diff --git a/apps/desktop/src/components/layout/AppSidebar.connectionMultiSelect.spec.ts b/apps/desktop/src/components/layout/AppSidebar.connectionMultiSelect.spec.ts
new file mode 100644
index 0000000000..ade7b1fb5b
--- /dev/null
+++ b/apps/desktop/src/components/layout/AppSidebar.connectionMultiSelect.spec.ts
@@ -0,0 +1,261 @@
+// @vitest-environment happy-dom
+
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
+import { createApp, defineComponent, h, nextTick, reactive } from "vue";
+
+const mocks = vi.hoisted(() => ({
+  store: null as any,
+  toast: vi.fn(),
+}));
+
+vi.mock("vue-i18n", () => ({
+  useI18n: () => ({ t: (key: string) => key }),
+}));
+
+vi.mock("@/stores/connectionStore", () => ({
+  useConnectionStore: () => mocks.store,
+}));
+
+vi.mock("@/composables/useToast", () => ({
+  useToast: () => ({ toast: mocks.toast }),
+}));
+
+vi.mock("@/components/ui/button", async () => {
+  const { defineComponent, h } = await import("vue");
+  return {
+    Button: defineComponent({
+      inheritAttrs: false,
+      props: { disabled: Boolean },
+      setup(props, { attrs, slots }) {
+        return () => h("button", { ...attrs, disabled: props.disabled }, slots.default?.());
+      },
+    }),
+  };
+});
+
+vi.mock("@/components/ui/dialog", async () => {
+  const { defineComponent, h } = await import("vue");
+  const passthrough = (name: string) =>
+    defineComponent({
+      name,
+      setup(_, { slots }) {
+        return () => h("div", { [`data-${name.toLowerCase()}`]: "" }, slots.default?.());
+      },
+    });
+  return {
+    Dialog: defineComponent({
+      props: { open: Boolean },
+      emits: ["update:open"],
+      setup(props, { slots }) {
+        return () => (props.open ? h("div", { "data-dialog": "" }, slots.default?.()) : null);
+      },
+    }),
+    DialogContent: passthrough("DialogContent"),
+    DialogFooter: passthrough("DialogFooter"),
+    DialogHeader: passthrough("DialogHeader"),
+    DialogTitle: passthrough("DialogTitle"),
+  };
+});
+
+vi.mock("@/components/ui/input", async () => {
+  const { defineComponent, h } = await import("vue");
+  return {
+    Input: defineComponent({
+      inheritAttrs: false,
+      props: { modelValue: { type: String, default: "" } },
+      emits: ["update:modelValue"],
+      setup(props, { attrs, emit }) {
+        return () =>
+          h("input", {
+            ...attrs,
+            value: props.modelValue,
+            onInput: (event: Event) => emit("update:modelValue", (event.target as HTMLInputElement).value),
+          });
+      },
+    }),
+  };
+});
+
+vi.mock("@/components/ui/LightTooltip.vue", async () => {
+  const { defineComponent, h } = await import("vue");
+  return {
+    default: defineComponent({
+      props: { text: { type: String, default: "" } },
+      setup(props, { slots }) {
+        return () => h("span", { "data-tooltip": props.text }, slots.default?.());
+      },
+    }),
+  };
+});
+
+vi.mock("@/components/ui/LightDropdown.vue", async () => {
+  const { defineComponent, h } = await import("vue");
+  return {
+    default: defineComponent({
+      props: {
+        items: { type: Array, default: () => [] },
+        ariaLabel: { type: String, default: "" },
+      },
+      emits: ["update:modelValue"],
+      setup(props, { emit }) {
+        return () =>
+          h(
+            "div",
+            { "data-dropdown": props.ariaLabel },
+            (props.items as Array<{ value?: string; val?: string; label: string }>).map((item) => {
+              const value = item.value ?? item.val ?? "";
+              return h("button", { "data-dropdown-value": value, onClick: () => emit("update:modelValue", value) }, item.label);
+            }),
