diff --git a/src/rail_cmd.cpp b/src/rail_cmd.cpp
index d15a4ec64e..46ccda7303 100644
--- a/src/rail_cmd.cpp
+++ b/src/rail_cmd.cpp
@@ -888,6 +888,7 @@ static CommandCost CmdRailTrackHelper(DoCommandFlags flags, TileIndex tile, Tile
 	CommandCost last_error = CMD_ERROR;
 	for (;;) {
 		ret = remove ? Command<CMD_REMOVE_SINGLE_RAIL>::Do(flags, tile, TrackdirToTrack(trackdir)) : Command<CMD_BUILD_SINGLE_RAIL>::Do(flags, tile, railtype, TrackdirToTrack(trackdir), auto_remove_signals);
+		if (!remove && !fail_on_obstacle && last_error.GetErrorMessage() == STR_ERROR_ALREADY_BUILT) had_success = true;
 
 		if (ret.Failed()) {
 			last_error = std::move(ret);
diff --git a/src/road_cmd.cpp b/src/road_cmd.cpp
index 2ceeeebaf9..0d974bbdf5 100644
--- a/src/road_cmd.cpp
+++ b/src/road_cmd.cpp
@@ -1020,6 +1020,7 @@ CommandCost CmdBuildLongRoad(DoCommandFlags flags, TileIndex end_tile, TileIndex
 		}
 
 		CommandCost ret = Command<CMD_BUILD_ROAD>::Do(flags, tile, bits, rt, drd, TownID::Invalid());
+		if (!is_ai && ret.GetErrorMessage() == STR_ERROR_ALREADY_BUILT) had_success = true;
 		if (ret.Failed()) {
 			last_error = std::move(ret);
 			if (last_error.GetErrorMessage() != STR_ERROR_ALREADY_BUILT) {