diff --git a/src/core/Cline.ts b/src/core/Cline.ts
index 79dac08c45..42bfd9db86 100644
--- a/src/core/Cline.ts
+++ b/src/core/Cline.ts
@@ -1113,14 +1113,9 @@ export class Cline {
 										!block.partial,
 									)
 								} catch (error) {
-									await this.say(
-										"error",
-										`Failed to apply changes to ${relPath}. The model's diff instructions could not be processed correctly. This usually happens when the search patterns don't match the file content exactly.`,
-									)
+									await this.say("diff_error", relPath)
 									pushToolResult(
-										formatResponse.toolError(
-											`Error writing file: ${JSON.stringify(serializeError(error))}`,
-										),
+										formatResponse.toolError(`Error writing file: ${(error as Error)?.message}`),
 									)
 									await this.diffViewProvider.revertChanges()
 									await this.diffViewProvider.reset()
diff --git a/src/shared/ExtensionMessage.ts b/src/shared/ExtensionMessage.ts
index 3889f0e1c6..b3e58bc4a6 100644
--- a/src/shared/ExtensionMessage.ts
+++ b/src/shared/ExtensionMessage.ts
@@ -92,6 +92,7 @@ export type ClineSay =
 	| "mcp_server_request_started"
 	| "mcp_server_response"
 	| "use_mcp_server"
+	| "diff_error"
 
 export interface ClineSayTool {
 	tool:
diff --git a/webview-ui/src/components/chat/ChatRow.tsx b/webview-ui/src/components/chat/ChatRow.tsx
index 6992fe486c..200b75a93d 100644
--- a/webview-ui/src/components/chat/ChatRow.tsx
+++ b/webview-ui/src/components/chat/ChatRow.tsx
@@ -794,6 +794,35 @@ export const ChatRowContent = ({
 							<p style={{ ...pStyle, color: "var(--vscode-errorForeground)" }}>{message.text}</p>
 						</>
 					)
+				case "diff_error":
+					return (
+						<>
+							<div
+								style={{
+									display: "flex",
+									flexDirection: "column",
+									backgroundColor: "rgba(255, 191, 0, 0.1)",
+									padding: 8,
+									borderRadius: 3,
+									fontSize: 12,
+								}}>
+								<div style={{ display: "flex", alignItems: "center", marginBottom: 4 }}>
+									<i
+										className="codicon codicon-error"
+										style={{
+											marginRight: 8,
+											fontSize: 18,
+											color: "#FFA500",
+										}}></i>
+									<span style={{ fontWeight: 500, color: "#FFA500" }}>Diff Edit Failed</span>
+								</div>
+								<div>
+									This usually happens when the model uses search patterns that don't match anything
+									in the file. Retrying...
+								</div>
+							</div>
+						</>
+					)
 				case "completion_result":
 					return (
 						<>