+          );
+      },
+    }),
+  };
+});
+
+vi.mock("@/components/sidebar/ConnectionTree.vue", async () => {
+  const { defineComponent, h } = await import("vue");
+  return {
+    default: defineComponent({
+      setup(_, { expose }) {
+        expose({
+          createNewGroup: vi.fn(),
+          collapseAllTreeNodes: vi.fn(),
+          focusSearch: vi.fn(() => false),
+        });
+        return () => h("div", { "data-connection-tree": "" });
+      },
+    }),
+  };
+});
+
+import AppSidebar from "@/components/layout/AppSidebar.vue";
+
+const mountedApps: Array<{ unmount: () => void; host: HTMLElement }> = [];
+
+function createStore() {
+  return reactive({
+    connections: [{ id: "conn-visible" }, { id: "conn-hidden" }, { id: "conn-next" }],
+    sidebarLayout: { groups: [{ id: "group-a", name: "Group A" }] },
+    selectedTreeNodeIds: [] as string[],
+    selectedTreeNodeId: null as string | null,
+    treeSelectionAnchorId: null as string | null,
+    connectionMultiSelectActive: false,
+    moveConnectionToGroup: vi.fn(),
+    createConnectionGroup: vi.fn(() => "group-new"),
+    refreshAllTree: vi.fn().mockResolvedValue(undefined),
+    removeConnections: vi.fn().mockResolvedValue(undefined),
+    disconnect: vi.fn().mockResolvedValue(undefined),
+  });
+}
+
+function setSelection(connectionIds: string[]) {
+  const lastConnectionId = connectionIds[connectionIds.length - 1] ?? null;
+  mocks.store.selectedTreeNodeIds = [...connectionIds];
+  mocks.store.selectedTreeNodeId = lastConnectionId;
+  mocks.store.treeSelectionAnchorId = lastConnectionId;
+  mocks.store.connectionMultiSelectActive = connectionIds.length > 0;
+}
+
+function click(element: Element | null) {
+  expect(element).not.toBeNull();
+  element!.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+}
+
+async function mountSidebar() {
+  const host = document.createElement("div");
+  document.body.appendChild(host);
+  const app = createApp(
+    defineComponent({
+      setup: () => () => h(AppSidebar, { sidebarWidth: 260 }),
+    }),
+  );
+  app.mount(host);
+  mountedApps.push({ unmount: () => app.unmount(), host });
+  await nextTick();
+  return host;
+}
+
+describe("AppSidebar connection multi-select moves", () => {
+  beforeEach(() => {
+    vi.clearAllMocks();
+    mocks.store = createStore();
+  });
+
+  afterEach(() => {
+    for (const mounted of mountedApps.splice(0)) {
+      mounted.unmount();
+      mounted.host.remove();
+    }
+  });
+
+  it("releases an existing-group batch including filtered connections before the next batch", async () => {
+    setSelection(["conn-visible", "conn-hidden"]);
+    const host = await mountSidebar();
+
+    click(host.querySelector('[data-dropdown="connectionGroup.moveToGroup"] [data-dropdown-value="group-a"]'));
+    await nextTick();
+
+    expect(mocks.store.moveConnectionToGroup.mock.calls).toEqual([
+      ["conn-visible", "group-a"],
+      ["conn-hidden", "group-a"],
+    ]);
+    expect(mocks.store.selectedTreeNodeIds).toEqual([]);
+    expect(mocks.store.connectionMultiSelectActive).toBe(false);
+
+    setSelection(["conn-next"]);
+    await nextTick();
+    click(host.querySelector('[data-dropdown="connectionGroup.moveToGroup"] [data-dropdown-value="group-a"]'));
+    await nextTick();
+
+    expect(mocks.store.moveConnectionToGroup.mock.calls[mocks.store.moveConnectionToGroup.mock.calls.length - 1]).toEqual(["conn-next", "group-a"]);
+    expect(mocks.store.moveConnectionToGroup).toHaveBeenCalledTimes(3);
+    expect(mocks.store.selectedTreeNodeIds).toEqual([]);
+  });
+
+  it("keeps selection on cancel and releases it after creating a new group", async () => {
+    setSelection(["conn-visible", "conn-hidden"]);
