diff --git a/src/main/java/com/bmilab/backend/domain/file/enums/FileDomainType.java b/src/main/java/com/bmilab/backend/domain/file/enums/FileDomainType.java
index b40be85b..e163460f 100644
--- a/src/main/java/com/bmilab/backend/domain/file/enums/FileDomainType.java
+++ b/src/main/java/com/bmilab/backend/domain/file/enums/FileDomainType.java
@@ -18,6 +18,8 @@ public enum FileDomainType {
     TASK_DRAFT_PRESENTATION,
     TASK_AGREEMENT_FINAL_PROPOSAL,
     TASK_AGREEMENT_FINAL_SUBMISSION,
-    TASK_PERIOD,
+    TASK_PERIOD_FILES,
+    TASK_PERIOD_INTERIM_REPORT,
+    TASK_PERIOD_ANNUAL_REPORT,
     TEMP
 }
diff --git a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPeriodUpdateRequest.java b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPeriodUpdateRequest.java
index 020871d8..9309bafc 100644
--- a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPeriodUpdateRequest.java
+++ b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPeriodUpdateRequest.java
@@ -22,7 +22,13 @@ public record TaskPeriodUpdateRequest(
         @Schema(description = "과제 참여자 ID 목록")
         List<Long> memberIds,
 
-        @Schema(description = "연차별 첨부파일 ID 목록")
-        List<UUID> fileIds
+        @Schema(description = "연차별 관련 파일 ID 목록")
+        List<UUID> periodFileIds,
+
+        @Schema(description = "중간보고 파일 ID 목록")
+        List<UUID> interimReportFileIds,
+
+        @Schema(description = "연차보고 파일 ID 목록")
+        List<UUID> annualReportFileIds
 ) {
 }
diff --git a/src/main/java/com/bmilab/backend/domain/task/dto/response/TaskPeriodResponse.java b/src/main/java/com/bmilab/backend/domain/task/dto/response/TaskPeriodResponse.java
index cef7809c..ca1c879a 100644
--- a/src/main/java/com/bmilab/backend/domain/task/dto/response/TaskPeriodResponse.java
+++ b/src/main/java/com/bmilab/backend/domain/task/dto/response/TaskPeriodResponse.java
@@ -30,8 +30,14 @@ public record TaskPeriodResponse(
         @Schema(description = "과제 참여자 목록")
         List<TaskMemberSummary> members,
 
-        @Schema(description = "연차별 첨부파일 목록")
-        List<FileSummary> files
+        @Schema(description = "연차별 관련 파일 목록")
+        List<FileSummary> periodFiles,
+
+        @Schema(description = "중간보고 파일 목록")
+        List<FileSummary> interimReportFiles,
+
+        @Schema(description = "연차보고 파일 목록")
+        List<FileSummary> annualReportFiles
 ) {
     public static TaskPeriodResponse from(TaskPeriod period) {
         List<TaskMemberSummary> members = period.getMembers().stream()
@@ -46,11 +52,18 @@ public static TaskPeriodResponse from(TaskPeriod period) {
                 period.getManager() != null ? period.getManager().getId() : null,
                 period.getManager() != null ? period.getManager().getName() : null,
                 members,
+                List.of(),
+                List.of(),
                 List.of()
         );
     }
 
-    public static TaskPeriodResponse from(TaskPeriod period, List<FileSummary> files) {
+    public static TaskPeriodResponse from(
+            TaskPeriod period,
+            List<FileSummary> periodFiles,
+            List<FileSummary> interimReportFiles,
+            List<FileSummary> annualReportFiles
+    ) {
         List<TaskMemberSummary> members = period.getMembers().stream()
                 .map(user -> new TaskMemberSummary(user.getId(), user.getName(), user.getEmail()))
                 .collect(Collectors.toList());
@@ -63,7 +76,9 @@ public static TaskPeriodResponse from(TaskPeriod period, List<FileSummary> files
                 period.getManager() != null ? period.getManager().getId() : null,
                 period.getManager() != null ? period.getManager().getName() : null,
                 members,
-                files
+                periodFiles,
+                interimReportFiles,
+                annualReportFiles
         );
     }
 }
diff --git a/src/main/java/com/bmilab/backend/domain/task/service/TaskService.java b/src/main/java/com/bmilab/backend/domain/task/service/TaskService.java
index 4a121656..a103d214 100644
--- a/src/main/java/com/bmilab/backend/domain/task/service/TaskService.java
+++ b/src/main/java/com/bmilab/backend/domain/task/service/TaskService.java
@@ -280,13 +280,8 @@ public void updateBasicInfo(Long userId, Long taskId, TaskBasicInfoUpdateRequest
 
