diff --git a/lua/nvim-tree/populate.lua b/lua/nvim-tree/populate.lua
index f1bd312b..7bd858ba 100644
--- a/lua/nvim-tree/populate.lua
+++ b/lua/nvim-tree/populate.lua
@@ -4,7 +4,8 @@ local luv = vim.loop
 local utils = require'nvim-tree.utils'
 
 local M = {
-  ignore_list = {}
+  ignore_list = {},
+  is_windows = vim.fn.has('win32') == 1
 }
 
 local function dir_new(cwd, name, status, parent_ignored)
@@ -34,12 +35,18 @@ end
 
 local function file_new(cwd, name, status, parent_ignored)
   local absolute_path = utils.path_join({cwd, name})
-  local is_exec = luv.fs_access(absolute_path, 'X')
+  local ext = string.match(name, ".?[^.]+%.(.*)") or ""
+  local is_exec
+  if M.is_windows then
+    is_exec = utils.is_windows_exe(ext)
+  else
+    is_exec = luv.fs_access(absolute_path, 'X')
+  end
   return {
     name = name,
     absolute_path = absolute_path,
     executable = is_exec,
-    extension = string.match(name, ".?[^.]+%.(.*)") or "",
+    extension = ext,
     git_status = parent_ignored and '!!' or status.files and status.files[absolute_path],
   }
 end
diff --git a/lua/nvim-tree/utils.lua b/lua/nvim-tree/utils.lua
index 0115f56e..ddb3746c 100644
--- a/lua/nvim-tree/utils.lua
+++ b/lua/nvim-tree/utils.lua
@@ -169,4 +169,17 @@ function M.merge_sort(t, comparator)
   split_merge(t, 1, #t, comparator)
 end
 
+---Matching executable files in Windows.
+---@param ext string
+---@return boolean
+local wexe = vim.split(vim.env.PATHEXT:gsub('%.', ''), ';')
+local pathexts = {}
+for _, v in pairs(wexe) do
+  pathexts[v] = true
+end
+
+function M.is_windows_exe(ext)
+  return pathexts[ext:upper()]
+end
+
 return M