+    const host = await mountSidebar();
+
+    click(host.querySelector('[data-tooltip="connectionGroup.createGroup"] button'));
+    await nextTick();
+    click(Array.from(host.querySelectorAll("[data-dialog] button")).find((button) => button.textContent === "dangerDialog.cancel") ?? null);
+    await nextTick();
+
+    expect(mocks.store.createConnectionGroup).not.toHaveBeenCalled();
+    expect(mocks.store.moveConnectionToGroup).not.toHaveBeenCalled();
+    expect(mocks.store.selectedTreeNodeIds).toEqual(["conn-visible", "conn-hidden"]);
+
+    click(host.querySelector('[data-tooltip="connectionGroup.createGroup"] button'));
+    await nextTick();
+    const input = host.querySelector<HTMLInputElement>("[data-dialog] input");
+    expect(input).not.toBeNull();
+    input!.value = "New group";
+    input!.dispatchEvent(new Event("input", { bubbles: true }));
+    await nextTick();
+    click(Array.from(host.querySelectorAll("[data-dialog] button")).find((button) => button.textContent === "connectionGroup.createGroup") ?? null);
+    await nextTick();
+
+    expect(mocks.store.createConnectionGroup).toHaveBeenCalledWith("New group");
+    expect(mocks.store.moveConnectionToGroup.mock.calls).toEqual([
+      ["conn-visible", "group-new"],
+      ["conn-hidden", "group-new"],
+    ]);
+    expect(mocks.store.selectedTreeNodeIds).toEqual([]);
+    expect(mocks.store.connectionMultiSelectActive).toBe(false);
+  });
+
+  it("releases a batch moved to ungrouped", async () => {
+    setSelection(["conn-visible", "conn-hidden"]);
+    const host = await mountSidebar();
+
+    click(host.querySelector('[data-dropdown="connectionGroup.moveToGroup"] [data-dropdown-value="__ungrouped"]'));
+    await nextTick();
+
+    expect(mocks.store.moveConnectionToGroup.mock.calls).toEqual([
+      ["conn-visible", null],
+      ["conn-hidden", null],
+    ]);
+    expect(mocks.store.selectedTreeNodeIds).toEqual([]);
+    expect(mocks.store.connectionMultiSelectActive).toBe(false);
+  });
+});
diff --git a/apps/desktop/src/components/layout/AppSidebar.vue b/apps/desktop/src/components/layout/AppSidebar.vue
index def69476bb..a90e4e220b 100644
--- a/apps/desktop/src/components/layout/AppSidebar.vue
+++ b/apps/desktop/src/components/layout/AppSidebar.vue
@@ -9,6 +9,7 @@ import { Input } from "@/components/ui/input";
 import LightDropdown from "@/components/ui/LightDropdown.vue";
 import LightTooltip from "@/components/ui/LightTooltip.vue";
 import ConnectionTree from "@/components/sidebar/ConnectionTree.vue";
+import { applyConnectionMultiSelection, emptyConnectionMultiSelection } from "@/lib/sidebar/sidebarConnectionMultiSelect";
 import { useConnectionStore } from "@/stores/connectionStore";
 import { useToast } from "@/composables/useToast";
 
@@ -86,10 +87,7 @@ function focusSearch(): boolean {
 }
 
 function clearConnectionMultiSelection() {
-  connectionStore.connectionMultiSelectActive = false;
-  connectionStore.selectedTreeNodeIds = [];
-  connectionStore.selectedTreeNodeId = null;
-  connectionStore.treeSelectionAnchorId = null;
+  applyConnectionMultiSelection(connectionStore, emptyConnectionMultiSelection());
 }
 
 function toggleAllConnectionsSelected() {
@@ -125,9 +123,13 @@ async function confirmDeleteSelectedConnections() {
 
 function moveSelectedConnectionsToGroup(value: string) {
   const groupId = value === UNGROUPED_GROUP_VALUE ? null : value;
-  for (const connectionId of selectedConnectionIds.value) {
+  const ids = selectedConnectionIds.value;
+  for (const connectionId of ids) {
     connectionStore.moveConnectionToGroup(connectionId, groupId);
   }
+  // The moved connections stay selected otherwise, so the next batch would be
+  // moved together with them (issue #5758).
