diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/DailyReportController.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/DailyReportController.java
index aec8ccc4..999e1e67 100644
--- a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/DailyReportController.java
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/DailyReportController.java
@@ -2,10 +2,7 @@
 
 import com.devkor.ifive.nadab.domain.dailyreport.api.dto.request.CreateAnswerImageUploadUrlRequest;
 import com.devkor.ifive.nadab.domain.dailyreport.api.dto.request.DailyReportRequest;
-import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.AnswerDetailResponse;
-import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.CreateAnswerImageUploadUrlResponse;
-import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.CreateDailyReportResponse;
-import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.DailyReportResponse;
+import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.*;
 import com.devkor.ifive.nadab.domain.dailyreport.application.DailyReportQueryService;
 import com.devkor.ifive.nadab.domain.dailyreport.application.DailyReportService;
 import com.devkor.ifive.nadab.global.core.response.ApiResponseDto;
@@ -45,13 +42,16 @@ public class DailyReportController {
                     이 때 유저의 답변은 기존의 답변으로 자동으로 사용됩니다. <br/>
                     소요 시간이 최대 3~4초밖에 안 되어 동기처리로 구현했습니다. <br/>
                     
-                    이미지 미포함의 경우 objectKey는 null로 보내주시면 됩니다. <br/>
+                    이미지 미포함의 경우 objectKey와 webpKey는 null로 보내주시면 됩니다. <br/>
                     
                     <이미지가 포함된 경우> <br/>
                     **5MB 이하의 이미지 파일만 허용됩니다.** <br/>
                     POST /daily-report/image/upload-url 엔드포인트로
                     미리 발급받은 PresignedURL을 통해 이미지를 업로드한 후,
-                    해당 엔드포인트에서 반환된 objectKey를 이 요청에 포함시켜야 합니다. <br/>
+                    해당 엔드포인트에서 반환된 objectKey와 webpKey를 이 요청에 포함시켜야 합니다. <br/>
+                    또한 GET /daily-report/image/status 엔드포인트를 통해 이미지 업로드 후 webp 변환이 완료되었는지 확인한 후, <br/>
+                    webp 변환이 완료된 경우에만 요청에 포함합니다.<br/>
+                    <br/>
                   
