diff --git a/internal/protocol/http/filename_parse_test.go b/internal/protocol/http/filename_parse_test.go
index 6945250f..742399cd 100644
--- a/internal/protocol/http/filename_parse_test.go
+++ b/internal/protocol/http/filename_parse_test.go
@@ -125,13 +125,26 @@ func TestUnescapeHTMLEntities(t *testing.T) {
 			in:   "normal.txt",
 			want: "normal.txt",
 		},
+		{
+			name: "escaped ampersand before entity name is decoded once",
+			in:   "a<b.txt",
+			want: "a<b.txt",
+		},
+		{
+			name: "escaped ampersand before quote entity is decoded once",
+			in:   "a"b.txt",
+			want: "a"b.txt",
+		},
 	}
 
 	for _, tt := range tests {
 		t.Run(tt.name, func(t *testing.T) {
-			got := unescapeHTMLEntities(tt.in)
-			if got != tt.want {
-				t.Errorf("unescapeHTMLEntities() = %q, want %q", got, tt.want)
+			// Run repeatedly so that an order-dependent implementation fails reliably.
+			for i := 0; i < 200; i++ {
+				got := unescapeHTMLEntities(tt.in)
+				if got != tt.want {
+					t.Fatalf("unescapeHTMLEntities() = %q, want %q (run %d)", got, tt.want, i)
+				}
 			}
 		})
 	}
diff --git a/internal/protocol/http/helper.go b/internal/protocol/http/helper.go
index 30a27bac..5a1fa862 100644
--- a/internal/protocol/http/helper.go
+++ b/internal/protocol/http/helper.go
@@ -408,24 +408,21 @@ func decodeFilenameParam(filename string) string {
 	return decoded
 }
 
+// htmlEntityReplacer replaces every entity in a single left-to-right pass, so an
+// escaped ampersand such as "&amp;lt;" becomes "&lt;" and is not decoded twice.
+var htmlEntityReplacer = strings.NewReplacer(
+	"&amp;", "&",
+	"&lt;", "<",
+	"&gt;", ">",
+	"&quot;", "\"",
+	"&#39;", "'",
+	"&apos;", "'",
+)
+
 // unescapeHTMLEntities unescapes common HTML entities in filenames
 // This handles cases where servers HTML-encode special characters like & to &amp;
 func unescapeHTMLEntities(s string) string {
-	// Common HTML entities that might appear in filenames
-	replacements := map[string]string{
-		"&amp;":  "&",
-		"&lt;":   "<",
-		"&gt;":   ">",
-		"&quot;": "\"",
-		"&#39;":  "'",
-		"&apos;": "'",
-	}
-
-	result := s
-	for entity, char := range replacements {
-		result = strings.ReplaceAll(result, entity, char)
-	}
-	return result
+	return htmlEntityReplacer.Replace(s)
 }
 
 // tryDecodeGBK attempts to decode string as GBK encoding