diff --git a/src/main/java/com/campick/server/api/chat/dto/ChatRoomResDto.java b/src/main/java/com/campick/server/api/chat/dto/ChatRoomResDto.java
index 4e1880b..a981838 100644
--- a/src/main/java/com/campick/server/api/chat/dto/ChatRoomResDto.java
+++ b/src/main/java/com/campick/server/api/chat/dto/ChatRoomResDto.java
@@ -17,6 +17,7 @@ public class ChatRoomResDto {
     private String sellerPhoneNumber;
     private Long productId;
     private String productTitle;
+    private String productImage;
     private String productStatus;
     private String productPrice;
     private Boolean isActive;
diff --git a/src/main/java/com/campick/server/api/chat/repository/ChatRoomRepository.java b/src/main/java/com/campick/server/api/chat/repository/ChatRoomRepository.java
index f3526f5..7dade22 100644
--- a/src/main/java/com/campick/server/api/chat/repository/ChatRoomRepository.java
+++ b/src/main/java/com/campick/server/api/chat/repository/ChatRoomRepository.java
@@ -1,6 +1,8 @@
 package com.campick.server.api.chat.repository;
 
 import com.campick.server.api.chat.entity.ChatRoom;
+import com.campick.server.api.member.entity.Member;
+import com.campick.server.api.product.entity.Product;
 import org.springframework.data.jpa.repository.JpaRepository;
 import org.springframework.data.jpa.repository.Query;
 import org.springframework.data.repository.query.Param;
@@ -24,4 +26,5 @@ public interface ChatRoomRepository extends JpaRepository<ChatRoom, Long> {
             "WHERE s.id = :memberId OR b.id = :memberId")
     List<ChatRoom> findAllByMemberId(@Param("memberId") Long memberId);
 
+    Optional<ChatRoom> findByProductAndSellerAndBuyer(Product product, Member seller, Member buyer);
 }
diff --git a/src/main/java/com/campick/server/api/chat/service/ChatService.java b/src/main/java/com/campick/server/api/chat/service/ChatService.java
index 465a6a8..4f6577d 100644
--- a/src/main/java/com/campick/server/api/chat/service/ChatService.java
+++ b/src/main/java/com/campick/server/api/chat/service/ChatService.java
@@ -93,13 +93,18 @@ public Long startChatRoom(ChatRoomReqDto chatRoomReqDto, Long memberId) {
         Member seller = product.getSeller();
         Member buyer = memberRepository.findById(memberId).orElseThrow(
                 () -> new NotFoundException(ErrorStatus.MEMBER_NOT_FOUND.getMessage()));
-        ChatRoom chatRoom = ChatRoom.builder()
-                .seller(seller)
-                .buyer(buyer)
-                .product(product)
-                .build();
-        chatRoomRepository.save(chatRoom);
 
+        ChatRoom chatRoom = chatRoomRepository.findByProductAndSellerAndBuyer(product, seller, buyer)
+                .orElse(null);
+
+        if (chatRoom == null) {
+            chatRoom = ChatRoom.builder()
+                    .seller(seller)
+                    .buyer(buyer)
+                    .product(product)
+                    .build();
+            chatRoomRepository.save(chatRoom);
+        }
         return chatRoom.getId();
     }
 
@@ -239,6 +244,12 @@ public void broadcastSoldEvent(WebSocketSession session, JsonNode data) {
     }
 
     private ChatRoomResDto convertToChatRoomResDto(ChatRoom chatRoom, List<ChatMessage> chatMessages) {
+        String thumbnailImage = chatRoom.getProduct().getImages().stream()
+                .filter(ProductImage::getIsThumbnail)
+                .map(ProductImage::getImageUrl)
+                .findFirst()
+                .orElse(null);
+
         ChatRoomResDto chatRoomResDto = new ChatRoomResDto();
         chatRoomResDto.setSellerId(chatRoom.getSeller().getId());
         chatRoomResDto.setSellerNickname(chatRoom.getSeller().getNickname());
@@ -248,6 +259,7 @@ private ChatRoomResDto convertToChatRoomResDto(ChatRoom chatRoom, List<ChatMessa
         chatRoomResDto.setSellerPhoneNumber(chatRoom.getSeller().getMobileNumber());
         chatRoomResDto.setProductId(chatRoom.getProduct().getId());
         chatRoomResDto.setProductTitle(chatRoom.getProduct().getTitle());
+        chatRoomResDto.setProductImage(thumbnailImage);
         chatRoomResDto.setProductStatus(chatRoom.getProduct().getStatus().toString());
         chatRoomResDto.setProductPrice(chatRoom.getProduct().getCost().toString());
         chatRoomResDto.setIsActive(!chatRoom.getIsSellerOut() && !chatRoom.getIsBuyerOut());