diff --git a/tools/server/webui/src/lib/clients/agentic.client.ts b/tools/server/webui/src/lib/clients/agentic.client.ts
index f4223ec19d..915d85805c 100644
--- a/tools/server/webui/src/lib/clients/agentic.client.ts
+++ b/tools/server/webui/src/lib/clients/agentic.client.ts
@@ -37,7 +37,7 @@ import type {
 	ChatMessageToolCallTiming,
 	ChatMessageAgenticTurnStats
 } from '$lib/types/chat';
-import type { MCPToolCall } from '$lib/types/mcp';
+import type { MCPToolCall } from '$lib/types';
 import type { DatabaseMessage, DatabaseMessageExtra, McpServerOverride } from '$lib/types/database';
 
 export interface AgenticFlowCallbacks {
diff --git a/tools/server/webui/src/lib/clients/index.ts b/tools/server/webui/src/lib/clients/index.ts
index f35971d745..4689b699ed 100644
--- a/tools/server/webui/src/lib/clients/index.ts
+++ b/tools/server/webui/src/lib/clients/index.ts
@@ -18,7 +18,6 @@
 
 // MCP Client
 export { MCPClient, mcpClient } from './mcp.client';
-export type { HealthCheckState, HealthCheckParams } from './mcp.client';
 
 // Chat Client
 export { ChatClient, chatClient } from './chat.client';
diff --git a/tools/server/webui/src/lib/clients/mcp.client.ts b/tools/server/webui/src/lib/clients/mcp.client.ts
index 4513f03d11..05c595e1ed 100644
--- a/tools/server/webui/src/lib/clients/mcp.client.ts
+++ b/tools/server/webui/src/lib/clients/mcp.client.ts
@@ -26,31 +26,61 @@
  */
 
 import { browser } from '$app/environment';
-import { MCPService, type MCPConnection } from '$lib/services/mcp.service';
+import { MCPService } from '$lib/services/mcp.service';
 import type {
 	MCPToolCall,
 	OpenAIToolDefinition,
 	ServerStatus,
 	ToolExecutionResult,
-	MCPClientConfig
-} from '$lib/types/mcp';
+	MCPClientConfig,
+	MCPConnection,
+	HealthCheckState,
+	HealthCheckParams,
+	ServerCapabilities,
+	ClientCapabilities,
+	MCPCapabilitiesInfo,
+	MCPConnectionLog
+} from '$lib/types';
+import { MCPConnectionPhase, MCPLogLevel, HealthCheckStatus } from '$lib/enums';
 import type { McpServerOverride } from '$lib/types/database';
 import { MCPError } from '$lib/errors';
 import { buildMcpClientConfig, detectMcpTransportFromUrl } from '$lib/utils/mcp';
 import { config } from '$lib/stores/settings.svelte';
 import { DEFAULT_MCP_CONFIG } from '$lib/constants/mcp';
 
-export type HealthCheckState =
-	| { status: 'idle' }
-	| { status: 'loading' }
-	| { status: 'error'; message: string }
-	| { status: 'success'; tools: { name: string; description?: string }[] };
-
-export interface HealthCheckParams {
-	id: string;
-	url: string;
-	requestTimeoutSeconds: number;
-	headers?: string;
+/**
+ * Build capabilities info from server and client capabilities
+ */
+function buildCapabilitiesInfo(
+	serverCaps?: ServerCapabilities,
+	clientCaps?: ClientCapabilities
+): MCPCapabilitiesInfo {
+	return {
+		server: {
+			tools: serverCaps?.tools ? { listChanged: serverCaps.tools.listChanged } : undefined,
+			prompts: serverCaps?.prompts ? { listChanged: serverCaps.prompts.listChanged } : undefined,
+			resources: serverCaps?.resources
+				? {
+						subscribe: serverCaps.resources.subscribe,
+						listChanged: serverCaps.resources.listChanged
+					}
+				: undefined,
+			logging: !!serverCaps?.logging,
+			completions: !!serverCaps?.completions,
+			tasks: !!serverCaps?.tasks
+		},
+		client: {
+			roots: clientCaps?.roots ? { listChanged: clientCaps.roots.listChanged } : undefined,
+			sampling: !!clientCaps?.sampling,
+			elicitation: clientCaps?.elicitation
+				? {
+						form: !!clientCaps.elicitation.form,
+						url: !!clientCaps.elicitation.url
+					}
+				: undefined,
+			tasks: !!clientCaps?.tasks
+		}
+	};
 }
 