+  clearConnectionMultiSelection();
 }
 
 function openCreateSelectedGroupDialog() {
@@ -137,11 +139,13 @@ function openCreateSelectedGroupDialog() {
 
 function confirmCreateSelectedGroup() {
   const name = selectedGroupName.value.trim();
-  if (!name || selectedConnectionIds.value.length === 0) return;
+  const ids = selectedConnectionIds.value;
+  if (!name || ids.length === 0) return;
   const groupId = connectionStore.createConnectionGroup(name);
-  for (const connectionId of selectedConnectionIds.value) {
+  for (const connectionId of ids) {
     connectionStore.moveConnectionToGroup(connectionId, groupId);
   }
+  clearConnectionMultiSelection();
   showCreateSelectedGroupDialog.value = false;
 }
 
diff --git a/apps/desktop/src/components/sidebar/SidebarTreeRuntimeHost.vue b/apps/desktop/src/components/sidebar/SidebarTreeRuntimeHost.vue
index 1e23330ea5..eab19736b4 100644
--- a/apps/desktop/src/components/sidebar/SidebarTreeRuntimeHost.vue
+++ b/apps/desktop/src/components/sidebar/SidebarTreeRuntimeHost.vue
@@ -385,6 +385,7 @@ const {
   newSubgroup,
   confirmDeleteGroup,
   moveToGroup,
+  createGroupAndMoveConnection,
 } = useSidebarConnectionMutationRuntime({
   activeNode,
   releaseActiveNodeReference,
@@ -3799,12 +3800,7 @@ function moveToNewGroup() {
 }
 
 function confirmMoveToNewGroup() {
-  const name = moveToNewGroupName.value.trim();
-  const node = sidebarFormTarget.value ?? activeNode.value;
-  if (name && node.connectionId) {
-    const groupId = connectionStore.createConnectionGroup(name);
-    connectionStore.moveConnectionToGroup(node.connectionId, groupId);
-  }
+  createGroupAndMoveConnection(moveToNewGroupName.value);
   showMoveToNewGroupDialog.value = false;
 }
 
diff --git a/apps/desktop/src/components/sidebar/TreeItem.vue b/apps/desktop/src/components/sidebar/TreeItem.vue
index 66a6840ff7..0f3287dbbe 100644
--- a/apps/desktop/src/components/sidebar/TreeItem.vue
+++ b/apps/desktop/src/components/sidebar/TreeItem.vue
@@ -60,6 +60,7 @@ import { hexToRgba } from "@/lib/common/color";
 import { sidebarDisplayTableName } from "@/lib/sidebar/sidebarTableNameDisplay";
 import { shouldMeasureSidebarLabelOverflow } from "@/lib/sidebar/sidebarLabelTooltip";
 import { treeSelectionRangeIdsByIndex, treeSelectionRangeIds } from "@/lib/sidebar/sidebarTreeSelection";
+import { applyConnectionMultiSelection, connectionMultiSelectionAfterToggle } from "@/lib/sidebar/sidebarConnectionMultiSelect";
 import { isSidebarDatabaseOpenForVisual } from "@/lib/sidebar/sidebarDatabaseOpenState";
 import { sidebarTreeContextKey } from "@/lib/sidebar/sidebarTreeContext";
 import { connectionCanConfigureSidebarVisibleDatabases } from "@/lib/sidebar/sidebarVisibleFilterMenu";
@@ -568,15 +569,8 @@ function toggleConnectionMultiSelection(event: MouseEvent) {
 
   // Keep connection-id normalization off the row render path; this handler only
   // runs when the checkbox is clicked, while the checked state updates often.
