diff --git a/distribution/lib/Standard/AWS/0.0.0-dev/src/Internal/S3_Path.enso b/distribution/lib/Standard/AWS/0.0.0-dev/src/Internal/S3_Path.enso
index a904c3721801..87f01c393d48 100644
--- a/distribution/lib/Standard/AWS/0.0.0-dev/src/Internal/S3_Path.enso
+++ b/distribution/lib/Standard/AWS/0.0.0-dev/src/Internal/S3_Path.enso
@@ -156,3 +156,11 @@ type Decomposed_S3_Path
         if self.parts.is_empty then Nothing else
             new_parts = self.parts.drop (..Last 1)
             Decomposed_S3_Path.Value new_parts self.go_to_root
+
+type S3_Path_Comparator
+    compare x y = Ordering.compare x.bucket y.bucket . and_then Ordering.compare x.key y.key
+
+    hash x = S3_Path_Comparator.hash_builtin x
+    hash_builtin x = @Builtin_Method "Default_Comparator.hash_builtin"
+
+Comparable.from that:S3_Path = Comparable.new that S3_Path_Comparator
diff --git a/distribution/lib/Standard/AWS/0.0.0-dev/src/S3/S3_File.enso b/distribution/lib/Standard/AWS/0.0.0-dev/src/S3/S3_File.enso
index 56ddae721bfc..e985570a3352 100644
--- a/distribution/lib/Standard/AWS/0.0.0-dev/src/S3/S3_File.enso
+++ b/distribution/lib/Standard/AWS/0.0.0-dev/src/S3/S3_File.enso
@@ -187,7 +187,7 @@ type S3_File
                         S3_File.Value (S3_Path.Value bucket key) self.credentials
                     files = pair.second . map key->
                         S3_File.Value (S3_Path.Value bucket key) self.credentials
-                    sub_folders + files
+                    (sub_folders + files) . sort
 
     ## ALIAS load bytes, open bytes
        ICON data_input
@@ -616,3 +616,11 @@ translate_file_errors related_file result =
         s3_path = S3_Path.Value error.bucket error.key
         s3_file = S3_File.Value s3_path related_file.credentials
         Error.throw (File_Error.Not_Found s3_file)
+
+type S3_File_Comparator
+    compare x y = Ordering.compare x.s3_path y.s3_path
+
+    hash x = S3_File_Comparator.hash_builtin x
+    hash_builtin x = @Builtin_Method "Default_Comparator.hash_builtin"
+
+Comparable.from that:S3_File = Comparable.new that S3_File_Comparator
diff --git a/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Enso_File.enso b/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Enso_File.enso
index 9fb90e46bb04..c4540ee6bb39 100644
--- a/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Enso_File.enso
+++ b/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Enso_File.enso
@@ -1,6 +1,8 @@
 import project.Any.Any
 import project.Data.Color.Color
 import project.Data.Json.JS_Object
+import project.Data.Ordering.Comparable
+import project.Data.Ordering.Ordering
 import project.Data.Numbers.Integer
 import project.Data.Text.Encoding.Encoding
 import project.Data.Text.Text
@@ -444,10 +446,11 @@ type Enso_File
                     if self.is_directory.not then Error.throw (Illegal_Argument.Error "Cannot `list` a non-directory.") else
                         # Remove secrets from the list - they are handled separately in `Enso_Secret.list`.
                         assets = list_assets self . filter f-> f.asset_type != Enso_Asset_Type.Secret
-                        assets.map asset->
+                        results = assets.map asset->
                             file = Enso_File.Value (self.enso_path.resolve asset.name)
                             Asset_Cache.update file asset
                             file
+                        results.sort
 
