diff --git a/CHANGELOG.md b/CHANGELOG.md
index cb14769560..66ea8f47ec 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -12,6 +12,10 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 - Removed `typing_extensions` from runtime dependencies https://github.com/Textualize/rich/pull/3763
 - Live objects (including Progress) may now be nested https://github.com/Textualize/rich/pull/3768
 
+### Fixed
+
+-  Fix: word‐wrapped `Syntax` with padding clipped characters (#3727).
+
 ## [14.0.0] - 2025-03-30
 
 ### Added
diff --git a/CONTRIBUTORS.md b/CONTRIBUTORS.md
index 10268ddc9b..dc1b7b92e5 100644
--- a/CONTRIBUTORS.md
+++ b/CONTRIBUTORS.md
@@ -37,6 +37,7 @@ The following people have contributed to the development of Rich:
 - [Hugo van Kemenade](https://github.com/hugovk)
 - [Andrew Kettmann](https://github.com/akettmann)
 - [Alexander Krasnikov](https://github.com/askras)
+- [Adam Kuhn](https://github.com/arkuhn)
 - [Martin Larralde](https://github.com/althonos)
 - [Hedy Li](https://github.com/hedythedev)
 - [Henry Mai](https://github.com/tanducmai)
diff --git a/rich/syntax.py b/rich/syntax.py
index cff8fd235d..3e8d8058f0 100644
--- a/rich/syntax.py
+++ b/rich/syntax.py
@@ -625,7 +625,16 @@ def __rich_measure__(
     def __rich_console__(
         self, console: Console, options: ConsoleOptions
     ) -> RenderResult:
-        segments = Segments(self._get_syntax(console, options))
+        # Reduce available width by padding if necessary, otherwise content is clipped
+        inner_options = options
+        if self.padding:
+            _, pad_right, _, pad_left = Padding.unpack(self.padding)
+            if pad_left or pad_right:
+                inner_width = max(0, options.max_width - pad_left - pad_right)
+                inner_options = options.update_width(inner_width)
+
+        segments = Segments(self._get_syntax(console, inner_options))
+
         if self.padding:
             yield Padding(segments, style=self._get_base_style(), pad=self.padding)
         else:
diff --git a/tests/test_syntax.py b/tests/test_syntax.py
index 04edb9cc3e..a2527337b7 100644
--- a/tests/test_syntax.py
+++ b/tests/test_syntax.py
@@ -419,6 +419,31 @@ def test_background_color_override_includes_padding():
     )
 
 
+def test_syntax_word_wrap_with_horizontal_padding():
+    """Regression test for https://github.com/Textualize/rich/issues/3727"""
+
+    EXAMPLE_CODE = """\
+    class ListViewExample(App):
+        def compose(self) -> ComposeResult:
+            yield ListView(
+                ListItem(Label("One")),
+                ListItem(Label("Two")),
+                ListItem(Label("Three")),
+            )
+            yield Footer()\
+    """
+    width = 32
+    console = Console(width=width, file=io.StringIO(), record=True)
+
+    syntax = Syntax(EXAMPLE_CODE, "python", word_wrap=True, padding=(0, 2))
+    console.print(syntax)
+    text_output = console.export_text()
+
+    assert "One" in text_output
+    assert "Two" in text_output
+    assert "Three" in text_output
+
+
 if __name__ == "__main__":
     syntax = Panel.fit(
         Syntax(