-  const next = new Set(connectionStore.connectionMultiSelectActive ? selectedConnectionIdsForAction() : []);
-  if (next.has(activeNode.value.connectionId)) next.delete(activeNode.value.connectionId);
-  else next.add(activeNode.value.connectionId);
-
-  const ids = [...next];
-  connectionStore.selectedTreeNodeIds = ids;
-  connectionStore.selectedTreeNodeId = ids.includes(activeNode.value.connectionId) ? activeNode.value.connectionId : (ids[0] ?? null);
-  connectionStore.treeSelectionAnchorId = activeNode.value.connectionId;
-  connectionStore.connectionMultiSelectActive = ids.length > 0;
+  const current = { connectionIds: selectedConnectionIdsForAction(), active: connectionStore.connectionMultiSelectActive };
+  applyConnectionMultiSelection(connectionStore, connectionMultiSelectionAfterToggle(current, activeNode.value.connectionId));
   rowRef.value?.focus({ preventScroll: true });
 }
 
diff --git a/apps/desktop/src/composables/__tests__/useSidebarConnectionMutationRuntime.selection.spec.ts b/apps/desktop/src/composables/__tests__/useSidebarConnectionMutationRuntime.selection.spec.ts
new file mode 100644
index 0000000000..7ba4dbe6d3
--- /dev/null
+++ b/apps/desktop/src/composables/__tests__/useSidebarConnectionMutationRuntime.selection.spec.ts
@@ -0,0 +1,129 @@
+import { beforeEach, describe, expect, it, vi } from "vitest";
+import { shallowRef } from "vue";
+import { sidebarFormTarget } from "@/components/sidebar/sidebarTreeDialogState";
+import type { TreeNode } from "@/types/database";
+
+const mocks = vi.hoisted(() => ({
+  toast: vi.fn(),
+}));
+
+vi.mock("vue-i18n", () => ({
+  useI18n: () => ({ t: (key: string) => key }),
+}));
+
+vi.mock("@/composables/useToast", () => ({
+  useToast: () => ({ toast: mocks.toast }),
+}));
+
+import { useSidebarConnectionMutationRuntime } from "@/composables/useSidebarConnectionMutationRuntime";
+
+function connectionNode(connectionId: string): TreeNode {
+  return {
+    id: connectionId,
+    label: connectionId,
+    type: "connection",
+    connectionId,
+    isExpanded: false,
+    children: [],
+  };
+}
+
+function connectionStore(selectedTreeNodeIds: string[]) {
+  const lastSelectedTreeNodeId = selectedTreeNodeIds[selectedTreeNodeIds.length - 1] ?? null;
+  return {
+    selectedTreeNodeIds: [...selectedTreeNodeIds],
+    selectedTreeNodeId: lastSelectedTreeNodeId,
+    treeSelectionAnchorId: lastSelectedTreeNodeId,
+    connectionMultiSelectActive: selectedTreeNodeIds.length > 0,
+    moveConnectionToGroup: vi.fn(),
+    createConnectionGroup: vi.fn(() => "group-new"),
+    connectedIds: new Set<string>(),
+    connectingIds: new Set<string>(),
+    isTreeNodeChildrenLoaded: vi.fn(() => false),
+    getConfig: vi.fn(() => undefined),
+  };
+}
+
+function runtime(activeNode: TreeNode, store: ReturnType<typeof connectionStore>) {
+  return useSidebarConnectionMutationRuntime({
+    activeNode: shallowRef(activeNode),
+    releaseActiveNodeReference: vi.fn(),
+    selectedTreeNodesInVisibleOrder: () => [],
+    connectionStore: store as any,
+    queryStore: { openDatabaseKeys: new Set<string>() } as any,
+    requestGroupRename: vi.fn(),
+    groupCreated: vi.fn(),
+    openVisibleDatabases: vi.fn(),
+    openVisibleSchemas: vi.fn(),
+  });
+}
+
+describe("sidebar connection move selection", () => {
+  beforeEach(() => {
+    vi.clearAllMocks();
+    sidebarFormTarget.value = null;
+  });
+
+  it("removes only the right-clicked connection after moving to an existing group", () => {
+    const store = connectionStore(["conn-hidden", "conn-active"]);
+    const { moveToGroup } = runtime(connectionNode("conn-active"), store);
+
+    moveToGroup("group-a");
+
+    expect(store.moveConnectionToGroup).toHaveBeenCalledWith("conn-active", "group-a");
+    expect(store.selectedTreeNodeIds).toEqual(["conn-hidden"]);
+    expect(store.selectedTreeNodeId).toBe("conn-hidden");
+    expect(store.treeSelectionAnchorId).toBe("conn-hidden");
+    expect(store.connectionMultiSelectActive).toBe(true);
+  });
+
+  it("releases the final selected connection after moving it to ungrouped", () => {
+    const store = connectionStore(["conn-active"]);
+    const { moveToGroup } = runtime(connectionNode("conn-active"), store);
+
+    moveToGroup(null);
+
+    expect(store.moveConnectionToGroup).toHaveBeenCalledWith("conn-active", null);
