diff --git a/common/transport/lwm2m/src/main/java/org/thingsboard/server/transport/lwm2m/bootstrap/LwM2MTransportBootstrapService.java b/common/transport/lwm2m/src/main/java/org/thingsboard/server/transport/lwm2m/bootstrap/LwM2MTransportBootstrapService.java
index 9b370d0b71..bf2b48dd61 100644
--- a/common/transport/lwm2m/src/main/java/org/thingsboard/server/transport/lwm2m/bootstrap/LwM2MTransportBootstrapService.java
+++ b/common/transport/lwm2m/src/main/java/org/thingsboard/server/transport/lwm2m/bootstrap/LwM2MTransportBootstrapService.java
@@ -82,13 +82,29 @@ public class LwM2MTransportBootstrapService implements SmartInitializingSingleto
     @PostConstruct
     public void init() {
         log.info("Starting LwM2M transport bootstrap server...");
-        this.server = getLhBootstrapServer();
-        this.server.start();
-        log.info("Started LwM2M transport bootstrap server.");
+        LeshanBootstrapServer bootstrapServer = getLhBootstrapServer();
+        try {
+            this.server = bootstrapServer;
+            bootstrapServer.start();
+            log.info("Started LwM2M transport bootstrap server.");
+        } catch (RuntimeException e) {
+            log.error("Failed to start LwM2M transport bootstrap server, releasing resources", e);
+            try {
+                bootstrapServer.destroy();
+            } catch (Exception suppressed) {
+                e.addSuppressed(suppressed);
+            } finally {
+                this.server = null;
+            }
+            throw e;
+        }
     }
 
     @PreDestroy
     public void shutdown() {
+        if (server == null) {
+            return;
+        }
         try {
             log.info("Stopping LwM2M transport bootstrap server!");
             server.destroy();
diff --git a/common/transport/lwm2m/src/test/java/org/thingsboard/server/transport/lwm2m/bootstrap/LwM2MTransportBootstrapServiceTest.java b/common/transport/lwm2m/src/test/java/org/thingsboard/server/transport/lwm2m/bootstrap/LwM2MTransportBootstrapServiceTest.java
new file mode 100644
index 0000000000..67e8265361
--- /dev/null
+++ b/common/transport/lwm2m/src/test/java/org/thingsboard/server/transport/lwm2m/bootstrap/LwM2MTransportBootstrapServiceTest.java
@@ -0,0 +1,115 @@
+/**
+ * Copyright © 2016-2026 The Thingsboard Authors
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.thingsboard.server.transport.lwm2m.bootstrap;
+
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import org.junit.jupiter.api.extension.ExtendWith;
+import org.mockito.Mock;
+import org.mockito.junit.jupiter.MockitoExtension;
+import org.mockito.junit.jupiter.MockitoSettings;
+import org.mockito.quality.Strictness;
+import org.springframework.test.util.ReflectionTestUtils;
+import org.thingsboard.server.common.transport.TransportService;
+import org.thingsboard.server.transport.lwm2m.bootstrap.secure.TbLwM2MDtlsBootstrapCertificateVerifier;
+import org.thingsboard.server.transport.lwm2m.bootstrap.store.LwM2MBootstrapSecurityStore;
+import org.thingsboard.server.transport.lwm2m.bootstrap.store.LwM2MInMemoryBootstrapConfigStore;
+import org.thingsboard.server.transport.lwm2m.config.LwM2MTransportBootstrapConfig;
+import org.thingsboard.server.transport.lwm2m.config.LwM2MTransportServerConfig;
+
+import java.net.DatagramSocket;
+import java.net.InetAddress;
+import java.net.InetSocketAddress;
+
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+import static org.mockito.Mockito.when;
+
+@ExtendWith(MockitoExtension.class)
+@MockitoSettings(strictness = Strictness.LENIENT)
+public class LwM2MTransportBootstrapServiceTest {
+
+    private static final String HOST = "127.0.0.1";
+
+    @Mock
+    private LwM2MTransportServerConfig serverConfig;
+
+    @Mock
+    private LwM2MTransportBootstrapConfig bootstrapConfig;
+
+    @Mock
+    private LwM2MBootstrapSecurityStore lwM2MBootstrapSecurityStore;
+
+    @Mock
+    private LwM2MInMemoryBootstrapConfigStore lwM2MInMemoryBootstrapConfigStore;
+
+    @Mock
+    private TransportService transportService;
+
+    @Mock
+    private TbLwM2MDtlsBootstrapCertificateVerifier certificateVerifier;
+
+    private LwM2MTransportBootstrapService service;
+    private DatagramSocket occupiedPlain;
+    private DatagramSocket occupiedSecure;
+
+    @BeforeEach
+    public void setUp() throws Exception {
+        occupiedPlain = new DatagramSocket(new InetSocketAddress(InetAddress.getByName(HOST), 0));
+        occupiedSecure = new DatagramSocket(new InetSocketAddress(InetAddress.getByName(HOST), 0));
+
+        when(bootstrapConfig.getHost()).thenReturn(HOST);
+        when(bootstrapConfig.getPort()).thenReturn(occupiedPlain.getLocalPort());
+        when(bootstrapConfig.getSecureHost()).thenReturn(HOST);
+        when(bootstrapConfig.getSecurePort()).thenReturn(occupiedSecure.getLocalPort());
+        when(bootstrapConfig.getSslCredentials()).thenReturn(null);
+
+        when(serverConfig.isRecommendedCiphers()).thenReturn(false);
+        when(serverConfig.isRecommendedSupportedGroups()).thenReturn(false);
+        when(serverConfig.getDtlsRetransmissionTimeout()).thenReturn(9000);
+        when(serverConfig.getDtlsCidLength()).thenReturn(null);
+
+        service = new LwM2MTransportBootstrapService(
+                serverConfig,
+                bootstrapConfig,
+                lwM2MBootstrapSecurityStore,
+                lwM2MInMemoryBootstrapConfigStore,
+                transportService,
+                certificateVerifier
+        );
+    }
+
+    @AfterEach
+    public void tearDown() {
+        if (occupiedPlain != null && !occupiedPlain.isClosed()) {
+            occupiedPlain.close();
+        }
+        if (occupiedSecure != null && !occupiedSecure.isClosed()) {
+            occupiedSecure.close();
+        }
+    }
+
+    @Test
+    public void whenEndpointsFailToStart_thenInitThrowsAndReleasesBootstrapServer() {
+        assertThatThrownBy(() -> service.init())
+                .isInstanceOf(IllegalStateException.class)
+                .hasMessageContaining("None of the server endpoints could be started");
+
+        assertThat(ReflectionTestUtils.getField(service, "server")).isNull();
+    }
+
+}