diff --git a/Lib/test/test_textwrap.py b/Lib/test/test_textwrap.py
index aca1f427656bb5..66e7a26774a0c9 100644
--- a/Lib/test/test_textwrap.py
+++ b/Lib/test/test_textwrap.py
@@ -388,6 +388,8 @@ def test_drop_whitespace_leading_whitespace(self):
                         [" This is a sentence with leading whitespace."])
         self.check_wrap(text, 30,
                         [" This is a sentence with", "leading whitespace."])
+        self.check_wrap(' ABCDEFG', 1,
+                        [' ', 'A', 'B', 'C', 'D', 'E', 'F', 'G'])
 
     def test_drop_whitespace_whitespace_line(self):
         # Check that drop_whitespace skips the whole line if a non-leading
diff --git a/Lib/textwrap.py b/Lib/textwrap.py
index 41366fbf443a4f..ba1307f003bd8b 100644
--- a/Lib/textwrap.py
+++ b/Lib/textwrap.py
@@ -304,8 +304,12 @@ def _wrap_chunks(self, chunks):
 
             # If the last chunk on this line is all whitespace, drop it.
             if self.drop_whitespace and cur_line and cur_line[-1].strip() == '':
-                cur_len -= len(cur_line[-1])
-                del cur_line[-1]
+                # If this is the first line keep it if a non-whitespace chunk follows
+                if not lines and len(cur_line) == 1 and chunks and chunks[-1].strip() != '':
+                    pass
+                else:
+                    cur_len -= len(cur_line[-1])
+                    del cur_line[-1]
 
             if cur_line:
                 if (self.max_lines is None or
diff --git a/Misc/NEWS.d/next/Library/2025-10-26-16-11-45.gh-issue-140627.BiEgy_.rst b/Misc/NEWS.d/next/Library/2025-10-26-16-11-45.gh-issue-140627.BiEgy_.rst
new file mode 100644
index 00000000000000..1c03751cbeadd6
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2025-10-26-16-11-45.gh-issue-140627.BiEgy_.rst
@@ -0,0 +1,2 @@
+Fix :func:`textwrap.wrap` to preserve a whitespace only line at the start of
+a paragraph when non-whitespace text follows.