diff --git a/terminal-jansi/src/main/java/org/jline/terminal/impl/jansi/win/JansiWinSysTerminal.java b/terminal-jansi/src/main/java/org/jline/terminal/impl/jansi/win/JansiWinSysTerminal.java
index b59c32dbd..f9b903450 100644
--- a/terminal-jansi/src/main/java/org/jline/terminal/impl/jansi/win/JansiWinSysTerminal.java
+++ b/terminal-jansi/src/main/java/org/jline/terminal/impl/jansi/win/JansiWinSysTerminal.java
@@ -11,6 +11,7 @@
 import java.io.BufferedWriter;
 import java.io.IOError;
 import java.io.IOException;
+import java.io.Writer;
 import java.nio.charset.Charset;
 import java.util.function.IntConsumer;
 
@@ -23,6 +24,7 @@
 import org.jline.terminal.Size;
 import org.jline.terminal.impl.AbstractWindowsTerminal;
 import org.jline.utils.InfoCmp;
+import org.jline.utils.Log;
 
 import static org.fusesource.jansi.internal.Kernel32.GetConsoleScreenBufferInfo;
 import static org.fusesource.jansi.internal.Kernel32.GetStdHandle;
@@ -30,18 +32,37 @@
 
 public class JansiWinSysTerminal extends AbstractWindowsTerminal {
 
+    private static final int ENABLE_VIRTUAL_TERMINAL_PROCESSING = 0x0004;
+
     public JansiWinSysTerminal(String name, boolean nativeSignals) throws IOException {
         this(name, null, 0, nativeSignals, SignalHandler.SIG_DFL);
     }
 
     public JansiWinSysTerminal(String name, Charset encoding, int codepage, boolean nativeSignals, SignalHandler signalHandler) throws IOException {
-        super(new WindowsAnsiWriter(new BufferedWriter(new JansiWinConsoleWriter())),
+        super(createAnsiWriter(new BufferedWriter(new JansiWinConsoleWriter())),
               name, encoding, codepage, nativeSignals, signalHandler);
 
         // Start input pump thread
         pump.start();
     }
 
+    private static Writer createAnsiWriter(Writer writer) throws IOException {
+        long console = GetStdHandle(STD_OUTPUT_HANDLE);
+
+        int[] mode = new int[1];
+        if (Kernel32.GetConsoleMode(console, mode) == 0) {
+            throw new IOException("Failed to get console mode: " + WindowsSupport.getLastErrorMessage());
+        }
+
+        if (Kernel32.SetConsoleMode(console, mode[0] | ENABLE_VIRTUAL_TERMINAL_PROCESSING) != 0) {
+            return writer;
+        }
+
+        Log.debug("Unable to enable virtual terminal processing, using AnsiWriter instead: " + WindowsSupport.getLastErrorMessage());
+        return new WindowsAnsiWriter(writer);
+    }
+
+
     @Override
     protected int getConsoleOutputCP() {
         return Kernel32.GetConsoleOutputCP();
diff --git a/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/JnaWinSysTerminal.java b/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/JnaWinSysTerminal.java
index eacf3ea97..a08b7ffad 100644
--- a/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/JnaWinSysTerminal.java
+++ b/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/JnaWinSysTerminal.java
@@ -10,15 +10,18 @@
 
 import java.io.BufferedWriter;
 import java.io.IOException;
+import java.io.Writer;
 import java.nio.charset.Charset;
 import java.util.function.IntConsumer;
 
+import com.sun.jna.LastErrorException;
 import com.sun.jna.Pointer;
 import com.sun.jna.ptr.IntByReference;
 import org.jline.terminal.Cursor;
 import org.jline.terminal.Size;
 import org.jline.terminal.impl.AbstractWindowsTerminal;
 import org.jline.utils.InfoCmp;
+import org.jline.utils.Log;
 
 public class JnaWinSysTerminal extends AbstractWindowsTerminal {
 
@@ -30,7 +33,7 @@ public JnaWinSysTerminal(String name, boolean nativeSignals) throws IOException
     }
 
     public JnaWinSysTerminal(String name, Charset encoding, int codepage, boolean nativeSignals, SignalHandler signalHandler) throws IOException {
-        super(new WindowsAnsiWriter(new BufferedWriter(new JnaWinConsoleWriter(consoleOut)), consoleOut),
+        super(createAnsiWriter(new BufferedWriter(new JnaWinConsoleWriter(consoleOut))),
               name, encoding, codepage, nativeSignals, signalHandler);
         strings.put(InfoCmp.Capability.key_mouse, "\\E[M");
 
@@ -38,6 +41,20 @@ public JnaWinSysTerminal(String name, Charset encoding, int codepage, boolean na
         pump.start();
     }
 
+    private static Writer createAnsiWriter(Writer writer) throws IOException {
+        IntByReference mode = new IntByReference();
+        Kernel32.INSTANCE.GetConsoleMode(consoleOut, mode);
+
+        try {
+            Kernel32.INSTANCE.SetConsoleMode(consoleOut, mode.getValue() | Kernel32.ENABLE_VIRTUAL_TERMINAL_PROCESSING);
+            return writer;
+        } catch (LastErrorException e) {
+            Log.debug("Unable to enable virtual terminal processing, using AnsiWriter instead", e);
+        }
+
+        return new WindowsAnsiWriter(writer, consoleOut);
+    }
+
     @Override
     protected int getConsoleOutputCP() {
         return Kernel32.INSTANCE.GetConsoleOutputCP();
diff --git a/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/Kernel32.java b/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/Kernel32.java
index b893a9244..c62903419 100644
--- a/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/Kernel32.java
+++ b/terminal-jna/src/main/java/org/jline/terminal/impl/jna/win/Kernel32.java
@@ -27,6 +27,7 @@ interface Kernel32 extends StdCallLibrary {
     int STD_OUTPUT_HANDLE = -11;
     int STD_ERROR_HANDLE =  -12;
 
+    // Input modes
     int ENABLE_PROCESSED_INPUT =    0x0001;
     int ENABLE_LINE_INPUT =         0x0002;
     int ENABLE_ECHO_INPUT =         0x0004;
@@ -36,6 +37,9 @@ interface Kernel32 extends StdCallLibrary {
     int ENABLE_QUICK_EDIT_MODE =    0x0040;
     int ENABLE_EXTENDED_FLAGS =     0x0080;
 
+    // Output modes
+    int ENABLE_VIRTUAL_TERMINAL_PROCESSING = 0x0004;
+
     int RIGHT_ALT_PRESSED =     0x0001;
     int LEFT_ALT_PRESSED =      0x0002;
     int RIGHT_CTRL_PRESSED =    0x0004;