diff --git a/acceptance/bundle/validate/remote_file_path/databricks.yml b/acceptance/bundle/validate/remote_file_path/databricks.yml
new file mode 100644
index 0000000000..6de3f4f05e
--- /dev/null
+++ b/acceptance/bundle/validate/remote_file_path/databricks.yml
@@ -0,0 +1,11 @@
+bundle:
+  name: remote_file_path
+
+targets:
+  ok:
+    default: true
+    workspace:
+      file_path: /Workspace/tmp/remote_file_path/dir
+  bad:
+    workspace:
+      file_path: /Workspace/tmp/remote_file_path/file
diff --git a/acceptance/bundle/validate/remote_file_path/out.test.toml b/acceptance/bundle/validate/remote_file_path/out.test.toml
new file mode 100644
index 0000000000..22701b52f2
--- /dev/null
+++ b/acceptance/bundle/validate/remote_file_path/out.test.toml
@@ -0,0 +1,5 @@
+Local = true
+Cloud = false
+GOOSOnPR.darwin = false
+GOOSOnPR.windows = false
+EnvMatrix.DATABRICKS_BUNDLE_ENGINE = []
diff --git a/acceptance/bundle/validate/remote_file_path/output.txt b/acceptance/bundle/validate/remote_file_path/output.txt
new file mode 100644
index 0000000000..2c494f94d8
--- /dev/null
+++ b/acceptance/bundle/validate/remote_file_path/output.txt
@@ -0,0 +1,20 @@
+
+>>> [CLI] workspace mkdirs /Workspace/tmp/remote_file_path/dir
+
+>>> [CLI] workspace import /Workspace/tmp/remote_file_path/file --format AUTO --file ./databricks.yml
+
+=== file_path is a directory: valid destination
+
+>>> [CLI] bundle validate -t ok
+Name: remote_file_path
+Target: ok
+Workspace:
+  User: [USERNAME]
+  Path: /Workspace/Users/[USERNAME]/.bundle/remote_file_path/ok
+
+Validation OK!
+
+=== file_path is a file: invalid destination
+Error: /Workspace/tmp/remote_file_path/file points to a file
+Error: /Workspace/tmp/remote_file_path/file points to a file
+Found 2 errors
diff --git a/acceptance/bundle/validate/remote_file_path/script b/acceptance/bundle/validate/remote_file_path/script
new file mode 100644
index 0000000000..5ceb9d9071
--- /dev/null
+++ b/acceptance/bundle/validate/remote_file_path/script
@@ -0,0 +1,15 @@
+# Git Bash on Windows rewrites leading-slash paths; keep them verbatim.
+export MSYS_NO_PATHCONV=1
+
+trace $CLI workspace mkdirs /Workspace/tmp/remote_file_path/dir
+trace $CLI workspace import /Workspace/tmp/remote_file_path/file --format AUTO --file ./databricks.yml
+
+title "file_path is a directory: valid destination\n"
+trace $CLI bundle validate -t ok
+
+# validate's slow validators run in parallel and stream diagnostics in
+# nondeterministic order, so sort a projection (full output in LOG.validate). The
+# destination error appears twice for now: from this validator and from FilesToSync.
+title "file_path is a file: invalid destination\n"
+errcode $CLI bundle validate -t bad > LOG.validate 2>&1
+grep -E "^(Error|Warning|Found)" LOG.validate | sort
diff --git a/acceptance/bundle/validate/remote_file_path/test.toml b/acceptance/bundle/validate/remote_file_path/test.toml
new file mode 100644
index 0000000000..3043bc6d17
--- /dev/null
+++ b/acceptance/bundle/validate/remote_file_path/test.toml
@@ -0,0 +1,2 @@
+# This test does not deploy, so it is engine-independent.
+EnvMatrix.DATABRICKS_BUNDLE_ENGINE = []
diff --git a/bundle/config/validate/validate.go b/bundle/config/validate/validate.go
index e531d87684..640823ee12 100644
--- a/bundle/config/validate/validate.go
+++ b/bundle/config/validate/validate.go
@@ -13,6 +13,7 @@ func Validate(ctx context.Context, b *bundle.Bundle) {
 		// Slow mutators that require network or file i/o. These are only
 		// run in the `bundle validate` command.
 		FilesToSync(),
+		ValidateRemoteFilePath(),
 		ValidateFolderPermissions(),
 		ValidateSyncPatterns(),
 	)
diff --git a/bundle/config/validate/validate_remote_file_path.go b/bundle/config/validate/validate_remote_file_path.go
new file mode 100644
index 0000000000..6abe9e60ef
--- /dev/null
+++ b/bundle/config/validate/validate_remote_file_path.go
@@ -0,0 +1,55 @@
+package validate
+
+import (
+	"context"
+
+	"github.com/databricks/cli/bundle"
+	"github.com/databricks/cli/libs/diag"
+	"github.com/databricks/cli/libs/dyn"
+	"github.com/databricks/cli/libs/sync"
+	"github.com/databricks/databricks-sdk-go/service/iam"
+)
+
+type validateRemoteFilePath struct{ bundle.RO }
+
+func (v *validateRemoteFilePath) Name() string {
+	return "validate:remote_file_path"
+}
+
+func (v *validateRemoteFilePath) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
+	// Under immutable_folder, file_path is not a sync destination: it is replaced
+	// with the content-addressed snapshot path at deploy time.
+	if b.IsImmutableFolder() {
+		return nil
+	}
+
+	// Nothing to check if the user opted out of syncing. Mirrors FilesToSync.
