diff --git a/src/backend/ssh/host-metrics-helpers.test.ts b/src/backend/ssh/host-metrics-helpers.test.ts
index 70714d9f..08d766fa 100644
--- a/src/backend/ssh/host-metrics-helpers.test.ts
+++ b/src/backend/ssh/host-metrics-helpers.test.ts
@@ -1,8 +1,10 @@
-import { describe, it, expect } from "vitest";
+import type { Client } from "ssh2";
+import { describe, it, expect, vi } from "vitest";
 import {
   supportsMetrics,
   isTcpPingEnabled,
   createConnectionLog,
+  tcpPingThroughJumpHost,
 } from "./host-metrics-helpers.js";
 
 describe("supportsMetrics", () => {
@@ -66,3 +68,57 @@ describe("createConnectionLog", () => {
     expect("timestamp" in entry).toBe(false);
   });
 });
+
+describe("tcpPingThroughJumpHost", () => {
+  it("reports the final destination online when forwarding succeeds", async () => {
+    const stream = { destroy: vi.fn() };
+    const jumpClient = {
+      end: vi.fn(),
+      forwardOut: vi.fn((_src, _srcPort, host, port, callback) => {
+        expect(host).toBe("private.example");
+        expect(port).toBe(22);
+        callback(undefined, stream);
+      }),
+    } as unknown as Pick<Client, "forwardOut" | "end">;
+
+    await expect(
+      tcpPingThroughJumpHost(jumpClient, "private.example", 22),
+    ).resolves.toBe(true);
+    expect(stream.destroy).toHaveBeenCalledOnce();
+    expect(jumpClient.end).toHaveBeenCalledOnce();
+  });
+
+  it("reports the final destination offline when forwarding fails", async () => {
+    const jumpClient = {
+      end: vi.fn(),
+      forwardOut: vi.fn((_src, _srcPort, _host, _port, callback) => {
+        callback(new Error("Connection refused"));
+      }),
+    } as unknown as Pick<Client, "forwardOut" | "end">;
+
+    await expect(
+      tcpPingThroughJumpHost(jumpClient, "private.example", 22),
+    ).resolves.toBe(false);
+    expect(jumpClient.end).toHaveBeenCalledOnce();
+  });
+
+  it("reports the final destination offline when forwarding times out", async () => {
+    vi.useFakeTimers();
+    const jumpClient = {
+      end: vi.fn(),
+      forwardOut: vi.fn(),
+    } as unknown as Pick<Client, "forwardOut" | "end">;
+
+    const result = tcpPingThroughJumpHost(
+      jumpClient,
+      "private.example",
+      22,
+      5000,
+    );
+    await vi.advanceTimersByTimeAsync(5000);
+
+    await expect(result).resolves.toBe(false);
+    expect(jumpClient.end).toHaveBeenCalledOnce();
+    vi.useRealTimers();
+  });
+});
diff --git a/src/backend/ssh/host-metrics-helpers.ts b/src/backend/ssh/host-metrics-helpers.ts
index e9977413..3b3260e9 100644
--- a/src/backend/ssh/host-metrics-helpers.ts
+++ b/src/backend/ssh/host-metrics-helpers.ts
@@ -1,4 +1,5 @@
 import type { LogEntry, ConnectionStage } from "../../types/connection-log.js";
+import type { Client } from "ssh2";
 
 export type StatsCapableHost = {
   connectionType?: string;
@@ -21,6 +22,32 @@ export function isTcpPingEnabled(statsConfig: TcpPingStatsConfig): boolean {
   return statsConfig.statusCheckEnabled && !statsConfig.disableTcpPing;
 }
 
+export function tcpPingThroughJumpHost(
+  jumpClient: Pick<Client, "forwardOut" | "end">,
+  host: string,
+  port: number,
+  timeoutMs = 5000,
+): Promise<boolean> {
+  return new Promise((resolve) => {
+    let settled = false;
+
+    const finish = (result: boolean) => {
+      if (settled) return;
+      settled = true;
+      clearTimeout(timeout);
+      jumpClient.end();
+      resolve(result);
+    };
+
+    const timeout = setTimeout(() => finish(false), timeoutMs);
+
+    jumpClient.forwardOut("127.0.0.1", 0, host, port, (error, stream) => {
+      stream?.destroy();
+      finish(!error && !!stream);
+    });
+  });
+}
+
 export function createConnectionLog(
   type: "info" | "success" | "warning" | "error",
   stage: ConnectionStage,
diff --git a/src/backend/ssh/host-metrics.ts b/src/backend/ssh/host-metrics.ts
index 532c9307..07dd9298 100644
--- a/src/backend/ssh/host-metrics.ts
+++ b/src/backend/ssh/host-metrics.ts
@@ -49,6 +49,7 @@ import {
   createConnectionLog,
   isTcpPingEnabled,
   supportsMetrics,
+  tcpPingThroughJumpHost,
 } from "./host-metrics-helpers.js";
 import { applyAgentAuth } from "./terminal-auth-helpers.js";
 import {
@@ -361,24 +362,45 @@ class PollingManager {
     }
 
     try {
-      let pingHost = refreshedHost.ip;
       const ct = refreshedHost.connectionType || "ssh";
       let pingPort: number;
       if (ct === "rdp") pingPort = refreshedHost.rdpPort ?? 3389;
       else if (ct === "vnc") pingPort = refreshedHost.vncPort ?? 5900;
       else if (ct === "telnet") pingPort = refreshedHost.telnetPort ?? 23;
       else pingPort = refreshedHost.port;
+
+      let isOnline: boolean;
       if (refreshedHost.jumpHosts && refreshedHost.jumpHosts.length > 0) {
-        const firstJump = await fetchHostById(
-          refreshedHost.jumpHosts[0].hostId,
+        const proxyConfig: SOCKS5Config | null =
+          refreshedHost.useSocks5 &&
+          (refreshedHost.socks5Host ||
+            (refreshedHost.socks5ProxyChain &&
+              refreshedHost.socks5ProxyChain.length > 0))
+            ? {
+                useSocks5: true,
+                socks5Host: refreshedHost.socks5Host,
+                socks5Port: refreshedHost.socks5Port,
+                socks5Username: refreshedHost.socks5Username,
+                socks5Password: refreshedHost.socks5Password,
+                socks5ProxyChain: refreshedHost.socks5ProxyChain,
+              }
+            : null;
+        const jumpClient = await createJumpHostChain(
+          refreshedHost.jumpHosts,
           userId,
+          proxyConfig,
         );
-        if (firstJump) {
-          pingHost = firstJump.ip;
-          pingPort = firstJump.port;
-        }
+        isOnline = jumpClient
+          ? await tcpPingThroughJumpHost(
+              jumpClient,
+              refreshedHost.ip,
+              pingPort,
+              5000,
+            )
+          : false;
+      } else {
+        isOnline = await tcpPing(refreshedHost.ip, pingPort, 5000);
       }
-      const isOnline = await tcpPing(pingHost, pingPort, 5000);
       const statusEntry: StatusEntry = {
         status: isOnline ? "online" : "offline",
         lastChecked: new Date().toISOString(),