diff --git a/src/main/java/org/ezcode/codetest/application/problem/dto/response/ProblemDetailResponse.java b/src/main/java/org/ezcode/codetest/application/problem/dto/response/ProblemDetailResponse.java
index a51e298d..1590f6e7 100644
--- a/src/main/java/org/ezcode/codetest/application/problem/dto/response/ProblemDetailResponse.java
+++ b/src/main/java/org/ezcode/codetest/application/problem/dto/response/ProblemDetailResponse.java
@@ -53,10 +53,14 @@ public record ProblemDetailResponse(
 	@Schema(description = "문제 이미지 URL", example = "https://bucket.s3.ap-northeast-2.amazonaws.com/problem/example.jpg")
 	String imageUrl,
 
+	@Schema(description = "문제 이미지 파일명", example = "example.jpg")
+	String imageName,
+
 	List<TestcaseResponse> testcases
 ) {
 
 	public static ProblemDetailResponse from(Problem problem, List<Category> categories) {
+		String imageUrl = problem.getImageUrl().isEmpty() ? null : problem.getImageUrl().get(0);
 
 		return ProblemDetailResponse.builder()
 			.id(problem.getId())
@@ -71,8 +75,17 @@ public static ProblemDetailResponse from(Problem problem, List<Category> categor
 			.reference(problem.getReference())
 			.createdAt(problem.getCreatedAt())
 			.modifiedAt(problem.getModifiedAt())
-			.imageUrl(problem.getImageUrl().isEmpty() ? null : problem.getImageUrl().get(0))
+			.imageUrl(imageUrl)
+			.imageName(extractFileName(imageUrl))
 			.testcases(problem.top2Testcases().stream().map(TestcaseResponse::from).toList())
 			.build();
 	}
+
+	private static String extractFileName(String url) {
+		if (url == null || url.isBlank()) {
+			return null;
+		}
+		int lastSlashIndex = url.lastIndexOf('/');
+		return lastSlashIndex >= 0 ? url.substring(lastSlashIndex + 1) : url;
+	}
 }
diff --git a/src/main/java/org/ezcode/codetest/application/problem/service/ProblemService.java b/src/main/java/org/ezcode/codetest/application/problem/service/ProblemService.java
index 008872a9..23d0e84f 100644
--- a/src/main/java/org/ezcode/codetest/application/problem/service/ProblemService.java
+++ b/src/main/java/org/ezcode/codetest/application/problem/service/ProblemService.java
@@ -196,13 +196,21 @@ public void addImageToExistingProblem(Long problemId, MultipartFile imageFile) {
 
 		Problem problem = problemDomainService.getProblem(problemId);
 
-		// 1. S3 업로드
+		// 1. 기존 이미지가 있으면 S3에서 삭제
+		if (!problem.getImageUrl().isEmpty()) {
+			for (String fileUrl : problem.getImageUrl()) {
+				s3Uploader.delete(fileUrl, "problem");
+			}
+			problem.clearImages();
+		}
+
+		// 2. S3 업로드
 		String key = s3Uploader.upload(imageFile, "problem");
 
-		// 2. 문제에 이미지 연결
-		problem.addImage(key); // 또는 setImageUrl(List.of(key))
+		// 3. 문제에 이미지 연결
+		problem.addImage(key);
 
-		// 3. 저장
+		// 4. 저장
 		problemDomainService.saveProblem(problem);
 	}