         taskBasicInfoRepository.save(basicInfo);
 
-        if (request.rfpFileIds() != null) {
-            fileService.syncFiles(request.rfpFileIds(), FileDomainType.TASK_RFP, taskId);
-        }
-
-        if (request.announcementFileIds() != null) {
-            fileService.syncFiles(request.announcementFileIds(), FileDomainType.TASK_ANNOUNCEMENT, taskId);
-        }
+        syncFiles(taskId, request.rfpFileIds(), FileDomainType.TASK_RFP);
+        syncFiles(taskId, request.announcementFileIds(), FileDomainType.TASK_ANNOUNCEMENT);
     }
 
     @Transactional
@@ -315,25 +310,11 @@ public void updateProposal(Long userId, Long taskId, TaskProposalUpdateRequest r
 
         taskProposalRepository.save(proposal);
 
-        if (request.finalProposalFileIds() != null) {
-            fileService.syncFiles(request.finalProposalFileIds(), FileDomainType.TASK_FINAL_PROPOSAL, taskId);
-        }
-
-        if (request.finalSubmissionFileIds() != null) {
-            fileService.syncFiles(request.finalSubmissionFileIds(), FileDomainType.TASK_FINAL_SUBMISSION, taskId);
-        }
-
-        if (request.relatedFileIds() != null) {
-            fileService.syncFiles(request.relatedFileIds(), FileDomainType.TASK_PROPOSAL_RELATED, taskId);
-        }
-
-        if (request.meetingNotesFileIds() != null) {
-            fileService.syncFiles(request.meetingNotesFileIds(), FileDomainType.TASK_PROPOSAL_MEETING_NOTES, taskId);
-        }
-
-        if (request.structureDiagramFileIds() != null) {
-            fileService.syncFiles(request.structureDiagramFileIds(), FileDomainType.TASK_STRUCTURE_DIAGRAM, taskId);
-        }
+        syncFiles(taskId, request.finalProposalFileIds(), FileDomainType.TASK_FINAL_PROPOSAL);
+        syncFiles(taskId, request.finalSubmissionFileIds(), FileDomainType.TASK_FINAL_SUBMISSION);
+        syncFiles(taskId, request.relatedFileIds(), FileDomainType.TASK_PROPOSAL_RELATED);
+        syncFiles(taskId, request.meetingNotesFileIds(), FileDomainType.TASK_PROPOSAL_MEETING_NOTES);
+        syncFiles(taskId, request.structureDiagramFileIds(), FileDomainType.TASK_STRUCTURE_DIAGRAM);
 
         taskProposalWriterRepository.deleteByTaskProposal(proposal);
 
@@ -463,13 +444,8 @@ public void updatePresentation(Long userId, Long taskId, TaskPresentationUpdateR
 
         taskPresentationRepository.save(presentation);
 
-        if (request.finalPresentationFileIds() != null) {
-            fileService.syncFiles(request.finalPresentationFileIds(), FileDomainType.TASK_FINAL_PRESENTATION, taskId);
-        }
-
-        if (request.draftPresentationFileIds() != null) {
-            fileService.syncFiles(request.draftPresentationFileIds(), FileDomainType.TASK_DRAFT_PRESENTATION, taskId);
-        }
+        syncFiles(taskId, request.finalPresentationFileIds(), FileDomainType.TASK_FINAL_PRESENTATION);
+        syncFiles(taskId, request.draftPresentationFileIds(), FileDomainType.TASK_DRAFT_PRESENTATION);
 
         taskPresentationMakerRepository.deleteByTaskPresentation(presentation);
 