+	if len(b.Config.Sync.Paths) == 0 || b.Config.Workspace.FilePath == "" {
+		return nil
+	}
+
+	var me *iam.User
+	if b.Config.Workspace.CurrentUser != nil {
+		me = b.Config.Workspace.CurrentUser.User
+	}
+
+	// dryRun=true: assert the destination is a usable directory/repo without
+	// creating it. Deploy still creates it via sync.New.
+	err := sync.EnsureRemotePathIsUsable(ctx, b.WorkspaceClient(ctx), b.Config.Workspace.FilePath, me, true)
+	if err != nil {
+		return diag.Diagnostics{
+			diag.Diagnostic{
+				Severity:  diag.Error,
+				Summary:   err.Error(),
+				Locations: b.Config.GetLocations("workspace.file_path"),
+				Paths:     []dyn.Path{dyn.MustPathFromString("workspace.file_path")},
+			},
+		}
+	}
+
+	return nil
+}
+
+func ValidateRemoteFilePath() bundle.ReadOnlyMutator {
+	return &validateRemoteFilePath{}
+}
diff --git a/bundle/config/validate/validate_remote_file_path_test.go b/bundle/config/validate/validate_remote_file_path_test.go
new file mode 100644
index 0000000000..8ab167ceb5
--- /dev/null
+++ b/bundle/config/validate/validate_remote_file_path_test.go
@@ -0,0 +1,111 @@
+package validate
+
+import (
+	"testing"
+
+	"github.com/databricks/cli/bundle"
+	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/libs/diag"
+	sdkconfig "github.com/databricks/databricks-sdk-go/config"
+	"github.com/databricks/databricks-sdk-go/experimental/mocks"
+	"github.com/databricks/databricks-sdk-go/service/iam"
+	"github.com/databricks/databricks-sdk-go/service/workspace"
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/mock"
+	"github.com/stretchr/testify/require"
+)
+
+const testRemoteFilePath = "/Workspace/Users/me/.bundle/files"
+
+func setupBundleForRemoteFilePathTest(t *testing.T, objectType workspace.ObjectType) *bundle.Bundle {
+	b := &bundle.Bundle{
+		Config: config.Root{
+			Workspace: config.Workspace{
+				FilePath: testRemoteFilePath,
+				CurrentUser: &config.User{
+					User: &iam.User{UserName: "me@example.com"},
+				},
+			},
+			Sync: config.Sync{
+				Paths: []string{"."},
+			},
+		},
+	}
+
+	m := mocks.NewMockWorkspaceClient(t)
+	m.WorkspaceClient.Config = &sdkconfig.Config{
+		Host: "https://foo.test",
+	}
+
+	// No MkdirsByPath expectation: the dry-run check must not mutate remote state,
+	// so an unexpected mkdir call fails the test.
+	m.GetMockWorkspaceAPI().EXPECT().GetStatusByPath(mock.Anything, testRemoteFilePath).Return(&workspace.ObjectInfo{
+		ObjectType: objectType,
+		Path:       testRemoteFilePath,
+	}, nil)
+
+	b.SetWorkpaceClient(m.WorkspaceClient)
+	return b
+}
+
+func TestValidateRemoteFilePath_Directory(t *testing.T) {
+	b := setupBundleForRemoteFilePathTest(t, workspace.ObjectTypeDirectory)
+
+	ctx := t.Context()
+	diags := ValidateRemoteFilePath().Apply(ctx, b)
+	assert.Empty(t, diags)
+}
+
+func TestValidateRemoteFilePath_NotADirectory(t *testing.T) {
+	b := setupBundleForRemoteFilePathTest(t, workspace.ObjectTypeNotebook)
+
+	ctx := t.Context()
+	diags := ValidateRemoteFilePath().Apply(ctx, b)
+	require.Len(t, diags, 1)
+	assert.Equal(t, diag.Error, diags[0].Severity)
+	assert.Contains(t, diags[0].Summary, testRemoteFilePath)
+}
+
+func TestValidateRemoteFilePath_NoSyncPaths(t *testing.T) {
+	// No sync paths: nothing to check, so no workspace client is even set.
+	b := &bundle.Bundle{
+		Config: config.Root{
+			Workspace: config.Workspace{
+				FilePath: testRemoteFilePath,
+			},
+			Sync: config.Sync{
+				Paths: []string{},
+			},
+		},
+	}
+
+	ctx := t.Context()
+	diags := ValidateRemoteFilePath().Apply(ctx, b)
+	assert.Empty(t, diags)
+}
+
+func TestValidateRemoteFilePath_ImmutableFolder(t *testing.T) {
+	// Under immutable_folder, file_path is not a sync destination, so it is not checked.
+	b := &bundle.Bundle{
+		Config: config.Root{
+			Workspace: config.Workspace{
+				FilePath: testRemoteFilePath,
+			},
+			Sync: config.Sync{
+				Paths: []string{"."},
+			},
+			Experimental: &config.Experimental{
+				ImmutableFolder: true,
+			},
+		},
+	}
+
+	// Inject a mock client with no expectations: any workspace call (which would
+	// happen if the check were not skipped) fails the test.
+	m := mocks.NewMockWorkspaceClient(t)
+	b.SetWorkpaceClient(m.WorkspaceClient)
+
+	ctx := t.Context()
+	diags := ValidateRemoteFilePath().Apply(ctx, b)
+	assert.Empty(t, diags)
+}