diff --git a/frappe/core/doctype/role/role.json b/frappe/core/doctype/role/role.json
index 1b147e3ddb..c963badf6b 100644
--- a/frappe/core/doctype/role/role.json
+++ b/frappe/core/doctype/role/role.json
@@ -64,7 +64,7 @@
    "options": "Domain"
   },
   {
-   "description": "Route: Example \"/desk\"",
+   "description": "Route: Example \"/app\"",
    "fieldname": "home_page",
    "fieldtype": "Data",
    "label": "Home Page"
@@ -148,7 +148,7 @@
  "idx": 1,
  "index_web_pages_for_search": 1,
  "links": [],
- "modified": "2023-12-08 15:52:37.525003",
+ "modified": "2024-03-13 20:59:37.875253",
  "modified_by": "Administrator",
  "module": "Core",
  "name": "Role",
diff --git a/frappe/core/doctype/role/role.py b/frappe/core/doctype/role/role.py
index e868b5b978..4539093fc9 100644
--- a/frappe/core/doctype/role/role.py
+++ b/frappe/core/doctype/role/role.py
@@ -3,6 +3,7 @@
 
 import frappe
 from frappe.model.document import Document
+from frappe.website.path_resolver import validate_path
 
 desk_properties = (
 	"search_bar",
@@ -14,6 +15,7 @@ desk_properties = (
 	"timeline",
 	"dashboard",
 )
+from frappe.website.router import clear_routing_cache
 
 STANDARD_ROLES = ("Administrator", "System Manager", "Script Manager", "All", "Guest")
 
@@ -56,6 +58,7 @@ class Role(Document):
 			self.disable_role()
 		else:
 			self.set_desk_properties()
+		self.validate_homepage()
 
 	def disable_role(self):
 		if self.name in STANDARD_ROLES:
@@ -63,6 +66,13 @@ class Role(Document):
 		else:
 			self.remove_roles()
 
+	def validate_homepage(self):
+		if frappe.request and self.home_page:
+			validate_path(self.home_page)
+
+		if self.has_value_changed("home_page"):
+			clear_routing_cache()
+
 	def set_desk_properties(self):
 		# set if desk_access is not allowed, unset all desk properties
 		if self.name == "Guest":
diff --git a/frappe/tests/test_caching.py b/frappe/tests/test_caching.py
index 083cfa8a6b..9a0da1935f 100644
--- a/frappe/tests/test_caching.py
+++ b/frappe/tests/test_caching.py
@@ -297,7 +297,7 @@ class TestRedisWrapper(FrappeAPITestCase):
 		frappe.clear_cache(user=user1)
 
 		# Check that the keys for user1 are gone
-		for key in user_cache_keys:
+		for key in set(user_cache_keys) - {"home_page"}:
 			self.assertFalse(frappe.cache.hexists(key, user1))
 			self.assertTrue(frappe.cache.hexists(key, user2))
 
diff --git a/frappe/website/doctype/portal_settings/portal_settings.py b/frappe/website/doctype/portal_settings/portal_settings.py
index a531557f5e..6885fbb82a 100644
--- a/frappe/website/doctype/portal_settings/portal_settings.py
+++ b/frappe/website/doctype/portal_settings/portal_settings.py
@@ -3,6 +3,7 @@
 
 import frappe
 from frappe.model.document import Document
+from frappe.website.path_resolver import validate_path
 
 
 class PortalSettings(Document):
@@ -73,3 +74,7 @@ class PortalSettings(Document):
 		for menu_item in list(self.get("menu") + self.get("custom_menu")):
 			if menu_item.reference_doctype not in existing_doctypes:
 				self.remove(menu_item)
+
+	def validate(self):
+		if frappe.request and self.default_portal_home:
+			validate_path(self.default_portal_home)
diff --git a/frappe/website/path_resolver.py b/frappe/website/path_resolver.py
index 0585dda631..f6771a3d6e 100644
--- a/frappe/website/path_resolver.py
+++ b/frappe/website/path_resolver.py
@@ -190,3 +190,8 @@ def get_website_rules():
 		return _get()
 
 	return frappe.cache.get_value("website_route_rules", _get)
+
+
+def validate_path(path: str):
+	if not PathResolver(path).is_valid_path():
+		frappe.throw(frappe._("Path {0} it not a valid path").format(frappe.bold(path)))
diff --git a/frappe/website/router.py b/frappe/website/router.py
index 41c8706331..84efd4e6c6 100644
--- a/frappe/website/router.py
+++ b/frappe/website/router.py
@@ -328,3 +328,4 @@ def clear_routing_cache():
 	get_dynamic_web_pages.clear_cache()
 	get_published_web_forms.clear_cache()
 	get_public_pages_from_doctypes.clear_cache()
+	frappe.cache.delete_value("home_page")