+    expect(store.selectedTreeNodeIds).toEqual([]);
+    expect(store.selectedTreeNodeId).toBeNull();
+    expect(store.treeSelectionAnchorId).toBeNull();
+    expect(store.connectionMultiSelectActive).toBe(false);
+  });
+
+  it("uses the dialog target when creating a group and preserves filtered selections", () => {
+    const store = connectionStore(["conn-dialog", "conn-hidden"]);
+    sidebarFormTarget.value = connectionNode("conn-dialog");
+    const { createGroupAndMoveConnection } = runtime(connectionNode("conn-current"), store);
+
+    expect(createGroupAndMoveConnection("  New group  ")).toBe(true);
+
+    expect(store.createConnectionGroup).toHaveBeenCalledWith("New group");
+    expect(store.moveConnectionToGroup).toHaveBeenCalledWith("conn-dialog", "group-new");
+    expect(store.selectedTreeNodeIds).toEqual(["conn-hidden"]);
+    expect(store.connectionMultiSelectActive).toBe(true);
+  });
+
+  it("keeps the selection when a new-group move is cancelled", () => {
+    const store = connectionStore(["conn-active", "conn-hidden"]);
+    const { createGroupAndMoveConnection } = runtime(connectionNode("conn-active"), store);
+
+    expect(createGroupAndMoveConnection("   ")).toBe(false);
+
+    expect(store.createConnectionGroup).not.toHaveBeenCalled();
+    expect(store.moveConnectionToGroup).not.toHaveBeenCalled();
+    expect(store.selectedTreeNodeIds).toEqual(["conn-active", "conn-hidden"]);
+    expect(store.connectionMultiSelectActive).toBe(true);
+  });
+
+  it("does not release the connection when the move fails", () => {
+    const store = connectionStore(["conn-active", "conn-hidden"]);
+    store.moveConnectionToGroup.mockImplementation(() => {
+      throw new Error("move failed");
+    });
+    const { moveToGroup } = runtime(connectionNode("conn-active"), store);
+
+    expect(() => moveToGroup("group-a")).toThrow("move failed");
+    expect(store.selectedTreeNodeIds).toEqual(["conn-active", "conn-hidden"]);
+    expect(store.connectionMultiSelectActive).toBe(true);
+  });
+});
diff --git a/apps/desktop/src/composables/useSidebarConnectionMutationRuntime.ts b/apps/desktop/src/composables/useSidebarConnectionMutationRuntime.ts
index 6e3ccaf254..ec8d080124 100644
--- a/apps/desktop/src/composables/useSidebarConnectionMutationRuntime.ts
+++ b/apps/desktop/src/composables/useSidebarConnectionMutationRuntime.ts
@@ -15,6 +15,7 @@ import { revealPathInFileManager } from "@/lib/backend/tauri";
 import { canConfigureVisibleSchemasForTreeNode } from "@/lib/database/databaseFeatureSupport";
 import { canCloseSidebarDatabaseConnection } from "@/lib/sidebar/sidebarDatabaseOpenState";
 import { selectedConnectionDeleteTargets, selectedConnectionDuplicateTargets } from "@/lib/sidebar/sidebarConnectionSelection";
+import { releaseConnectionFromMultiSelection } from "@/lib/sidebar/sidebarConnectionMultiSelect";
 import { connectionDeleteTargetSnapshot, showDeleteConfirm, showDeleteGroupConfirm, sidebarFormTarget } from "@/components/sidebar/sidebarTreeDialogState";
 import { connectionCanConfigureSidebarVisibleDatabases } from "@/lib/sidebar/sidebarVisibleFilterMenu";
 
@@ -305,7 +306,19 @@ export function useSidebarConnectionMutationRuntime(options: SidebarConnectionMu
 
   function moveToGroup(groupId: string | null) {
     const connectionId = activeNode.value.connectionId;
-    if (connectionId) connectionStore.moveConnectionToGroup(connectionId, groupId);
+    if (!connectionId) return;
+    connectionStore.moveConnectionToGroup(connectionId, groupId);
+    releaseConnectionFromMultiSelection(connectionStore, connectionId);
+  }
+
+  function createGroupAndMoveConnection(name: string): boolean {
+    const node = sidebarFormTarget.value ?? activeNode.value;
+    const normalizedName = name.trim();
+    if (!normalizedName || !node.connectionId) return false;
+    const groupId = connectionStore.createConnectionGroup(normalizedName);
+    connectionStore.moveConnectionToGroup(node.connectionId, groupId);
+    releaseConnectionFromMultiSelection(connectionStore, node.connectionId);
+    return true;
   }
 
   return {
@@ -349,5 +362,6 @@ export function useSidebarConnectionMutationRuntime(options: SidebarConnectionMu
     newSubgroup,
     confirmDeleteGroup,
     moveToGroup,
+    createGroupAndMoveConnection,
   };
