diff --git a/core/spring-boot/src/main/java/org/springframework/boot/ansi/AnsiOutput.java b/core/spring-boot/src/main/java/org/springframework/boot/ansi/AnsiOutput.java
index 22f7afffd107..1c0cbc1ae241 100644
--- a/core/spring-boot/src/main/java/org/springframework/boot/ansi/AnsiOutput.java
+++ b/core/spring-boot/src/main/java/org/springframework/boot/ansi/AnsiOutput.java
@@ -17,8 +17,12 @@
 package org.springframework.boot.ansi;
 
 import java.io.Console;
+import java.io.IOException;
 import java.lang.reflect.Method;
+import java.util.Arrays;
 import java.util.Locale;
+import java.util.Optional;
+import java.util.function.Supplier;
 
 import org.jspecify.annotations.Nullable;
 
@@ -31,6 +35,7 @@
  *
  * @author Phillip Webb
  * @author Yong-Hyun Kim
+ * @author Philemon Hilscher
  * @since 1.0.0
  */
 public abstract class AnsiOutput {
@@ -43,8 +48,6 @@ public abstract class AnsiOutput {
 
 	private static @Nullable Boolean ansiCapable;
 
-	private static final String OPERATING_SYSTEM_NAME = System.getProperty("os.name").toLowerCase(Locale.ENGLISH);
-
 	private static final String ENCODE_START = "\033[";
 
 	private static final String ENCODE_END = "m";
@@ -171,13 +174,46 @@ private static boolean detectIfAnsiCapable() {
 					}
 				}
 			}
-			return !(OPERATING_SYSTEM_NAME.contains("win"));
+			if (isWindows(System.getProperty("os.name"))) {
+				Integer buildNumber = parseWindowsBuildNumber(WINDOWS_BUILD_NUMBER).orElse(0);
+				return isWindowsAnsiCapable(buildNumber);
+			}
+			return true;
 		}
 		catch (Throwable ex) {
 			return false;
 		}
 	}
 
+	static boolean isWindows(String osName) {
+		return osName.toLowerCase(Locale.ENGLISH).contains("win");
+	}
+
+	private static final String CURRENT_BUILD = "CurrentBuild";
+	private static final Supplier<String> WINDOWS_BUILD_NUMBER = () -> {
+		try {
+			Process buildNumberRequest = Runtime.getRuntime().exec(
+					"reg query \"HKLM\\SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\" /v " + CURRENT_BUILD);
+			return new String(buildNumberRequest.getInputStream().readAllBytes());
+		} catch (IOException e) {
+			return "";
+		}
+	};
+
+	static Optional<Integer> parseWindowsBuildNumber(Supplier<String> osBuildSupplier) {
+		String plainResult = osBuildSupplier.get();
+		return Arrays.stream(plainResult.split("\\r\\n"))
+				.map(String::trim)
+				.filter(line -> line.startsWith(CURRENT_BUILD))
+				.findFirst()
+				.map(s -> s.split("\\s+")[2])
+				.map(Integer::decode);
+	}
+
+	static boolean isWindowsAnsiCapable(Integer buildNumber) {
+		return buildNumber >= 22000; // 22,000+ -> Windows 11 or higher
+	}
+
 	/**
 	 * Possible values to pass to {@link AnsiOutput#setEnabled}. Determines when to output
 	 * ANSI escape sequences for coloring application output.
diff --git a/core/spring-boot/src/test/java/org/springframework/boot/ansi/AnsiOutputTests.java b/core/spring-boot/src/test/java/org/springframework/boot/ansi/AnsiOutputTests.java
index a89c3ece113d..5da1764a148b 100644
--- a/core/spring-boot/src/test/java/org/springframework/boot/ansi/AnsiOutputTests.java
+++ b/core/spring-boot/src/test/java/org/springframework/boot/ansi/AnsiOutputTests.java
@@ -16,18 +16,27 @@
 
 package org.springframework.boot.ansi;
 
