diff --git a/ext/bootsnap/bootsnap.c b/ext/bootsnap/bootsnap.c
index 72c5b06..2dae8ef 100644
--- a/ext/bootsnap/bootsnap.c
+++ b/ext/bootsnap/bootsnap.c
@@ -38,6 +38,10 @@
 #define RB_UNLIKELY(x) (x)
 #endif
 
+#ifdef HAVE_FDATASYNC
+#define BS_REVALIDATE_CACHE 1
+#endif
+
 /*
  * An instance of this key is written as the first 64 bytes of each cache file.
  * The mtime and size members track whether the file contents have changed, and
@@ -319,7 +323,15 @@ static enum cache_status cache_key_equal_fast_path(struct bs_cache_key *k1,
           k1->ruby_platform == k2->ruby_platform &&
           k1->compile_option == k2->compile_option &&
           k1->ruby_revision == k2->ruby_revision && k1->size == k2->size) {
-    return (k1->mtime == k2->mtime) ? hit : stale;
+    if (k1->mtime == k2->mtime) {
+      return hit;
+    } else {
+#ifdef BS_REVALIDATE_CACHE
+      return stale;
+#else
+      return miss;
+#endif
+    }
   }
   return miss;
 }
diff --git a/test/compile_cache_test.rb b/test/compile_cache_test.rb
index 63fd93a..2573ef5 100644
--- a/test/compile_cache_test.rb
+++ b/test/compile_cache_test.rb
@@ -160,6 +160,8 @@ def test_dont_store_cache_after_a_stale_when_readonly
   end
 
   def test_dont_revalidate_when_readonly
+    skip("Not on Windows") if RUBY_PLATFORM.match?(/mswin|mingw|cygwin/)
+
     path = Help.set_file("a.rb", "a = a = 3", 100)
     load(path)
 
@@ -220,6 +222,8 @@ def test_instrumentation_miss
   end
 
   def test_instrumentation_revalidate
+    skip("Not on Windows") if RUBY_PLATFORM.match?(/mswin|mingw|cygwin/)
+
     file_path = Help.set_file("a.rb", "a = a = 3", 100)
     load(file_path)
     FileUtils.touch("a.rb", mtime: File.mtime("a.rb") + 42)