                     
                     | 응답의 emotion | 해당 감정 |
@@ -76,6 +76,7 @@ public class DailyReportController {
                             responseCode = "400",
                             description = """
                                     - ErrorCode: DAILY_QUESTION_MISMATCH - 요청한 질문이 사용자에게 할당된 오늘의 질문과 일치하지 않음
+                                    - ErrorCode: IMAGE_INVALID_KEY - 유효하지 않은 이미지 키
                                     """,
                             content = @Content
                     ),
@@ -238,4 +239,50 @@ public ResponseEntity<ApiResponseDto<CreateAnswerImageUploadUrlResponse>> create
                 dailyReportService.createUploadUrl(principal.getId(), request);
         return ApiResponseEntity.ok(response);
     }
+
+    @GetMapping("/image/status")
+    @PreAuthorize("isAuthenticated()")
+    @Operation(
+            summary = "답변 이미지(webp) 상태 조회",
+            description = """
+                    답변에 포함되는 이미지의 webp 변환 상태를 조회합니다. <br/>
+                    POST /daily-report/image/upload-url 엔드포인트로 이미지를 업로드한 후, 해당 엔드포인트에서 반환된 webpKey를 이 API의 key 파라미터로 전달하여 이미지 상태를 조회할 수 있습니다. <br/>
+                    
+                    프론트엔드에서는 이 API를 주기적으로 호출하여 이미지 업로드 후 webp 변환이 완료되었는지 확인해야 합니다. <br/>
+                    최대 7초 동안 이 API를 호출하여 status가 READY로 변경되었는지 확인하고, <br/>
+                    7초가 지나면 실패로 간주하고 사용자에게 이미지 업로드 실패 메시지를 보여주면 됩니다. <br/>
+                    
+                    - status가 READY인 경우: 이미지 업로드 및 webp 변환이 모두 완료되어 이미지 URL을 사용할 수 있음
+                    - status가 PROCESSING인 경우: 이미지 업로드는 완료되었으나 webp 변환이 아직 완료되지 않음. 잠시 후 다시 확인 필요
+                    """,
+            security = @SecurityRequirement(name = "bearerAuth"),
+            responses = {
+                    @ApiResponse(
+                            responseCode = "200",
+                            description = "성공",
+                            content = @Content(schema = @Schema(implementation = ImageStatusResponse.class), mediaType = "application/json")
+                    ),
+                    @ApiResponse(
+                            responseCode = "400",
+                            description = """
+                                    - ErrorCode: IMAGE_INVALID_KEY - 유효하지 않은 이미지 키
+                                    """,
+                            content = @Content
+                    ),
+                    @ApiResponse(
+                            responseCode = "401",
+                            description = "인증 실패 (JWT 토큰 관련)",
+                            content = @Content
+                    )
+            }
+    )
+    public ResponseEntity<ApiResponseDto<ImageStatusResponse>> getImageStatus(
+            @AuthenticationPrincipal UserPrincipal principal,
+            @RequestParam String key
+    ) {
+        ImageStatusResponse response = dailyReportService.getImageStatus(key, principal.getId());
+
+        return ApiResponseEntity.ok(response);
+    }
+
 }
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/request/DailyReportRequest.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/request/DailyReportRequest.java
index 6c9c159b..e2f40555 100644
--- a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/request/DailyReportRequest.java
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/request/DailyReportRequest.java
@@ -19,6 +19,12 @@ public record DailyReportRequest(
                 description = "이 값은 presignedURL 생성 API의 응답에서 받은 objectKey여야 합니다. ",
                 example = "dev/answers/original/12345/092f7ab2-c845-4bdf-8458-e2897135d4e7.png"
         )
-        String objectKey
+        String objectKey,
+
+        @Schema(
+                description = "이 값은 presignedURL 생성 API의 응답에서 받은 webpKey여야 합니다. ",
+                example = "dev/answers/webp/12345/092f7ab2-c845-4bdf-8458-e2897135d4e7.webp"
+        )
+        String webpKey
 ) {
 }
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/response/CreateAnswerImageUploadUrlResponse.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/response/CreateAnswerImageUploadUrlResponse.java
index bc0063a2..969c612c 100644
--- a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/response/CreateAnswerImageUploadUrlResponse.java
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/response/CreateAnswerImageUploadUrlResponse.java
@@ -8,6 +8,9 @@ public record CreateAnswerImageUploadUrlResponse(
         String uploadUrl,
 
         @Schema(description = "답변 이미지 Object Key. 일간 리포트 생성에 사용됩니다.", example = "dev/answers/original/12345/092f7ab2-c845-4bdf-8458-e2897135d4e7.png")
-        String objectKey
+        String objectKey,
+
+        @Schema(description = "답변 이미지 Webp Key. 일간 리포트 생성에 사용됩니다.", example = "dev/answers/webp/12345/092f7ab2-c845-4bdf-8458-e2897135d4e7.webp")
+        String webpKey
 ) {
 }
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/response/ImageStatusResponse.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/response/ImageStatusResponse.java
new file mode 100644
index 00000000..f48c9848
--- /dev/null
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/api/dto/response/ImageStatusResponse.java
@@ -0,0 +1,9 @@
+package com.devkor.ifive.nadab.domain.dailyreport.api.dto.response;
+
+import io.swagger.v3.oas.annotations.media.Schema;
+
+public record ImageStatusResponse(
+        @Schema(description = "이미지 상태", example = "READY, PROCESSING")
+        String status
+) {
+}
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportService.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportService.java
index 1f9a584c..0496c033 100644
--- a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportService.java
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportService.java
@@ -4,11 +4,13 @@
 import com.devkor.ifive.nadab.domain.dailyreport.api.dto.request.DailyReportRequest;
 import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.CreateAnswerImageUploadUrlResponse;
 import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.CreateDailyReportResponse;
+import com.devkor.ifive.nadab.domain.dailyreport.api.dto.response.ImageStatusResponse;
 import com.devkor.ifive.nadab.domain.dailyreport.application.event.DailyReportCompletedEvent;
 import com.devkor.ifive.nadab.domain.dailyreport.core.dto.ConfirmDailyAndRewardDto;
 import com.devkor.ifive.nadab.domain.dailyreport.core.dto.PrepareDailyResultDto;
 import com.devkor.ifive.nadab.domain.dailyreport.core.dto.AiDailyReportResultDto;
 import com.devkor.ifive.nadab.domain.dailyreport.core.entity.AnswerEntry;
+import com.devkor.ifive.nadab.domain.dailyreport.core.entity.ImageStatus;
 import com.devkor.ifive.nadab.domain.dailyreport.infra.DailyReportLlmClient;
 import com.devkor.ifive.nadab.domain.question.core.entity.DailyQuestion;
 import com.devkor.ifive.nadab.domain.question.core.entity.UserDailyQuestion;
@@ -59,6 +61,11 @@ public CreateDailyReportResponse generateDailyReport(Long userId, DailyReportReq
         DailyQuestion question = dailyQuestionRepository.findByIdWithInterest(request.questionId())
                 .orElseThrow(() -> new NotFoundException(ErrorCode.QUESTION_NOT_FOUND));
 
