diff --git a/crates/goose/src/conversation/message.rs b/crates/goose/src/conversation/message.rs
index 20ea3588..0651ecb5 100644
--- a/crates/goose/src/conversation/message.rs
+++ b/crates/goose/src/conversation/message.rs
@@ -86,7 +86,7 @@ impl ToolRequest {
 #[derive(ToSchema)]
 pub struct ToolResponse {
     pub id: String,
-    #[serde(with = "tool_result_serde")]
+    #[serde(with = "tool_result_serde::call_tool_result")]
     #[schema(value_type = Object)]
     pub tool_result: ToolResult<CallToolResult>,
 }
@@ -1303,4 +1303,87 @@ mod tests {
         assert!(metadata.user_visible);
         assert!(metadata.agent_visible);
     }
+
+    #[test]
+    fn test_legacy_tool_response_deserialization() {
+        let legacy_json = r#"{
+            "role": "user",
+            "created": 1640995200,
+            "content": [{
+                "type": "toolResponse",
+                "id": "tool123",
+                "toolResult": {
+                    "status": "success",
+                    "value": [
+                        {
+                            "type": "text",
+                            "text": "Tool output text"
+                        }
+                    ]
+                }
+            }],
+            "metadata": { "agentVisible": true, "userVisible": true }
+        }"#;
+
+        let message: Message = serde_json::from_str(legacy_json).unwrap();
+        assert_eq!(message.content.len(), 1);
+
+        if let MessageContent::ToolResponse(response) = &message.content[0] {
+            assert_eq!(response.id, "tool123");
+            if let Ok(result) = &response.tool_result {
+                assert_eq!(result.content.len(), 1);
+                assert_eq!(
+                    result.content[0].as_text().unwrap().text,
+                    "Tool output text"
+                );
+            } else {
+                panic!("Expected successful tool result");
+            }
+        } else {
+            panic!("Expected ToolResponse content");
+        }
+    }
+
+    #[test]
+    fn test_new_tool_response_deserialization() {
+        let new_json = r#"{
+            "role": "user",
+            "created": 1640995200,
+            "content": [{
+                "type": "toolResponse",
+                "id": "tool456",
+                "toolResult": {
+                    "status": "success",
+                    "value": {
+                        "content": [
+                            {
+                                "type": "text",
+                                "text": "New format output"
+                            }
+                        ],
+                        "isError": false
+                    }
+                }
+            }],
+            "metadata": { "agentVisible": true, "userVisible": true }
+        }"#;
+
+        let message: Message = serde_json::from_str(new_json).unwrap();
+        assert_eq!(message.content.len(), 1);
+
+        if let MessageContent::ToolResponse(response) = &message.content[0] {
+            assert_eq!(response.id, "tool456");
+            if let Ok(result) = &response.tool_result {
+                assert_eq!(result.content.len(), 1);
+                assert_eq!(
+                    result.content[0].as_text().unwrap().text,
+                    "New format output"
+                );
+            } else {
+                panic!("Expected successful tool result");
+            }
+        } else {
+            panic!("Expected ToolResponse content");
+        }
+    }
 }
diff --git a/crates/goose/src/conversation/tool_result_serde.rs b/crates/goose/src/conversation/tool_result_serde.rs
index abbf9d61..ef359e28 100644
--- a/crates/goose/src/conversation/tool_result_serde.rs
+++ b/crates/goose/src/conversation/tool_result_serde.rs
@@ -25,13 +25,11 @@ where
     }
 }
 
-// For deserialization, let's use a simpler approach that works with the format we're serializing to
 pub fn deserialize<'de, T, D>(deserializer: D) -> Result<ToolResult<T>, D::Error>
 where
     T: Deserialize<'de>,
     D: Deserializer<'de>,
 {
-    // Define a helper enum to handle the two possible formats
     #[derive(Deserialize)]
     #[serde(untagged)]
     enum ResultFormat<T> {
@@ -68,3 +66,79 @@ where
         }
     }
 }
+
+pub mod call_tool_result {
+    use super::*;
+    use rmcp::model::{CallToolResult, Content};
+
+    pub fn serialize<S>(
+        value: &ToolResult<CallToolResult>,
+        serializer: S,
+    ) -> Result<S::Ok, S::Error>
+    where
+        S: Serializer,
+    {
+        super::serialize(value, serializer)
+    }
+
+    pub fn deserialize<'de, D>(deserializer: D) -> Result<ToolResult<CallToolResult>, D::Error>
+    where
+        D: Deserializer<'de>,
+    {
+        #[derive(Deserialize)]
+        #[serde(untagged)]
+        enum ResultFormat {
+            NewSuccess {
+                status: String,
+                value: CallToolResult,
+            },
+            LegacySuccess {
+                status: String,
+                value: Vec<Content>,
+            },
+            Error {
+                status: String,
+                error: String,
+            },
+        }
+
+        let format = ResultFormat::deserialize(deserializer)?;
+
+        match format {
+            ResultFormat::NewSuccess { status, value } => {
+                if status == "success" {
+                    Ok(Ok(value))
+                } else {
+                    Err(serde::de::Error::custom(format!(
+                        "Expected status 'success', got '{}'",
+                        status
+                    )))
+                }
+            }
+            ResultFormat::LegacySuccess { status, value } => {
+                if status == "success" {
+                    Ok(Ok(CallToolResult::success(value)))
+                } else {
+                    Err(serde::de::Error::custom(format!(
+                        "Expected status 'success', got '{}'",
+                        status
+                    )))
+                }
+            }
+            ResultFormat::Error { status, error } => {
+                if status == "error" {
+                    Ok(Err(ErrorData {
+                        code: ErrorCode::INTERNAL_ERROR,
+                        message: Cow::from(error),
+                        data: None,
+                    }))
+                } else {
+                    Err(serde::de::Error::custom(format!(
+                        "Expected status 'error', got '{}'",
+                        status
+                    )))
+                }
+            }
+        }
+    }
+}