diff --git a/jdk/src/windows/classes/java/io/Win32FileSystem.java b/jdk/src/windows/classes/java/io/Win32FileSystem.java
index 2e62cf804d..c71e524ff6 100644
--- a/jdk/src/windows/classes/java/io/Win32FileSystem.java
+++ b/jdk/src/windows/classes/java/io/Win32FileSystem.java
@@ -359,9 +359,12 @@ class Win32FileSystem extends FileSystem {
         // is a ":" at position 1 and the first character is not a letter
         String pathname = f.getPath();
         int lastColon = pathname.lastIndexOf(":");
-        if (lastColon > 1 ||
-            (lastColon == 1 && !isLetter(pathname.charAt(0))))
-            return true;
+
+        // Valid if there is no ":" present or if the last ":" present is
+        // at index 1 and the first character is a latter
+        if (lastColon < 0 ||
+            (lastColon == 1 && isLetter(pathname.charAt(0))))
+            return false;
 
         // Invalid if path creation fails
         Path path = null;