 }
diff --git a/apps/desktop/src/lib/__tests__/sidebar/sidebarConnectionMultiSelect.spec.ts b/apps/desktop/src/lib/__tests__/sidebar/sidebarConnectionMultiSelect.spec.ts
new file mode 100644
index 0000000000..0843a5e3e2
--- /dev/null
+++ b/apps/desktop/src/lib/__tests__/sidebar/sidebarConnectionMultiSelect.spec.ts
@@ -0,0 +1,89 @@
+import { describe, expect, it } from "vitest";
+import { applyConnectionMultiSelection, connectionMultiSelectionAfterToggle, emptyConnectionMultiSelection, releaseConnectionFromMultiSelection } from "@/lib/sidebar/sidebarConnectionMultiSelect";
+import type { ConnectionMultiSelection, ConnectionMultiSelectionTarget } from "@/lib/sidebar/sidebarConnectionMultiSelect";
+
+function tick(selection: ConnectionMultiSelection, ...connectionIds: string[]): ConnectionMultiSelection {
+  return connectionIds.reduce(connectionMultiSelectionAfterToggle, selection);
+}
+
+function target(): ConnectionMultiSelectionTarget {
+  return { selectedTreeNodeIds: [], selectedTreeNodeId: null, treeSelectionAnchorId: null, connectionMultiSelectActive: false };
+}
+
+describe("connection multi-selection", () => {
+  it("adds each ticked connection to the running selection", () => {
+    const selection = tick(emptyConnectionMultiSelection(), "conn-1", "conn-2", "conn-3");
+
+    expect(selection.connectionIds).toEqual(["conn-1", "conn-2", "conn-3"]);
+    expect(selection.activeConnectionId).toBe("conn-3");
+    expect(selection.anchorConnectionId).toBe("conn-3");
+    expect(selection.active).toBe(true);
+  });
+
+  it("drops a connection that is ticked twice", () => {
+    const selection = tick(emptyConnectionMultiSelection(), "conn-1", "conn-2", "conn-2");
+
+    expect(selection.connectionIds).toEqual(["conn-1"]);
+    expect(selection.activeConnectionId).toBe("conn-1");
+    expect(selection.active).toBe(true);
+  });
+
+  it("leaves multi-select off once the last connection is unticked", () => {
+    const selection = tick(emptyConnectionMultiSelection(), "conn-1", "conn-1");
+
+    expect(selection.connectionIds).toEqual([]);
+    expect(selection.activeConnectionId).toBeNull();
+    expect(selection.active).toBe(false);
+  });
+
+  it("writes the selection back to the tree selection fields", () => {
+    const store = target();
+
+    applyConnectionMultiSelection(store, tick(emptyConnectionMultiSelection(), "conn-1", "conn-2"));
+
+    expect(store).toEqual({
+      selectedTreeNodeIds: ["conn-1", "conn-2"],
+      selectedTreeNodeId: "conn-2",
+      treeSelectionAnchorId: "conn-2",
+      connectionMultiSelectActive: true,
+    });
+  });
+
+  it("clears every tree selection field when the selection is released", () => {
+    const store = target();
+    applyConnectionMultiSelection(store, tick(emptyConnectionMultiSelection(), "conn-1"));
+
+    applyConnectionMultiSelection(store, emptyConnectionMultiSelection());
+
+    expect(store).toEqual({
+      selectedTreeNodeIds: [],
+      selectedTreeNodeId: null,
+      treeSelectionAnchorId: null,
+      connectionMultiSelectActive: false,
+    });
+  });
+
+  it("releases only the connection that was moved from a multi-selection", () => {
+    const store = target();
+    applyConnectionMultiSelection(store, tick(emptyConnectionMultiSelection(), "conn-1", "conn-2", "conn-3"));
+
+    releaseConnectionFromMultiSelection(store, "conn-3");
+
+    expect(store).toEqual({
+      selectedTreeNodeIds: ["conn-1", "conn-2"],
+      selectedTreeNodeId: "conn-1",
+      treeSelectionAnchorId: "conn-1",
+      connectionMultiSelectActive: true,
+    });
+  });
+
+  it("leaves an unrelated multi-selection unchanged", () => {
+    const store = target();
+    applyConnectionMultiSelection(store, tick(emptyConnectionMultiSelection(), "conn-1", "conn-2"));
+
+    releaseConnectionFromMultiSelection(store, "conn-3");
+
+    expect(store.selectedTreeNodeIds).toEqual(["conn-1", "conn-2"]);
+    expect(store.connectionMultiSelectActive).toBe(true);
+  });
+});
diff --git a/apps/desktop/src/lib/sidebar/sidebarConnectionMultiSelect.ts b/apps/desktop/src/lib/sidebar/sidebarConnectionMultiSelect.ts
new file mode 100644
index 0000000000..cd45691269
--- /dev/null
+++ b/apps/desktop/src/lib/sidebar/sidebarConnectionMultiSelect.ts
@@ -0,0 +1,66 @@
+/**
+ * Connection multi-selection state for the sidebar tree.