 export class MCPClient {
@@ -531,19 +561,28 @@ export class MCPClient {
 	/**
 	 * Run health check for a specific server configuration.
 	 * Creates a temporary connection to test connectivity and list tools.
+	 * Tracks connection phases and collects detailed connection info.
 	 */
 	async runHealthCheck(server: HealthCheckParams): Promise<void> {
 		const trimmedUrl = server.url.trim();
+		const logs: MCPConnectionLog[] = [];
+		let currentPhase: MCPConnectionPhase = MCPConnectionPhase.Idle;
 
 		if (!trimmedUrl) {
 			this.notifyHealthCheck(server.id, {
-				status: 'error',
-				message: 'Please enter a server URL first.'
+				status: HealthCheckStatus.Error,
+				message: 'Please enter a server URL first.',
+				logs: []
 			});
 			return;
 		}
 
-		this.notifyHealthCheck(server.id, { status: 'loading' });
+		// Initial connecting state
+		this.notifyHealthCheck(server.id, {
+			status: HealthCheckStatus.Connecting,
+			phase: MCPConnectionPhase.TransportCreating,
+			logs: []
+		});
 
 		const timeoutMs = Math.round(server.requestTimeoutSeconds * 1000);
 		const headers = this.parseHeaders(server.headers);
@@ -559,19 +598,57 @@ export class MCPClient {
 					headers
 				},
 				DEFAULT_MCP_CONFIG.clientInfo,
-				DEFAULT_MCP_CONFIG.capabilities
+				DEFAULT_MCP_CONFIG.capabilities,
+				// Phase callback for tracking progress
+				(phase, log) => {
+					currentPhase = phase;
+					logs.push(log);
+					this.notifyHealthCheck(server.id, {
+						status: HealthCheckStatus.Connecting,
+						phase,
+						logs: [...logs]
+					});
+				}
 			);
 
 			const tools = connection.tools.map((tool) => ({
 				name: tool.name,
-				description: tool.description
+				description: tool.description,
+				title: tool.title
 			}));
 
-			this.notifyHealthCheck(server.id, { status: 'success', tools });
+			const capabilities = buildCapabilitiesInfo(
+				connection.serverCapabilities,
+				connection.clientCapabilities
+			);
+
+			this.notifyHealthCheck(server.id, {
+				status: HealthCheckStatus.Success,
+				tools,
+				serverInfo: connection.serverInfo,
+				capabilities,
+				transportType: connection.transportType,
+				protocolVersion: connection.protocolVersion,
+				instructions: connection.instructions,
+				connectionTimeMs: connection.connectionTimeMs,
+				logs
+			});
+
 			await MCPService.disconnect(connection);
 		} catch (error) {
 			const message = error instanceof Error ? error.message : 'Unknown error occurred';
-			this.notifyHealthCheck(server.id, { status: 'error', message });
+			logs.push({
+				timestamp: new Date(),
+				phase: MCPConnectionPhase.Error,
+				message: `Connection failed: ${message}`,
+				level: MCPLogLevel.Error
+			});
+			this.notifyHealthCheck(server.id, {
+				status: HealthCheckStatus.Error,
+				message,
+				phase: currentPhase,
+				logs
+			});
 		}
 	}
 
diff --git a/tools/server/webui/src/lib/components/app/mcp/McpSelector.svelte b/tools/server/webui/src/lib/components/app/mcp/McpSelector.svelte
index 032e218215..0263499d32 100644
--- a/tools/server/webui/src/lib/components/app/mcp/McpSelector.svelte
+++ b/tools/server/webui/src/lib/components/app/mcp/McpSelector.svelte
@@ -9,7 +9,8 @@
 	import { settingsStore } from '$lib/stores/settings.svelte';
 	import { conversationsStore } from '$lib/stores/conversations.svelte';
 	import { parseMcpServerSettings, getServerDisplayName, getFaviconUrl } from '$lib/utils/mcp';
-	import type { MCPServerSettingsEntry } from '$lib/types/mcp';
+	import type { MCPServerSettingsEntry } from '$lib/types';
+	import { HealthCheckStatus } from '$lib/enums';
 	import { mcpStore } from '$lib/stores/mcp.svelte';
 	import { mcpClient } from '$lib/clients/mcp.client';
 
