diff --git a/pkg/wshrpc/wshremote/wshremote_file.go b/pkg/wshrpc/wshremote/wshremote_file.go
index e086ae678d..64f5d97ccf 100644
--- a/pkg/wshrpc/wshremote/wshremote_file.go
+++ b/pkg/wshrpc/wshremote/wshremote_file.go
@@ -13,6 +13,7 @@ import (
 	"log"
 	"os"
 	"path/filepath"
+	"sort"
 	"strings"
 	"time"
 
@@ -57,6 +58,17 @@ func (impl *ServerImpl) remoteStreamFileDir(ctx context.Context, path string, by
 	if err != nil {
 		return fmt.Errorf("cannot open dir %q: %w", path, err)
 	}
+	sort.Slice(innerFilesEntries, func(i, j int) bool {
+		iInfo, iErr := innerFilesEntries[i].Info()
+		jInfo, jErr := innerFilesEntries[j].Info()
+		if iErr != nil {
+			return false
+		}
+		if jErr != nil {
+			return true
+		}
+		return iInfo.ModTime().After(jInfo.ModTime())
+	})
 	if byteRange.All {
 		if len(innerFilesEntries) > wshrpc.MaxDirSize {
 			innerFilesEntries = innerFilesEntries[:wshrpc.MaxDirSize]
diff --git a/pkg/wshrpc/wshrpctypes_const.go b/pkg/wshrpc/wshrpctypes_const.go
index 51a25f147c..5e89016415 100644
--- a/pkg/wshrpc/wshrpctypes_const.go
+++ b/pkg/wshrpc/wshrpctypes_const.go
@@ -8,7 +8,7 @@ const (
 	// MaxFileSize is the maximum file size that can be read
 	MaxFileSize = 50 * 1024 * 1024 // 50M
 	// MaxDirSize is the maximum number of entries that can be read in a directory
-	MaxDirSize = 1024
+	MaxDirSize = 5000
 	// FileChunkSize is the size of the file chunk to read
 	FileChunkSize = 64 * 1024
 	// DirChunkSize is the size of the directory chunk to read