_server, sample_text_file, tmp_path):
+        """Test uploading multiple files sequentially."""
+        with patch("app.tasks.upload_to_webdav.settings") as mock_settings, \
+             patch("app.tasks.upload_to_webdav.log_task_progress"):
+            
+            mock_settings.webdav_url = webdav_server["url"] + "/"
+            mock_settings.webdav_username = webdav_server["username"]
+            mock_settings.webdav_password = webdav_server["password"]
+            mock_settings.webdav_folder = ""
+            mock_settings.webdav_verify_ssl = False
+            mock_settings.http_request_timeout = 30
+            
+            # Create additional test files
+            file1 = tmp_path / "test1.txt"
+            file1.write_text("Test file 1")
+            
+            file2 = tmp_path / "test2.txt"
+            file2.write_text("Test file 2")
+            
+            file3 = tmp_path / "test3.txt"
+            file3.write_text("Test file 3")
+            
+            # Upload all files
+            files = [str(file1), str(file2), str(file3)]
+            uploaded_files = []
+            
+            for idx, file_path in enumerate(files, start=1):
+                result = upload_to_webdav.apply(
+                    args=[file_path],
+                    kwargs={"file_id": idx + 10}
+                ).get()
+                
+                assert result["status"] == "Completed"
+                uploaded_files.append(os.path.basename(file_path))
+            
+            # Verify all files exist on server
+            for filename in uploaded_files:
+                file_url = f"{webdav_server['url']}/{filename}"
+                response = requests.get(
+                    file_url,
+                    auth=(webdav_server["username"], webdav_server["password"]),
+                    timeout=5
+                )
+                assert response.status_code == 200, \
+                    f"File {filename} not found on server"
+
+    def test_overwrite_existing_file(self, webdav_server, sample_text_file, tmp_path):
+        """Test that uploading a file with the same name overwrites the existing one."""
+        with patch("app.tasks.upload_to_webdav.settings") as mock_settings, \
+             patch("app.tasks.upload_to_webdav.log_task_progress"):
+            
+            mock_settings.webdav_url = webdav_server["url"] + "/"
+            mock_settings.webdav_username = webdav_server["username"]
+            mock_settings.webdav_password = webdav_server["password"]
+            mock_settings.webdav_folder = ""
+            mock_settings.webdav_verify_ssl = False
+            mock_settings.http_request_timeout = 30
+            
+            # Create two files with same name but different content
+            file1 = tmp_path / "duplicate.txt"
+            file1.write_text("Original content")
+            
+            # Upload first version
+            result1 = upload_to_webdav.apply(
+                args=[str(file1)],
+                kwargs={"file_id": 20}
+            ).get()
+            assert result1["status"] == "Completed"
+            
+            # Verify first version
+            file_url = f"{webdav_server['url']}/duplicate.txt"
+            response = requests.get(
+                file_url,
+                auth=(webdav_server["username"], webdav_server["password"]),
+                timeout=5
+            )
+            assert response.text == "Original content"
+            
+            # Update file content
+            file1.write_text("Updated content - version 2")
+            
+            # Upload second version
+            result2 = upload_to_webdav.apply(
+                args=[str(file1)],
+                kwargs={"file_id": 21}
+            ).get()
+            assert result2["status"] == "Completed"
+            
+            # Verify file was overwritten
+            response = requests.get(
+                file_url,
+                auth=(webdav_server["username"], webdav_server["password"]),
+                timeout=5
+            )
+            assert response.text == "Updated content - version 2"
+
+    def test_large_file_upload(self, webdav_server, tmp_path):
+        """Test uploading a larger file (1MB)."""
+        with patch("app.tasks.upload_to_webdav.settings") as mock_settings, \
+             patch("app.tasks.upload_to_webdav.log_task_progress"):
+            
+            mock_settings.webdav_url = webdav_server["url"] + "/"
+            mock_settings.webdav_username = webdav_server["username"]
+            mock_settings.webdav_password = webdav_server["password"]
+            mock_settings.webdav_folder = ""
+            mock_settings.webdav_verify_ssl = False
+            mock_settings.http_request_timeout = 60  # Longer timeout for large file
+            
+            # Create a 1MB test file
+            large_file = tmp_path / "large_file.bin"
+            large_file.write_bytes(b"X" * (1024 * 1024))  # 1MB of X's
+            
+            # Upload the large file
+            result = upload_to_webdav.apply(
+                args=[str(large_file)],
+                kwargs={"file_id": 30}
+            ).get()
+            
+            assert result["status"] == "Completed"
+            
+            # Verify file exists and has correct size
+            file_url = f"{webdav_server['url']}/large_file.bin"
+            response = requests.get(
+                file_url,
+                auth=(webdav_server["username"], webdav_server["password"]),
+                timeout=10
+            )
+            
+            assert response.status_code == 200
+            assert len(response.content) == 1024 * 1024, \
+                f"File size mismatch: expected 1MB, got {len(response.content)} bytes"
+
+
+@pytest.mark.integration
+@pytest.mark.requires_docker
+class TestWebDAVServerVerification:
+    """Tests to verify WebDAV server behavior."""
+
+    @pytest.fixture(scope="class")
+    def webdav_server(self):
+        """Start WebDAV server for verification tests."""
+        container = DockerContainer("bytemark/webdav:latest")
+        container.with_exposed_ports(80)
+        container.with_env("AUTH_TYPE", "Basic")
+        container.with_env("USERNAME", "admin")
+        container.with_env("PASSWORD", "admin123")
+        
+        container.start()
+        time.sleep(2)
+        
+        host = container.get_container_host_ip()
+        port = container.get_exposed_port(80)
+        
+        server_info = {
+            "container": container,
+            "url": f"http://{host}:{port}",
+            "username": "admin",
+            "password": "admin123"
+        }
+        
+        yield server_info
+        container.stop()
+
+    def test_webdav_server_basic_auth(self, webdav_server):
+        """Verify WebDAV server requires authentication."""
+        # Request without auth should fail
+        response = requests.get(webdav_server["url"], timeout=5)
+        assert response.status_code == 401
+        
+        # Request with auth should succeed
+        response = requests.get(
+            webdav_server["url"],
+            auth=(webdav_server["username"], webdav_server["password"]),
+            timeout=5
+        )
+        assert response.status_code in [200, 301, 302]
+
+    def test_webdav_put_method(self, webdav_server, tmp_path):
+        """Verify WebDAV server accepts PUT requests."""
+        test_file = tmp_path / "put_test.txt"
+        test_file.write_text("PUT method test")
+        
+        with open(test_file, "rb") as f:
+            response = requests.put(
+                f"{webdav_server['url']}/put_test.txt",
+                auth=(webdav_server["username"], webdav_server["password"]),
+                data=f,
+                timeout=5
+            )
+        
+        assert response.status_code in [200, 201, 204]
+
+    def test_webdav_propfind_method(self, webdav_server):
+        """Verify WebDAV server supports PROPFIND (directory listing)."""
+        response = requests.request(
+            "PROPFIND",
+            webdav_server["url"],
+            auth=(webdav_server["username"], webdav_server["password"]),
+            timeout=5
+        )
+        
+        # PROPFIND may return 207 Multi-Status, 200 OK, or 403 Forbidden
+        # depending on server configuration
+        assert response.status_code in [200, 207, 403]