@@ -525,13 +501,8 @@ public void updateAgreement(Long userId, Long taskId, TaskAgreementUpdateRequest
 
         taskAgreementRepository.save(agreement);
 
-        if (request.agreementFinalProposalFileIds() != null) {
-            fileService.syncFiles(request.agreementFinalProposalFileIds(), FileDomainType.TASK_AGREEMENT_FINAL_PROPOSAL, taskId);
-        }
-
-        if (request.agreementFinalSubmissionFileIds() != null) {
-            fileService.syncFiles(request.agreementFinalSubmissionFileIds(), FileDomainType.TASK_AGREEMENT_FINAL_SUBMISSION, taskId);
-        }
+        syncFiles(taskId, request.agreementFinalProposalFileIds(), FileDomainType.TASK_AGREEMENT_FINAL_PROPOSAL);
+        syncFiles(taskId, request.agreementFinalSubmissionFileIds(), FileDomainType.TASK_AGREEMENT_FINAL_SUBMISSION);
     }
 
     public TaskPeriodResponse getTaskPeriod(Long userId, Long taskId, Long periodId) {
@@ -541,12 +512,22 @@ public TaskPeriodResponse getTaskPeriod(Long userId, Long taskId, Long periodId)
         TaskPeriod period = taskPeriodRepository.findById(periodId)
                 .orElseThrow(() -> new ApiException(TaskErrorCode.TASK_NOT_FOUND));
 
-        List<FileSummary> files = fileService.findAllByDomainTypeAndEntityId(FileDomainType.TASK_PERIOD, periodId)
+        List<FileSummary> periodFiles = fileService.findAllByDomainTypeAndEntityId(FileDomainType.TASK_PERIOD_FILES, periodId)
+                .stream()
+                .map(FileSummary::from)
+                .collect(Collectors.toList());
+
+        List<FileSummary> interimReportFiles = fileService.findAllByDomainTypeAndEntityId(FileDomainType.TASK_PERIOD_INTERIM_REPORT, periodId)
                 .stream()
                 .map(FileSummary::from)
                 .collect(Collectors.toList());
 
-        return TaskPeriodResponse.from(period, files);
+        List<FileSummary> annualReportFiles = fileService.findAllByDomainTypeAndEntityId(FileDomainType.TASK_PERIOD_ANNUAL_REPORT, periodId)
+                .stream()
+                .map(FileSummary::from)
+                .collect(Collectors.toList());
+
+        return TaskPeriodResponse.from(period, periodFiles, interimReportFiles, annualReportFiles);
     }
 
     @Transactional
@@ -571,9 +552,9 @@ public void updateTaskPeriod(Long userId, Long taskId, Long periodId, TaskPeriod
 
         taskPeriodRepository.save(period);
 
-        if (request.fileIds() != null) {
-            fileService.syncFiles(request.fileIds(), FileDomainType.TASK_PERIOD, periodId);
-        }
+        syncFiles(periodId, request.periodFileIds(), FileDomainType.TASK_PERIOD_FILES);
+        syncFiles(periodId, request.interimReportFileIds(), FileDomainType.TASK_PERIOD_INTERIM_REPORT);
+        syncFiles(periodId, request.annualReportFileIds(), FileDomainType.TASK_PERIOD_ANNUAL_REPORT);
     }
 
     @Transactional
@@ -727,4 +708,10 @@ private Task getTaskById(Long taskId) {
 
         return taskRepository.findById(taskId).orElseThrow(() -> new ApiException(TaskErrorCode.TASK_NOT_FOUND));
     }
+
+    private void syncFiles(Long entityId, List<java.util.UUID> fileIds, FileDomainType domainType) {
+        if (fileIds != null && !fileIds.isEmpty()) {
+            fileService.syncFiles(fileIds, domainType, entityId);
+        }
+    }
 }