     ## GROUP Output
        ICON folder_add
@@ -583,3 +586,11 @@ File_Like.from (that : Enso_File) = File_Like.Value that
 ## PRIVATE
 Writable_File.from (that : Enso_File) = if Data_Link.is_data_link that then Data_Link_Helpers.interpret_data_link_as_writable_file that else
     Writable_File.Value that Enso_File_Write_Strategy.instance
+
+type Enso_File_Comparator
+    compare x y = Ordering.compare x.enso_path y.enso_path
+
+    hash x = Enso_File_Comparator.hash_builtin x
+    hash_builtin x = @Builtin_Method "Default_Comparator.hash_builtin"
+
+Comparable.from that:Enso_File = Comparable.new that Enso_File_Comparator
diff --git a/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Internal/Enso_Path.enso b/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Internal/Enso_Path.enso
index cf521841068a..1aca5bd991be 100644
--- a/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Internal/Enso_Path.enso
+++ b/distribution/lib/Standard/Base/0.0.0-dev/src/Enso_Cloud/Internal/Enso_Path.enso
@@ -1,5 +1,8 @@
 private
 
+import project.Data.Ordering.Comparable
+import project.Data.Ordering.Ordering
+import project.Data.Ordering.Vector_Lexicographic_Order
 import project.Data.Text.Text
 import project.Data.Vector.Vector
 import project.Enso_Cloud.Enso_File.Enso_File
@@ -7,6 +10,7 @@ import project.Enso_Cloud.Enso_User.Enso_User
 import project.Error.Error
 import project.Errors.Illegal_Argument.Illegal_Argument
 import project.Errors.Unimplemented.Unimplemented
+import project.Internal.Ordering_Helpers.Default_Comparator
 import project.Internal.Path_Helpers
 import project.Nothing.Nothing
 from project.Data.Boolean import Boolean, False, True
@@ -72,3 +76,11 @@ normalize segments =
         ## We need to call normalize again, because technically a path `enso://a/../~/../../~` is a valid path
            that points to the user home and it should be correctly normalized, but requires numerous passes to do so.
         @Tail_Call normalize new_segments
+
+type Enso_Path_Comparator
+    compare x y = Vector_Lexicographic_Order.compare x.path_segments y.path_segments
+
+    hash x = Enso_Path_Comparator.hash_builtin x
+    hash_builtin x = @Builtin_Method "Default_Comparator.hash_builtin"
+
+Comparable.from that:Enso_Path = Comparable.new that Enso_Path_Comparator
diff --git a/test/AWS_Tests/src/S3_Spec.enso b/test/AWS_Tests/src/S3_Spec.enso
index 24f88c90e3bd..026ea8b130c9 100644
--- a/test/AWS_Tests/src/S3_Spec.enso
+++ b/test/AWS_Tests/src/S3_Spec.enso
@@ -261,6 +261,13 @@ add_specs suite_builder =
                 r3.should_be_a Vector
                 r3.map .name . should_contain object_name
 
+        group_builder.specify "list should sort its output" <|
+            r = root.list
+            r.should_be_a Vector
+            r . should_equal (r.sort on=(x-> x.path))
+            # Check sorting directly.
+            r . reverse . sort . should_equal r
+
         group_builder.specify "will fail if no credentials are provided and no Default credentials are available" pending=(if AWS_Credential.is_default_credential_available then "Default AWS credentials are defined in the environment and this test has no way of overriding them, so it is impossible to test this scenario in such environment.") <|
             root_without_credentials = S3_File.new "s3://"+bucket_name+"/"
             r = root_without_credentials.list
diff --git a/test/Base_Tests/src/Network/Enso_Cloud/Enso_File_Spec.enso b/test/Base_Tests/src/Network/Enso_Cloud/Enso_File_Spec.enso
index 9b35a37945d4..1fc92edb98f4 100644
--- a/test/Base_Tests/src/Network/Enso_Cloud/Enso_File_Spec.enso
+++ b/test/Base_Tests/src/Network/Enso_Cloud/Enso_File_Spec.enso
@@ -41,6 +41,13 @@ add_specs suite_builder setup:Cloud_Tests_Setup = suite_builder.group "Enso Clou
         Data.list test_root.get . map .name . should_contain "test_file.json"
         Data.list test_root.get.path . map .name . should_contain "test_file.json"
 
+    group_builder.specify "list should sort its output" <|
+        r = Enso_File.home.list
+        r.should_be_a Vector
+        r . should_equal (r.sort on=.path)
+        # Check sorting directly.
+        r . reverse . sort . should_equal r
+
     group_builder.specify "should allow to create and delete a directory" <|
         my_name = "my_test_dir-" + (Random.uuid.take 5)
         my_dir = (test_root.get / my_name).create_directory