diff --git a/lldb/source/Commands/CommandObjectMemory.cpp b/lldb/source/Commands/CommandObjectMemory.cpp
--- a/lldb/source/Commands/CommandObjectMemory.cpp
+++ b/lldb/source/Commands/CommandObjectMemory.cpp
@@ -1707,6 +1707,7 @@
                 "invalid address argument \"%s\": %s\n", command[0].c_str(),
                 error.AsCString());
             result.SetStatus(eReturnStatusFailed);
+            return false;
           }
         }
 
diff --git a/lldb/source/Plugins/Process/Windows/Common/ProcessDebugger.cpp b/lldb/source/Plugins/Process/Windows/Common/ProcessDebugger.cpp
--- a/lldb/source/Plugins/Process/Windows/Common/ProcessDebugger.cpp
+++ b/lldb/source/Plugins/Process/Windows/Common/ProcessDebugger.cpp
@@ -460,7 +460,6 @@
     info.SetMapped(MemoryRegionInfo::eNo);
   }
 
-  error.SetError(::GetLastError(), eErrorTypeWin32);
   LLDB_LOGV(log,
             "Memory region info for address {0}: readable={1}, "
             "executable={2}, writable={3}",
diff --git a/lldb/test/API/functionalities/memory-region/TestMemoryRegion.py b/lldb/test/API/functionalities/memory-region/TestMemoryRegion.py
--- a/lldb/test/API/functionalities/memory-region/TestMemoryRegion.py
+++ b/lldb/test/API/functionalities/memory-region/TestMemoryRegion.py
@@ -41,6 +41,12 @@
         self.assertFalse(result.Succeeded())
         self.assertRegexpMatches(result.GetError(), "Usage: memory region ADDR")
 
+        # Test that when the address fails to parse, we show an error and do not continue
+        interp.HandleCommand("memory region not_an_address", result)
+        self.assertFalse(result.Succeeded())
+        self.assertEqual(result.GetError(),
+                "error: invalid address argument \"not_an_address\": address expression \"not_an_address\" evaluation failed\n")
+
         # Now let's print the memory region starting at 0 which should always work.
         interp.HandleCommand("memory region 0x0", result)
         self.assertTrue(result.Succeeded())