diff --git a/python-sdk/src/astro/databases/base.py b/python-sdk/src/astro/databases/base.py
index 52e53ed9af..5d6d7c6b39 100644
--- a/python-sdk/src/astro/databases/base.py
+++ b/python-sdk/src/astro/databases/base.py
@@ -19,6 +19,7 @@
 from astro.exceptions import DatabaseCustomError, NonExistentTableException
 from astro.files import File, resolve_file_path_pattern
 from astro.files.types import create_file_type
+from astro.files.types.base import FileType as FileTypeConstants
 from astro.settings import LOAD_TABLE_AUTODETECT_ROWS_COUNT, SCHEMA
 from astro.sql.table import BaseTable, Metadata
 from pandas.io.sql import SQLDatabase
@@ -744,11 +745,14 @@ def check_schema_autodetection_is_supported(self, source_file: File) -> bool:
             source_file.location.location_type
         )
 
-        source_filetype = create_file_type(
-            path=source_file.path, filetype=source_file.type.name
+        source_filetype = (
+            source_file
+            if isinstance(source_file.type, FileTypeConstants)
+            else create_file_type(path=source_file.path, filetype=source_file.type)  # type: ignore
         )
+
         is_source_filetype_supported = (
-            (source_filetype in filetype_supported.get("filetype"))  # type: ignore
+            (source_filetype.type.name in filetype_supported.get("filetype"))  # type: ignore
             if filetype_supported
             else None
         )
diff --git a/python-sdk/tests/databases/test_base_database.py b/python-sdk/tests/databases/test_base_database.py
index 899a13b2ae..0ceab38dea 100644
--- a/python-sdk/tests/databases/test_base_database.py
+++ b/python-sdk/tests/databases/test_base_database.py
@@ -59,6 +59,26 @@ def test_create_table_using_columns_raises_exception():
     assert exc_info.match("To use this method, table.columns must be defined")
 
 
+def test_check_schema_autodetection_is_supported():
+    """
+    Test the condition native schema autodetection for files and prefixes
+    """
+    db = create_database("gcp_conn")
+    assert db.check_schema_autodetection_is_supported(
+        source_file=File(path="gs://bucket/prefix", filetype=FileType.CSV)
+    )
+
+    assert db.check_schema_autodetection_is_supported(
+        source_file=File(path="gs://bucket/prefix/key.csv")
+    )
+
+    assert not (
+        db.check_schema_autodetection_is_supported(
+            source_file=File(path="s3://bucket/prefix/key.csv")
+        )
+    )
+
+
 def test_subclass_missing_append_table_raises_exception():
     db = DatabaseSubclass(conn_id="fake_conn_id")
     source_table = Table()