+ *
+ * The transitions live here rather than in the components because the checkbox
+ * that grows the selection and the bulk actions that release it sit in two
+ * different files, and only their combination decides what the next bulk action
+ * operates on.
+ */
+export type ConnectionMultiSelection = {
+  connectionIds: string[];
+  activeConnectionId: string | null;
+  anchorConnectionId: string | null;
+  active: boolean;
+};
+
+/** The tree selection fields a multi-selection is written back to. */
+export type ConnectionMultiSelectionTarget = {
+  selectedTreeNodeIds: string[];
+  selectedTreeNodeId: string | null;
+  treeSelectionAnchorId: string | null;
+  connectionMultiSelectActive: boolean;
+};
+
+export function emptyConnectionMultiSelection(): ConnectionMultiSelection {
+  return { connectionIds: [], activeConnectionId: null, anchorConnectionId: null, active: false };
+}
+
+/**
+ * Ticking a checkbox adds to the current selection while multi-select is on, and
+ * starts a new one when it is off. A bulk action that forgets to release the
+ * selection therefore hands its connections to the next one (issue #5758).
+ */
+export function connectionMultiSelectionAfterToggle(selection: Pick<ConnectionMultiSelection, "connectionIds" | "active">, connectionId: string): ConnectionMultiSelection {
+  const next = new Set(selection.active ? selection.connectionIds : []);
+  if (next.has(connectionId)) next.delete(connectionId);
+  else next.add(connectionId);
+
+  const connectionIds = [...next];
+  return {
+    connectionIds,
+    activeConnectionId: next.has(connectionId) ? connectionId : (connectionIds[0] ?? null),
+    anchorConnectionId: connectionId,
+    active: connectionIds.length > 0,
+  };
+}
+
+export function applyConnectionMultiSelection(target: ConnectionMultiSelectionTarget, selection: ConnectionMultiSelection): void {
+  target.selectedTreeNodeIds = selection.connectionIds;
+  target.selectedTreeNodeId = selection.activeConnectionId;
+  target.treeSelectionAnchorId = selection.anchorConnectionId;
+  target.connectionMultiSelectActive = selection.active;
+}
+
+export function releaseConnectionFromMultiSelection(target: ConnectionMultiSelectionTarget, connectionId: string): void {
+  if (!target.connectionMultiSelectActive || !target.selectedTreeNodeIds.includes(connectionId)) return;
+
+  const connectionIds = target.selectedTreeNodeIds.filter((id) => id !== connectionId);
+  const activeConnectionId = target.selectedTreeNodeId && connectionIds.includes(target.selectedTreeNodeId) ? target.selectedTreeNodeId : (connectionIds[0] ?? null);
+  const anchorConnectionId = target.treeSelectionAnchorId && connectionIds.includes(target.treeSelectionAnchorId) ? target.treeSelectionAnchorId : activeConnectionId;
+  applyConnectionMultiSelection(target, {
+    connectionIds,
+    activeConnectionId,
+    anchorConnectionId,
+    active: connectionIds.length > 0,
+  });
+}