diff --git a/url/src/lib.rs b/url/src/lib.rs
index f1558682b..99d188a69 100644
--- a/url/src/lib.rs
+++ b/url/src/lib.rs
@@ -3122,6 +3122,45 @@ fn file_url_segments_to_pathbuf(
     file_url_segments_to_pathbuf_windows(estimated_capacity, host, segments)
 }
 
+// Build this unconditionally to alleviate https://github.com/servo/rust-url/issues/102
+#[cfg(feature = "std")]
+#[cfg_attr(not(windows), allow(dead_code))]
+fn decode_windows_drive_path_segment(segment: &str) -> Result<String, ()> {
+    use percent_encoding::percent_decode_str;
+
+    // `path_segments_mut()` encodes separators inside a segment, but Windows
+    // file paths still need to round-trip through `to_file_path()`.
+
+    // Percent-decode the segment so that e.g. "C%3A%5CUsers" becomes "C:\Users".
+    let decoded = percent_decode_str(segment).decode_utf8().map_err(|_| ())?;
+    let bytes = decoded.as_bytes();
+
+    // Must start with an ASCII drive letter followed by ':', e.g. "C:".
+    if bytes.len() < 2 || !parser::ascii_alpha(bytes[0] as char) || bytes[1] != b':' {
+        return Err(());
+    }
+
+    // A bare drive letter like "C:" is valid as-is.
+    if bytes.len() == 2 {
+        return Ok(decoded.into_owned());
+    }
+
+    // After the drive letter, only an absolute path separator is allowed.
+    // Reject drive-relative paths like "C:Users" (no leading separator).
+    if !matches!(bytes[2], b'\\' | b'/') {
+        return Err(());
+    }
+
+    // Normalize forward slashes to backslashes for a native Windows path.
+    let mut normalized = String::with_capacity(decoded.len());
+    normalized.push(bytes[0] as char);
+    normalized.push(':');
+    for c in decoded[2..].chars() {
+        normalized.push(if c == '/' { '\\' } else { c });
+    }
+    Ok(normalized)
+}
+
 // Build this unconditionally to alleviate https://github.com/servo/rust-url/issues/102
 #[cfg(feature = "std")]
 #[cfg_attr(not(windows), allow(dead_code))]
@@ -3138,31 +3177,7 @@ fn file_url_segments_to_pathbuf_windows(
         string.push_str(host);
     } else {
         let first = segments.next().ok_or(())?;
-
-        match first.len() {
-            2 => {
-                if !first.starts_with(parser::ascii_alpha) || first.as_bytes()[1] != b':' {
-                    return Err(());
-                }
-
-                string.push_str(first);
-            }
-
-            4 => {
-                if !first.starts_with(parser::ascii_alpha) {
-                    return Err(());
-                }
-                let bytes = first.as_bytes();
-                if bytes[1] != b'%' || bytes[2] != b'3' || (bytes[3] != b'a' && bytes[3] != b'A') {
-                    return Err(());
-                }
-
-                string.push_str(&first[0..1]);
-                string.push(':');
-            }
-
-            _ => return Err(()),
-        }
+        string.push_str(&decode_windows_drive_path_segment(first)?);
     };
 
     for segment in segments {
diff --git a/url/tests/unit.rs b/url/tests/unit.rs
index 828f79756..afc3c2039 100644
--- a/url/tests/unit.rs
+++ b/url/tests/unit.rs
@@ -219,6 +219,46 @@ fn new_path_windows_fun() {
     assert_eq!(url.to_file_path(), Ok(PathBuf::from(r"C:\foo\bar")));
 }
 
+#[test]
+#[cfg(all(feature = "std", windows))]
+fn windows_to_file_path_accepts_encoded_separators_in_first_segment() {
+    let url = Url::parse("file:///C:%5Cfoo%5Cbar").unwrap();
+    assert_eq!(url.to_file_path(), Ok(PathBuf::from(r"C:\foo\bar")));
+
+    let url = Url::parse("file:///C:%2Ffoo%2Fbar").unwrap();
+    assert_eq!(url.to_file_path(), Ok(PathBuf::from(r"C:\foo\bar")));
+}
+
+#[test]
+#[cfg(all(feature = "std", windows))]
+fn windows_to_file_path_accepts_drive_path_from_path_segments_mut() {
+    let mut url = Url::parse("file://").unwrap();
+    url.path_segments_mut()
+        .unwrap()
+        .pop_if_empty()
+        .push(r"C:\foo\bar");
+
+    assert_eq!(url.as_str(), "file:///C:%5Cfoo%5Cbar");
+    assert_eq!(url.to_file_path(), Ok(PathBuf::from(r"C:\foo\bar")));
+}
+
+/// https://github.com/servo/rust-url/issues/1077
+#[test]
+#[cfg(all(feature = "std", windows))]
+fn issue_1077_path_segments_mut_extend_roundtrips_windows_path() {
+    // object_store splits a Windows path into parts and extends the URL with them.
+    // The first segment ends up containing the drive letter plus the rest of the path
+    // percent-encoded into a single segment. to_file_path() must recover the original path.
+    let path = Path::new(r"C:\Users\me\data\file.parquet");
+    let mut url = Url::parse("file://").unwrap();
+    url.path_segments_mut()
+        .unwrap()
+        .pop_if_empty()
+        .extend(std::iter::once(path.to_str().unwrap()));
+
+    assert_eq!(url.to_file_path(), Ok(PathBuf::from(path)));
+}
+
 #[test]
 #[cfg(all(
     feature = "std",