@@ -156,7 +157,7 @@
 
 		{#each filteredMcpServers() as server (server.id)}
 			{@const healthState = mcpStore.getHealthCheckState(server.id)}
-			{@const hasError = healthState.status === 'error'}
+			{@const hasError = healthState.status === HealthCheckStatus.Error}
 			{@const isEnabledForChat = isServerEnabledForChat(server)}
 			{@const hasOverride = hasPerChatOverride(server.id)}
 
diff --git a/tools/server/webui/src/lib/components/app/mcp/McpServerCard/McpServerCard.svelte b/tools/server/webui/src/lib/components/app/mcp/McpServerCard/McpServerCard.svelte
index 8371a6cdd1..cd7b1a91ea 100644
--- a/tools/server/webui/src/lib/components/app/mcp/McpServerCard/McpServerCard.svelte
+++ b/tools/server/webui/src/lib/components/app/mcp/McpServerCard/McpServerCard.svelte
@@ -1,8 +1,8 @@
 <script lang="ts">
 	import { onMount } from 'svelte';
 	import * as Card from '$lib/components/ui/card';
-	import type { MCPServerSettingsEntry } from '$lib/types/mcp';
-	import { mcpStore, type HealthCheckState } from '$lib/stores/mcp.svelte';
+	import type { MCPServerSettingsEntry, HealthCheckState } from '$lib/types';
+	import { MCPConnectionPhase } from '$lib/enums';
 	import { mcpClient } from '$lib/clients/mcp.client';
 	import McpServerCardHeader from './McpServerCardHeader.svelte';
 	import McpServerCardActions from './McpServerCardActions.svelte';
diff --git a/tools/server/webui/src/lib/components/app/mcp/McpSettingsSection.svelte b/tools/server/webui/src/lib/components/app/mcp/McpSettingsSection.svelte
index a30222e3c9..3657d6228d 100644
--- a/tools/server/webui/src/lib/components/app/mcp/McpSettingsSection.svelte
+++ b/tools/server/webui/src/lib/components/app/mcp/McpSettingsSection.svelte
@@ -3,7 +3,7 @@
 	import { Button } from '$lib/components/ui/button';
 	import * as Card from '$lib/components/ui/card';
 	import { getServerDisplayName, getFaviconUrl } from '$lib/utils/mcp';
-	import type { MCPServerSettingsEntry } from '$lib/types/mcp';
+	import type { MCPServerSettingsEntry } from '$lib/types';
 	import { mcpStore } from '$lib/stores/mcp.svelte';
 	import { McpServerCard } from '$lib/components/app/mcp/McpServerCard';
 	import McpServerForm from './McpServerForm.svelte';
diff --git a/tools/server/webui/src/lib/constants/mcp.ts b/tools/server/webui/src/lib/constants/mcp.ts
index b87d0b44af..5bb51d5843 100644
--- a/tools/server/webui/src/lib/constants/mcp.ts
+++ b/tools/server/webui/src/lib/constants/mcp.ts
@@ -1,4 +1,4 @@
-import type { ClientCapabilities, Implementation } from '$lib/types/mcp';
+import type { ClientCapabilities, Implementation } from '$lib/types';
 
 export const DEFAULT_MCP_CONFIG = {
 	protocolVersion: '2025-06-18',
diff --git a/tools/server/webui/src/lib/enums/index.ts b/tools/server/webui/src/lib/enums/index.ts
index 1dfde85ec5..1e51b57331 100644
--- a/tools/server/webui/src/lib/enums/index.ts
+++ b/tools/server/webui/src/lib/enums/index.ts
@@ -20,6 +20,8 @@ export {
 	MimeTypeText
 } from './files';
 