+import java.util.Optional;
+import java.util.stream.Stream;
+
 import org.junit.jupiter.api.AfterAll;
 import org.junit.jupiter.api.BeforeAll;
 import org.junit.jupiter.api.Test;
+import org.junit.jupiter.params.ParameterizedTest;
+import org.junit.jupiter.params.provider.Arguments;
+import org.junit.jupiter.params.provider.MethodSource;
 
 import org.springframework.boot.ansi.AnsiOutput.Enabled;
 
 import static org.assertj.core.api.Assertions.assertThat;
+import static org.junit.jupiter.api.Assertions.assertEquals;
+import static org.junit.jupiter.api.Assertions.assertTrue;
 
 /**
  * Tests for {@link AnsiOutput}.
  *
  * @author Phillip Webb
+ * @author Philemon Hilscher
  */
 class AnsiOutputTests {
 
@@ -48,4 +57,91 @@ void encoding() {
 		assertThat(encoded).isEqualTo("ABDEF");
 	}
 
+	private static Stream<Arguments> provideOsNames() {
+		return Stream.of(
+				Arguments.of("", false),
+				Arguments.of("Windows 7", true),
+				Arguments.of("Windows 8", true),
+				Arguments.of("Windows 8.1", true),
+				Arguments.of("Windows 10", true),
+				Arguments.of("Windows 11", true),
+				Arguments.of("Linux", false),
+				Arguments.of("Mac OS X", false),
+				Arguments.of("Mac OS", false)
+		);
+	}
+
+	@ParameterizedTest
+	@MethodSource("provideOsNames")
+	void testDetectIfIsWindows(String osName, boolean expected) {
+		boolean actual = AnsiOutput.isWindows(osName);
+		assertEquals(expected, actual);
+	}
+
+	private static Stream<Arguments> provideOsBuildNumbers() {
+		return Stream.of(
+				Arguments.of(7600, false), // Windows 7 / Server 2008 R2
+				Arguments.of(9200, false), // Windows 8 / Server 2012
+				Arguments.of(9600, false), // Windows 8.1 / Server 2012 R2
+				Arguments.of(19045, false), // Windows 10 / Server 2016 - 2022
+				Arguments.of(22000, true) // Windows 11 / Server 2025+
+		);
+	}
+
+	@ParameterizedTest
+	@MethodSource("provideOsBuildNumbers")
+	void testDetectIfIsWindowsAnsiCapable(Integer osBuild, boolean expected) {
+		boolean actual = AnsiOutput.isWindowsAnsiCapable(osBuild);
+		assertEquals(expected, actual);
+	}
+
+	private static Stream<Arguments> provideRegistryResults() {
+		return Stream.of(
+				Arguments.of("""
+					\r
+					HKEY_LOCAL_MACHINE\\SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\r
+						CurrentBuild    REG_SZ    7601\r
+					\r
+					""", 7601),
+				Arguments.of("""
+					\r
+					HKEY_LOCAL_MACHINE\\SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\r
+						CurrentBuild    REG_SZ    9200\r
+					\r
+					""", 9200),
+				Arguments.of("""
+					\r
+					HKEY_LOCAL_MACHINE\\SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\r
+						CurrentBuild    REG_SZ    9600\r
+					\r
+					""", 9600),
+				Arguments.of("""
+					\r
+					HKEY_LOCAL_MACHINE\\SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\r
+						CurrentBuild    REG_SZ    19045\r
+					\r
+					""", 19045),
+				Arguments.of("""
+					\r
+					HKEY_LOCAL_MACHINE\\SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\r
+						CurrentBuild    REG_SZ    22000\r
+					\r
+					""", 22000),
+				Arguments.of("""
+					\r
+					HKEY_LOCAL_MACHINE\\SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\r
+						CurrentBuild    REG_DWORD    0x5855\r
+					\r
+					""", 22613)
+		);
+	}
+
+	@ParameterizedTest
+	@MethodSource("provideRegistryResults")
+	void testParseWindowsBuildNumber(String registryResult, Integer expected) {
+		Optional<Integer> parsed = AnsiOutput.parseWindowsBuildNumber(() -> registryResult);
+		assertTrue(parsed.isPresent());
+		assertEquals(expected, parsed.get());
+	}
+
 }