diff --git a/plugins/communicators/winrm/config.rb b/plugins/communicators/winrm/config.rb
index c7f13c041..09ec5fb62 100644
--- a/plugins/communicators/winrm/config.rb
+++ b/plugins/communicators/winrm/config.rb
@@ -25,8 +25,8 @@ module VagrantPlugins
         @username = "vagrant" if @username == UNSET_VALUE
         @password = "vagrant" if @password == UNSET_VALUE
         @host = nil           if @host == UNSET_VALUE
-        @port = 5985          if @port == UNSET_VALUE
-        @guest_port = 5985    if @guest_port == UNSET_VALUE
+        @port = (@ssl ? 5986 : 5985)       if @port == UNSET_VALUE
+        @guest_port = (@ssl ? 5986 : 5985) if @guest_port == UNSET_VALUE
         @max_tries = 20       if @max_tries == UNSET_VALUE
         @timeout = 1800       if @timeout == UNSET_VALUE
         @ssl = false          if @ssl == UNSET_VALUE