+export { MCPConnectionPhase, MCPLogLevel, MCPTransportType, HealthCheckStatus } from './mcp';
+
 export { ModelModality } from './model';
 
 export { ServerRole, ServerModelStatus } from './server';
diff --git a/tools/server/webui/src/lib/enums/mcp.ts b/tools/server/webui/src/lib/enums/mcp.ts
new file mode 100644
index 0000000000..2ee24b3fe8
--- /dev/null
+++ b/tools/server/webui/src/lib/enums/mcp.ts
@@ -0,0 +1,42 @@
+/**
+ * Connection lifecycle phases for MCP protocol
+ */
+export enum MCPConnectionPhase {
+	Idle = 'idle',
+	TransportCreating = 'transport_creating',
+	TransportReady = 'transport_ready',
+	Initializing = 'initializing',
+	CapabilitiesExchanged = 'capabilities_exchanged',
+	ListingTools = 'listing_tools',
+	Connected = 'connected',
+	Error = 'error',
+	Disconnected = 'disconnected'
+}
+
+/**
+ * Log level for connection events
+ */
+export enum MCPLogLevel {
+	Info = 'info',
+	Warn = 'warn',
+	Error = 'error'
+}
+
+/**
+ * Transport types for MCP connections
+ */
+export enum MCPTransportType {
+	Websocket = 'websocket',
+	StreamableHttp = 'streamable_http',
+	SSE = 'sse'
+}
+
+/**
+ * Health check status for MCP servers
+ */
+export enum HealthCheckStatus {
+	Idle = 'idle',
+	Connecting = 'connecting',
+	Success = 'success',
+	Error = 'error'
+}
diff --git a/tools/server/webui/src/lib/services/index.ts b/tools/server/webui/src/lib/services/index.ts
index aab1e6db2a..f8b2c385bd 100644
--- a/tools/server/webui/src/lib/services/index.ts
+++ b/tools/server/webui/src/lib/services/index.ts
@@ -3,4 +3,4 @@ export { DatabaseService } from './database.service';
 export { ModelsService } from './models.service';
 export { PropsService } from './props.service';
 export { ParameterSyncService } from './parameter-sync.service';
-export { MCPService, type MCPConnection } from './mcp.service';
+export { MCPService } from './mcp.service';
diff --git a/tools/server/webui/src/lib/services/mcp.service.ts b/tools/server/webui/src/lib/services/mcp.service.ts
index 2efd51b2cb..4ddd7e96f2 100644
--- a/tools/server/webui/src/lib/services/mcp.service.ts
+++ b/tools/server/webui/src/lib/services/mcp.service.ts
@@ -24,26 +24,16 @@ import type {
 	ToolCallParams,
 	ToolExecutionResult,
 	Implementation,
-	ClientCapabilities
-} from '$lib/types/mcp';
+	ClientCapabilities,
+	MCPConnection,
+	MCPPhaseCallback,
+	MCPConnectionLog,
+	MCPServerInfo
+} from '$lib/types';
+import { MCPConnectionPhase, MCPLogLevel, MCPTransportType } from '$lib/enums';
 import { MCPError } from '$lib/errors';
 import { DEFAULT_MCP_CONFIG } from '$lib/constants/mcp';
 
-/**
- * Represents an active MCP server connection.
- * Returned by MCPService.connect() and used for subsequent operations.
- */
-export interface MCPConnection {
-	/** MCP SDK Client instance */
-	client: Client;
-	/** Active transport */
-	transport: Transport;
-	/** Discovered tools from this server */
-	tools: Tool[];
-	/** Server identifier */
-	serverName: string;
-}
-
 interface ToolResultContentItem {
 	type: string;
 	text?: string;
diff --git a/tools/server/webui/src/lib/stores/mcp.svelte.ts b/tools/server/webui/src/lib/stores/mcp.svelte.ts
index e298a60c5d..044e60eff0 100644
--- a/tools/server/webui/src/lib/stores/mcp.svelte.ts
+++ b/tools/server/webui/src/lib/stores/mcp.svelte.ts
@@ -20,8 +20,8 @@
  */
 
 import { browser } from '$app/environment';
-import { mcpClient, type HealthCheckState } from '$lib/clients';
-import type { MCPServerSettingsEntry, McpServerUsageStats } from '$lib/types/mcp';
+import { mcpClient } from '$lib/clients/mcp.client';
+import type { HealthCheckState, MCPServerSettingsEntry, McpServerUsageStats } from '$lib/types';
 import type { McpServerOverride } from '$lib/types/database';
 import { buildMcpClientConfig, parseMcpServerSettings } from '$lib/utils/mcp';
 import { config, settingsStore } from '$lib/stores/settings.svelte';
@@ -52,8 +52,6 @@ function parseMcpServerUsageStats(rawStats: unknown): McpServerUsageStats {
 	return {};
 }
 
