diff --git a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskAgreementUpdateRequest.java b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskAgreementUpdateRequest.java
index aec5fad8..065d5af2 100644
--- a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskAgreementUpdateRequest.java
+++ b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskAgreementUpdateRequest.java
@@ -4,10 +4,18 @@
 import org.springframework.format.annotation.DateTimeFormat;
 
 import java.time.LocalDate;
+import java.util.List;
+import java.util.UUID;
 
 public record TaskAgreementUpdateRequest(
         @Schema(description = "협약 체결일", example = "2025-10-01")
         @DateTimeFormat(pattern = "yyyy-MM-dd")
-        LocalDate agreementDate
+        LocalDate agreementDate,
+
+        @Schema(description = "협약 최종 제안서 파일 ID 목록")
+        List<UUID> agreementFinalProposalFileIds,
+
+        @Schema(description = "협약 최종 제출본 파일 ID 목록")
+        List<UUID> agreementFinalSubmissionFileIds
 ) {
 }
diff --git a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPresentationUpdateRequest.java b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPresentationUpdateRequest.java
index 485d3fc1..c6b177b5 100644
--- a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPresentationUpdateRequest.java
+++ b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskPresentationUpdateRequest.java
@@ -5,6 +5,7 @@
 
 import java.time.LocalDateTime;
 import java.util.List;
+import java.util.UUID;
 
 public record TaskPresentationUpdateRequest(
         @Schema(description = "발표자료 제출 마감일", example = "2025-10-15T18:00:00")
@@ -28,6 +29,12 @@ public record TaskPresentationUpdateRequest(
         String attendees,
 
         @Schema(description = "발표평가장 위치", example = "서울대병원 본관 3층 대회의실")
-        String presentationLocation
+        String presentationLocation,
+
+        @Schema(description = "최종 발표자료 파일 ID 목록")
+        List<UUID> finalPresentationFileIds,
+
+        @Schema(description = "발표자료 초안 파일 ID 목록")
+        List<UUID> draftPresentationFileIds
 ) {
 }
diff --git a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskProposalUpdateRequest.java b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskProposalUpdateRequest.java
index dfce6ee7..556fc051 100644
--- a/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskProposalUpdateRequest.java
+++ b/src/main/java/com/bmilab/backend/domain/task/dto/request/TaskProposalUpdateRequest.java
@@ -5,6 +5,7 @@
 
 import java.time.LocalDateTime;
 import java.util.List;
+import java.util.UUID;
 
 public record TaskProposalUpdateRequest(
 
@@ -37,7 +38,22 @@ public record TaskProposalUpdateRequest(
         String internalContactEmail,
 
         @Schema(description = "원내 담당자 전화번호", example = "010-9876-5432")
-        String internalContactPhone
+        String internalContactPhone,
+
+        @Schema(description = "최종 제안서 파일 ID 목록")
+        List<UUID> finalProposalFileIds,
+
+        @Schema(description = "최종 제출본 파일 ID 목록")
+        List<UUID> finalSubmissionFileIds,
+
+        @Schema(description = "관련자료 파일 ID 목록")
+        List<UUID> relatedFileIds,
+
+        @Schema(description = "회의록 파일 ID 목록")
+        List<UUID> meetingNotesFileIds,
+
+        @Schema(description = "참여 기관 구조도 파일 ID 목록")
+        List<UUID> structureDiagramFileIds
 ) {
 
 }
\ No newline at end of file
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 59774483..d7c1b85b 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
@@ -315,6 +315,26 @@ 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);
+        }
+
         taskProposalWriterRepository.deleteByTaskProposal(proposal);
 
         if (request.proposalWriterIds() != null) {
@@ -443,6 +463,14 @@ 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);
+        }
+
         taskPresentationMakerRepository.deleteByTaskPresentation(presentation);
 
         if (request.presentationMakerIds() != null) {
@@ -496,6 +524,14 @@ public void updateAgreement(Long userId, Long taskId, TaskAgreementUpdateRequest
         agreement.update(request.agreementDate());
 
         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);
+        }
     }
 
     public TaskPeriodResponse getTaskPeriod(Long userId, Long taskId, Long periodId) {