diff --git a/spring-web/src/main/java/org/springframework/web/context/request/ServletWebRequest.java b/spring-web/src/main/java/org/springframework/web/context/request/ServletWebRequest.java
index 554aca37ce90..64690c9495f7 100644
--- a/spring-web/src/main/java/org/springframework/web/context/request/ServletWebRequest.java
+++ b/spring-web/src/main/java/org/springframework/web/context/request/ServletWebRequest.java
@@ -202,10 +202,15 @@ public boolean checkNotModified(String etag) {
 
 	@Override
 	public boolean checkNotModified(@Nullable String etag, long lastModifiedTimestamp) {
+		if (this.notModified) {
+			return true;
+		}
+
 		HttpServletResponse response = getResponse();
-		if (this.notModified || (response != null && HttpStatus.OK.value() != response.getStatus())) {
-			return this.notModified;
+		if (response != null && HttpStatus.OK.value() != response.getStatus()) {
+			return false;
 		}
+
 		// Evaluate conditions in order of precedence.
 		// See https://datatracker.ietf.org/doc/html/rfc9110#section-13.2.2
 		if (validateIfMatch(etag)) {
@@ -213,7 +218,7 @@ public boolean checkNotModified(@Nullable String etag, long lastModifiedTimestam
 			return this.notModified;
 		}
 		// 2) If-Unmodified-Since
-		else if (validateIfUnmodifiedSince(lastModifiedTimestamp)) {
+		if (validateIfUnmodifiedSince(lastModifiedTimestamp)) {
 			updateResponseStateChanging(etag, lastModifiedTimestamp);
 			return this.notModified;
 		}
diff --git a/spring-web/src/main/java/org/springframework/web/context/request/WebRequest.java b/spring-web/src/main/java/org/springframework/web/context/request/WebRequest.java
index e1d4899e9bd4..f3b597d0e4d4 100644
--- a/spring-web/src/main/java/org/springframework/web/context/request/WebRequest.java
+++ b/spring-web/src/main/java/org/springframework/web/context/request/WebRequest.java
@@ -223,7 +223,7 @@ public interface WebRequest extends RequestAttributes {
 	 * also with conditional POST/PUT/DELETE requests.
 	 * <p><strong>Note:</strong> The HTTP specification recommends
 	 * setting both ETag and Last-Modified values, but you can also
-	 * use {@code #checkNotModified(String)} or
+	 * use {@link #checkNotModified(String)} or
 	 * {@link #checkNotModified(long)}.
 	 * @param etag the entity tag that the application determined
 	 * for the underlying resource. This parameter will be padded