diff --git a/roboflow/core/project.py b/roboflow/core/project.py
index 8cf86d94..8d4aad75 100644
--- a/roboflow/core/project.py
+++ b/roboflow/core/project.py
@@ -409,6 +409,13 @@ def upload(
             metadata (dict, optional): custom key-value metadata to attach to the image.
                 Example: {"camera_id": "cam001", "location": "warehouse"}
 
+        Returns:
+            A list of result dicts (one per successfully uploaded image), regardless of
+            whether a single file or a directory was provided. Each dict is the return
+            value of ``single_upload`` (keys: ``image``, ``annotation``, ``upload_time``,
+            ``annotation_time``, ``upload_retry_attempts``, ``annotation_upload_retry_attempts``).
+            Skipped (non-image) files in directory mode are excluded from the list.
+
         Example:
             >>> import roboflow
 
@@ -445,26 +452,29 @@ def upload(
                     )
                 )
 
-            self.single_upload(
-                image_path=image_path,
-                annotation_path=annotation_path,
-                hosted_image=hosted_image,
-                image_id=image_id,
-                split=split,
-                num_retry_uploads=num_retry_uploads,
-                batch_name=batch_name,
-                tag_names=tag_names,
-                is_prediction=is_prediction,
-                metadata=metadata,
-                **kwargs,
-            )
+            return [
+                self.single_upload(
+                    image_path=image_path,
+                    annotation_path=annotation_path,
+                    hosted_image=hosted_image,
+                    image_id=image_id,
+                    split=split,
+                    num_retry_uploads=num_retry_uploads,
+                    batch_name=batch_name,
+                    tag_names=tag_names,
+                    is_prediction=is_prediction,
+                    metadata=metadata,
+                    **kwargs,
+                )
+            ]
 
         else:
+            results = []
             images = os.listdir(image_path)
             for image in images:
                 path = image_path + "/" + image
                 if self.check_valid_image(path):
-                    self.single_upload(
+                    result = self.single_upload(
                         image_path=path,
                         annotation_path=annotation_path,
                         hosted_image=hosted_image,
@@ -477,10 +487,12 @@ def upload(
                         metadata=metadata,
                         **kwargs,
                     )
+                    results.append(result)
                     print("[ " + path + " ] was uploaded succesfully.")
                 else:
                     print("[ " + path + " ] was skipped.")
                     continue
+            return results
 
     def upload_image(
         self,
diff --git a/tests/test_project.py b/tests/test_project.py
index 57d4d823..747dd09c 100644
--- a/tests/test_project.py
+++ b/tests/test_project.py
@@ -1,4 +1,5 @@
 import json
+import os
 from unittest.mock import patch
 
 import requests
@@ -155,6 +156,50 @@ def test_upload_raises_upload_annotation_error(self):
 
         self.assertEqual(str(error.exception), "Image was already annotated.")
 
+    def test_upload_single_file_returns_result(self):
+        """upload() should return a list with the single_upload result dict for a single file (#254)."""
+        image_id = "test-upload-id"
+
+        responses.add(
+            responses.POST,
+            f"{API_URL}/dataset/{PROJECT_NAME}/upload?api_key={ROBOFLOW_API_KEY}&batch={DEFAULT_BATCH_NAME}",
+            json={"success": True, "id": image_id},
+            status=200,
+        )
+
+        result = self.project.upload("tests/images/rabbit.JPG")
+
+        self.assertIsInstance(result, list)
+        self.assertEqual(len(result), 1)
+        entry = result[0]
+        self.assertIsInstance(entry, dict)
+        self.assertEqual(entry["image"]["id"], image_id)
+        self.assertIn("upload_time", entry)
+        self.assertIn("upload_retry_attempts", entry)
+
+    def test_upload_directory_returns_list_of_results(self):
+        """upload() should return a list of single_upload results for a directory (#254)."""
+        test_dir = "tests/images"
+        # Determine how many valid images are in the directory so we can mock
+        # exactly that many upload responses.
+        valid_images = [f for f in os.listdir(test_dir) if self.project.check_valid_image(os.path.join(test_dir, f))]
+
+        for i, _ in enumerate(valid_images):
+            responses.add(
+                responses.POST,
+                f"{API_URL}/dataset/{PROJECT_NAME}/upload?api_key={ROBOFLOW_API_KEY}&batch={DEFAULT_BATCH_NAME}",
+                json={"success": True, "id": f"img-{i}"},
+                status=200,
+            )
+
+        result = self.project.upload(test_dir)
+
+        self.assertIsInstance(result, list)
+        self.assertEqual(len(result), len(valid_images))
+        for i, entry in enumerate(result):
+            self.assertIsInstance(entry, dict)
+            self.assertEqual(entry["image"]["id"], f"img-{i}")
+
     def test_image_success(self):
         image_id = "test-image-id"
         expected_url = f"{API_URL}/{WORKSPACE_NAME}/{PROJECT_NAME}/images/{image_id}?api_key={ROBOFLOW_API_KEY}"
diff --git a/tests/test_queries.py b/tests/test_queries.py
index 93c29179..267010ab 100644
--- a/tests/test_queries.py
+++ b/tests/test_queries.py
@@ -60,7 +60,9 @@ def test_project_methods(self):
         self.assertEqual(len(version_information), 2)
         self.assertIsNone(print_versions)
         self.assertTrue(all(map(lambda x: isinstance(x, Version), list_versions)))
-        self.assertIsNone(upload)
+        self.assertIsInstance(upload, list)
+        self.assertEqual(len(upload), 1)
+        self.assertEqual(upload[0]["image"]["id"], "hbALkCFdNr9rssgOUXug")
 
     @ordered
     def test_version_fields(self):