-export type { HealthCheckState };
-
 class MCPStore {
 	private _isInitializing = $state(false);
 	private _error = $state<string | null>(null);
diff --git a/tools/server/webui/src/lib/types/index.ts b/tools/server/webui/src/lib/types/index.ts
index 9b9e6e0cbd..cac6e50ce7 100644
--- a/tools/server/webui/src/lib/types/index.ts
+++ b/tools/server/webui/src/lib/types/index.ts
@@ -69,3 +69,28 @@ export type {
 
 // Common types
 export type { KeyValuePair } from './common';
+
+// MCP types
+export type {
+	ClientCapabilities,
+	ServerCapabilities,
+	Implementation,
+	MCPConnectionLog,
+	MCPServerInfo,
+	MCPCapabilitiesInfo,
+	MCPToolInfo,
+	MCPConnectionDetails,
+	MCPPhaseCallback,
+	MCPConnection,
+	HealthCheckState,
+	HealthCheckParams,
+	MCPServerConfig,
+	MCPClientConfig,
+	MCPServerSettingsEntry,
+	McpServerUsageStats,
+	MCPToolCall,
+	OpenAIToolDefinition,
+	ServerStatus,
+	ToolCallParams,
+	ToolExecutionResult
+} from './mcp';
diff --git a/tools/server/webui/src/lib/types/mcp.d.ts b/tools/server/webui/src/lib/types/mcp.d.ts
index be2a041c9e..0017e4dba8 100644
--- a/tools/server/webui/src/lib/types/mcp.d.ts
+++ b/tools/server/webui/src/lib/types/mcp.d.ts
@@ -1,5 +1,7 @@
+import type { MCPConnectionPhase, MCPLogLevel } from '$lib/enums/mcp';
 import type {
 	ClientCapabilities as SDKClientCapabilities,
+	ServerCapabilities as SDKServerCapabilities,
 	Implementation as SDKImplementation,
 	Tool,
 	CallToolResult
@@ -7,9 +9,148 @@ import type {
 
 export type { Tool, CallToolResult };
 export type ClientCapabilities = SDKClientCapabilities;
+export type ServerCapabilities = SDKServerCapabilities;
 export type Implementation = SDKImplementation;
 