+        // webpKey 존재 시 검증
+        if(!isBlank(request.webpKey())) {
+            validateWebpKey(request.webpKey(), userId);
+        }
+
         LocalDate today = TodayDateTimeProvider.getTodayDate();
 
         // 1. 오늘 -> 어제 순서로 조회 (없으면 예외)
@@ -85,7 +92,7 @@ public CreateDailyReportResponse generateDailyReport(Long userId, DailyReportReq
             throw e;
         }
 
-        ConfirmDailyAndRewardDto confirmDto = dailyReportTxService.confirmDailyAndReward(prep, dto);
+        ConfirmDailyAndRewardDto confirmDto = dailyReportTxService.confirmDailyAndReward(prep, dto, request.webpKey());
 
         // 일일 리포트 완성 이벤트 발행 (유형 리포트 제작 가능 알림 체크용)
         if (question.getInterest() != null) {
@@ -125,6 +132,43 @@ public CreateAnswerImageUploadUrlResponse createUploadUrl(
 
         String uploadUrl = profileImageService.generatePresignedUploadUrl(objectKey, contentType);
 
-        return new CreateAnswerImageUploadUrlResponse(uploadUrl, objectKey);
+        String webpKey = "%s/answers/webp/%d/%s.webp"
+                .formatted(env, userId, uuid);
+
+        return new CreateAnswerImageUploadUrlResponse(uploadUrl, objectKey, webpKey);
+    }
+
+    public ImageStatusResponse getImageStatus(String key, Long userId) {
+        validateWebpKey(key, userId);
+
+        boolean exists = profileImageService.exists(key);
+
+        ImageStatus imageStatus = exists ? ImageStatus.READY : ImageStatus.PROCESSING;
+
+        return new ImageStatusResponse(imageStatus.name());
+    }
+
+    private void validateWebpKey(String key, Long userId) {
+        if (key == null || key.isBlank()) {
+            throw new BadRequestException(ErrorCode.IMAGE_INVALID_KEY);
+        }
+
+        String expectedPrefix = "%s/answers/webp/%d/".formatted(env, userId);
+
+        if (!key.startsWith(expectedPrefix)) {
+            throw new BadRequestException(ErrorCode.IMAGE_INVALID_KEY);
+        }
+
+        if (!key.endsWith(".webp")) {
+            throw new BadRequestException(ErrorCode.IMAGE_INVALID_KEY);
+        }
+
+        if (key.contains("..")) {
+            throw new BadRequestException(ErrorCode.IMAGE_INVALID_KEY);
+        }
+    }
+
+    private boolean isBlank(String s) {
+        return s == null || s.trim().isEmpty();
     }
 }
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportTxService.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportTxService.java
index a58befb9..8a70958f 100644
--- a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportTxService.java
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/application/DailyReportTxService.java
@@ -56,7 +56,12 @@ protected PrepareDailyResultDto prepareDaily(User user, DailyQuestion dq, String
         return new PrepareDailyResultDto(entry, report.getId(), user.getId());
     }
 
