diff --git a/localstack-core/localstack/dev/debugger/__init__.py b/localstack-core/localstack/dev/debugger/__init__.py
new file mode 100644
index 0000000000000..e69de29bb2d1d
diff --git a/localstack-core/localstack/dev/debugger/plugins.py b/localstack-core/localstack/dev/debugger/plugins.py
new file mode 100644
index 0000000000000..aa1d163f57b85
--- /dev/null
+++ b/localstack-core/localstack/dev/debugger/plugins.py
@@ -0,0 +1,25 @@
+import logging
+
+from localstack import config, constants
+from localstack.runtime import hooks
+
+LOG = logging.getLogger(__name__)
+
+
+def enable_debugger():
+    from localstack.packages.debugpy import debugpy_package
+
+    debugpy_package.install()
+    import debugpy  # noqa: T100
+
+    LOG.info("Starting debug server at: %s:%s", constants.BIND_HOST, config.DEVELOP_PORT)
+    debugpy.listen((constants.BIND_HOST, config.DEVELOP_PORT))  # noqa: T100
+
+    if config.WAIT_FOR_DEBUGGER:
+        debugpy.wait_for_client()  # noqa: T100
+
+
+@hooks.on_infra_start()
+def conditionally_enable_debugger():
+    if config.DEVELOP:
+        enable_debugger()
diff --git a/localstack-core/localstack/dev/run/configurators.py b/localstack-core/localstack/dev/run/configurators.py
index 8b1b585e3ae50..08cba9ae0b4fa 100644
--- a/localstack-core/localstack/dev/run/configurators.py
+++ b/localstack-core/localstack/dev/run/configurators.py
@@ -124,7 +124,7 @@ def __init__(
 
     def __call__(self, cfg: ContainerConfiguration):
         # localstack source code if available
-        source = self.host_paths.localstack_project_dir / "localstack-core" / "localstack"
+        source = self.host_paths.aws_community_package_dir
         if source.exists():
             cfg.volumes.add(
                 # read_only=False is a temporary workaround to make the mounting of the pro source work
@@ -134,13 +134,7 @@ def __call__(self, cfg: ContainerConfiguration):
 
         # ext source code if available
         if self.pro:
-            source = (
-                self.host_paths.localstack_pro_project_dir
-                / "localstack-pro-core"
-                / "localstack"
-                / "pro"
-                / "core"
-            )
+            source = self.host_paths.aws_pro_package_dir
             if source.exists():
                 cfg.volumes.add(
                     VolumeBind(
@@ -220,11 +214,7 @@ def __init__(
     def __call__(self, cfg: ContainerConfiguration):
         # special case for community code
         if not self.pro:
-            host_path = (
-                self.host_paths.localstack_project_dir
-                / "localstack_core.egg-info"
-                / "entry_points.txt"
-            )
+            host_path = self.host_paths.aws_community_package_dir
             if host_path.exists():
                 cfg.volumes.append(
                     VolumeBind(
@@ -243,6 +233,38 @@ def __call__(self, cfg: ContainerConfiguration):
             dep_path = container_path.parent.name.removesuffix(".dist-info")
             dep, ver = dep_path.split("-")
 
+            if dep == "localstack_core":
+                host_path = (
+                    self.host_paths.localstack_project_dir
+                    / "localstack-core"
+                    / "localstack_core.egg-info"
+                    / "entry_points.txt"
+                )
+                if host_path.is_file():
+                    cfg.volumes.add(
+                        VolumeBind(
+                            str(host_path),
+                            str(container_path),
+                            read_only=True,
+                        )
+                    )
+                    continue
+            elif dep == "localstack_ext":
+                host_path = (
+                    self.host_paths.localstack_pro_project_dir
+                    / "localstack-pro-core"
+                    / "localstack_ext.egg-info"
+                    / "entry_points.txt"
+                )
+                if host_path.is_file():
+                    cfg.volumes.add(
+                        VolumeBind(
+                            str(host_path),
+                            str(container_path),
+                            read_only=True,
+                        )
+                    )
+                    continue
             for host_path in self.host_paths.workspace_dir.glob(
                 f"*/{dep}.egg-info/entry_points.txt"
             ):
diff --git a/localstack-core/localstack/dev/run/paths.py b/localstack-core/localstack/dev/run/paths.py
index 9689c32c75dbd..8379186c0b3ad 100644
--- a/localstack-core/localstack/dev/run/paths.py
+++ b/localstack-core/localstack/dev/run/paths.py
@@ -38,6 +38,16 @@ def __init__(
             or os.path.join(os.getcwd(), ".venv")
         )
 
+    @property
+    def aws_community_package_dir(self) -> Path:
+        return self.localstack_project_dir / "localstack-core" / "localstack"
+
+    @property
+    def aws_pro_package_dir(self) -> Path:
+        return (
+            self.localstack_pro_project_dir / "localstack-pro-core" / "localstack" / "pro" / "core"
+        )
+
 
 class ContainerPaths:
     """Important paths in the container"""