-export type MCPTransportType = 'websocket' | 'streamable_http';
+/**
+ * Log entry for connection events
+ */
+export interface MCPConnectionLog {
+	timestamp: Date;
+	phase: MCPConnectionPhase;
+	message: string;
+	details?: unknown;
+	level: MCPLogLevel;
+}
+
+/**
+ * Server information returned after initialization
+ */
+export interface MCPServerInfo {
+	name: string;
+	version: string;
+	title?: string;
+	description?: string;
+	websiteUrl?: string;
+	icons?: Array<{ src: string; mimeType?: string; sizes?: string[] }>;
+}
+
+/**
+ * Detailed capabilities information
+ */
+export interface MCPCapabilitiesInfo {
+	server: {
+		tools?: { listChanged?: boolean };
+		prompts?: { listChanged?: boolean };
+		resources?: { subscribe?: boolean; listChanged?: boolean };
+		logging?: boolean;
+		completions?: boolean;
+		tasks?: boolean;
+	};
+	client: {
+		roots?: { listChanged?: boolean };
+		sampling?: boolean;
+		elicitation?: { form?: boolean; url?: boolean };
+		tasks?: boolean;
+	};
+}
+
+/**
+ * Tool information for display
+ */
+export interface MCPToolInfo {
+	name: string;
+	description?: string;
+	title?: string;
+}
+
+/**
+ * Full connection details for visualization
+ */
+export interface MCPConnectionDetails {
+	phase: MCPConnectionPhase;
+	transportType?: MCPTransportType;
+	protocolVersion?: string;
+	serverInfo?: MCPServerInfo;
+	capabilities?: MCPCapabilitiesInfo;
+	instructions?: string;
+	tools: MCPToolInfo[];
+	connectionTimeMs?: number;
+	error?: string;
+	logs: MCPConnectionLog[];
+}
+
+/**
+ * Callback for connection phase changes
+ */
+export type MCPPhaseCallback = (
+	phase: MCPConnectionPhase,
+	log: MCPConnectionLog,
+	details?: {
+		transportType?: MCPTransportType;
+		serverInfo?: MCPServerInfo;
+		serverCapabilities?: ServerCapabilities;
+		clientCapabilities?: ClientCapabilities;
+		protocolVersion?: string;
+		instructions?: string;
+	}
+) => void;
+
+/**
+ * Represents an active MCP server connection.
+ * Returned by MCPService.connect() and used for subsequent operations.
+ */
+export interface MCPConnection {
+	client: import('@modelcontextprotocol/sdk/client').Client;
+	transport: import('@modelcontextprotocol/sdk/shared/transport.js').Transport;
+	tools: import('@modelcontextprotocol/sdk/types.js').Tool[];
+	serverName: string;
+	transportType: MCPTransportType;
+	serverInfo?: MCPServerInfo;
+	serverCapabilities?: ServerCapabilities;
+	clientCapabilities?: ClientCapabilities;
+	protocolVersion?: string;
+	instructions?: string;
+	connectionTimeMs: number;
+}
+
+/**
+ * Extended health check state with detailed connection info
+ */
+export type HealthCheckState =
+	| { status: import('$lib/enums/mcp').HealthCheckStatus.Idle }
+	| {
+			status: import('$lib/enums/mcp').HealthCheckStatus.Connecting;
+			phase: MCPConnectionPhase;
+			logs: MCPConnectionLog[];
+	  }
+	| {
+			status: import('$lib/enums/mcp').HealthCheckStatus.Error;
+			message: string;
+			phase?: MCPConnectionPhase;
+			logs: MCPConnectionLog[];
+	  }
+	| {
+			status: import('$lib/enums/mcp').HealthCheckStatus.Success;
+			tools: MCPToolInfo[];
+			serverInfo?: MCPServerInfo;
+			capabilities?: MCPCapabilitiesInfo;
+			transportType?: MCPTransportType;
+			protocolVersion?: string;
+			instructions?: string;
+			connectionTimeMs?: number;
+			logs: MCPConnectionLog[];
+	  };
+
+/**
+ * Health check parameters
+ */
+export interface HealthCheckParams {
+	id: string;
+	url: string;
+	requestTimeoutSeconds: number;
+	headers?: string;
+}
 
 export type MCPServerConfig = {
 	transport?: MCPTransportType;
diff --git a/tools/server/webui/src/lib/utils/mcp.ts b/tools/server/webui/src/lib/utils/mcp.ts
index 0b2059885d..4c9d264ecc 100644
--- a/tools/server/webui/src/lib/utils/mcp.ts
+++ b/tools/server/webui/src/lib/utils/mcp.ts
@@ -1,11 +1,7 @@
-import type {
-	MCPTransportType,
-	MCPClientConfig,
-	MCPServerConfig,
-	MCPServerSettingsEntry
-} from '$lib/types/mcp';
+import type { MCPClientConfig, MCPServerConfig, MCPServerSettingsEntry } from '$lib/types';
 import type { SettingsConfigType } from '$lib/types/settings';
 import type { McpServerOverride } from '$lib/types/database';
+import { MCPTransportType } from '$lib/enums';
 import { DEFAULT_MCP_CONFIG } from '$lib/constants/mcp';
 import { normalizePositiveNumber } from '$lib/utils/number';
 
@@ -17,8 +13,8 @@ export function detectMcpTransportFromUrl(url: string): MCPTransportType {
 	const normalized = url.trim().toLowerCase();
 
 	return normalized.startsWith('ws://') || normalized.startsWith('wss://')
-		? 'websocket'
-		: 'streamable_http';
+		? MCPTransportType.Websocket
+		: MCPTransportType.StreamableHttp;
 }
 
 /**