-    protected ConfirmDailyAndRewardDto confirmDailyAndReward(PrepareDailyResultDto prep, AiDailyReportResultDto aiResult) {
+    protected ConfirmDailyAndRewardDto confirmDailyAndReward(
+            PrepareDailyResultDto prep, AiDailyReportResultDto aiResult, @Nullable String webpKey) {
+
+        if(!isBlank(webpKey)) {
+            prep.entry().updateImageKey(webpKey);
+        }
 
         Emotion emotion = emotionRepository.findByName(EmotionName.valueOf(aiResult.emotion()))
                 .orElseThrow(() -> new NotFoundException(ErrorCode.EMOTION_NOT_FOUND));
@@ -99,4 +104,8 @@ protected void failDaily(Long reportId) {
         dailyReportRepository.markFailed(reportId);
         // 무료이므로 환불/로그 없음
     }
+
+    private boolean isBlank(String s) {
+        return s == null || s.trim().isEmpty();
+    }
 }
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/core/entity/AnswerEntry.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/core/entity/AnswerEntry.java
index 336dc7c2..24942a89 100644
--- a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/core/entity/AnswerEntry.java
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/core/entity/AnswerEntry.java
@@ -59,4 +59,9 @@ public void updateContent(String content, @Nullable String imageKey) {
         this.imageKey = imageKey;
         onUpdate();
     }
+
+    public void updateImageKey(String imageKey) {
+        this.imageKey = imageKey;
+        onUpdate();
+    }
 }
\ No newline at end of file
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/core/entity/ImageStatus.java b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/core/entity/ImageStatus.java
new file mode 100644
index 00000000..03ff9836
--- /dev/null
+++ b/src/main/java/com/devkor/ifive/nadab/domain/dailyreport/core/entity/ImageStatus.java
@@ -0,0 +1,6 @@
+package com.devkor.ifive.nadab.domain.dailyreport.core.entity;
+
+public enum ImageStatus {
+    READY,
+    PROCESSING
+}
diff --git a/src/main/java/com/devkor/ifive/nadab/domain/user/core/service/ProfileImageService.java b/src/main/java/com/devkor/ifive/nadab/domain/user/core/service/ProfileImageService.java
index 908f6571..86324bb7 100644
--- a/src/main/java/com/devkor/ifive/nadab/domain/user/core/service/ProfileImageService.java
+++ b/src/main/java/com/devkor/ifive/nadab/domain/user/core/service/ProfileImageService.java
@@ -88,5 +88,26 @@ public void checkImageValidity(String objectKey) {
             throw new BadRequestException(ErrorCode.IMAGE_SIZE_EXCEEDED);
         }
     }
+
+    /**
+     * S3에 해당 키의 객체가 존재하는지 확인하는 메소드
+     */
+    public boolean exists(String key) {
+        try {
+            s3Client.headObject(HeadObjectRequest.builder()
+                    .bucket(bucket)
+                    .key(key)
+                    .build());
+
+            return true;
+        } catch (NoSuchKeyException e) {
+            return false;
+        } catch (S3Exception e) {
+            if (e.statusCode() == 404) {
+                return false;
+            }
+            throw e;
+        }
+    }
 }
 
diff --git a/src/main/java/com/devkor/ifive/nadab/global/core/response/ErrorCode.java b/src/main/java/com/devkor/ifive/nadab/global/core/response/ErrorCode.java
index a2c6053a..15f682c3 100644
--- a/src/main/java/com/devkor/ifive/nadab/global/core/response/ErrorCode.java
+++ b/src/main/java/com/devkor/ifive/nadab/global/core/response/ErrorCode.java
@@ -92,6 +92,7 @@ public enum ErrorCode {
     IMAGE_UNSUPPORTED_TYPE(HttpStatus.BAD_REQUEST, "지원하지 않는 이미지 타입입니다"),
     IMAGE_SIZE_EXCEEDED(HttpStatus.BAD_REQUEST, "이미지 크기가 제한을 초과했습니다 (최대 5MB)"),
     IMAGE_METADATA_INVALID(HttpStatus.BAD_REQUEST, "파일 메타데이터를 읽을 수 없습니다. 다시 시도해주세요."),
+    IMAGE_INVALID_KEY(HttpStatus.BAD_REQUEST, "잘못된 이미지 key입니다."),
 
     // ==================== QUESTION (질문) ====================
     // 400 Bad Request