diff --git a/docs/config/lua/wezterm/read_dir.md b/docs/config/lua/wezterm/read_dir.md
index b5519e8ee..bbd233229 100644
--- a/docs/config/lua/wezterm/read_dir.md
+++ b/docs/config/lua/wezterm/read_dir.md
@@ -4,7 +4,7 @@ tags:
  - utility
  - filesystem
 ---
-# `wezterm.read_dir(path)`
+# `wezterm.read_dir(path [, callback])`
 
 {{since('20200503-171512-b13ef15f')}}
 
@@ -22,4 +22,121 @@ for _, v in ipairs(wezterm.read_dir '/etc') do
 end
 ```
 
+{{since('nightly')}}
+
+`read_dir` accepts an optional callback function that can be used on each entry
+of the directory being read with `read_dir`. The callback function should be of the form
+```
+function(filepath, meta)
+  -- do things with the filepath and meta
+end
+```
+where `filepath` is a Lua string of the entry's path and meta is a special `MetaData`
+object for the entry.
+
+If you want to use the function to change the output of read_dir, you should make sure
+to return values in one of the two following forms:
+```
+bool,
+{ bool, integer },
+{ bool, integer, integer },
+{ bool, integer, integer, integer },
+and so on...
+```
+
+If the function returns `true`, then the given `filepath` will be included in the output
+of `read_dir`, and if the function returns `false`, then the given `filepath` will be
+excluded from the output.
+
+If you return an array `{ bool, integer... }`, then the boolean will have the same meaning
+as above, and the integers will be used for sorting (in the given order). (See below.)
+
+If the function returns anything other than boolean or an array starting with a boolean,
+or if we don't include the optional function at all, then the default behavior is to include
+all `filepath`s.
+
+The `MetaData` object (and thus`meta`) contains information about the entry (either
+a directory, a file or a symlink), which can be accessed with the following methods:
+
+* `is_dir` - returns true if the entry is a directory and false otherwise
+* `is_file` - returns true if the entry is a file and false otherwise
+* `is_symlink` - returns true if the entry is symlink and false otherwise
+* `is_readonly` - returns true if the entry is readonly and false otherwise
+* `secs_since_modified` - returns an integer with the number of seconds since
+  the entry was last modified
+* `secs_since_accessed` - returns an integer with the number of seconds since
+  the entry was last accessed
+* `secs_since_created` - returns an integer with the number of seconds since
+  the entry was created
+* `bytes` - returns the size of the entry in bytes
+
+### Examples
+
+If we want `read_only` to return the name (not path) of all folders and symlinks that
+are not hidden files or folders (i.e., not starting with a `.`) in the home directory,
+and then sort them first by the time since we last accessed the entry and thereafter
+by the length of the filepath, we can do the following:
+
+```lua
+string.startswith = function(str, start)
+  return str:sub(1, #start) == start
+end
+
+string.basename = function(s)
+  return string.gsub(s, '(.*[/\\])(.*)', '%2')
+end
+
+local wezterm = require 'wezterm'
+local home = wezterm.home_dir
+
+for _, v in
+  ipairs(wezterm.read_dir(home, function(filepath, meta)
+    return {
+      (meta:is_symlink() or meta:is_dir())
+        and (not filepath:basename():startswith '.'),
+      meta:secs_since_accessed(),
+      #filepath,
+    }
+  end))
+do
+  wezterm.log_info('entry: ' .. v:basename())
+end
+```
+
+Note: The purpose of sorting multiple times is that each sort don't swap equal values,
+so if we for example have a lot of entries with the same length filepath, then we can
+make sure that entries of each length are additionally sorted by when they were last
+accessed.
+
+If we want a list of the path of all files of size at least 1kB and a most 10MB
+that we created less than a year ago, and that is sorted from oldest to newest by creation
+time, we can do the following:
+
+```lua
+local wezterm = require 'wezterm'
+local home = wezterm.home_dir
+
+local year_in_secs = 60 * 60 * 24 * 365
+
+local tbl = wezterm.read_dir(home, function(filepath, meta)
+  return {
+    meta:is_file()
+      and (10 ^ 3 < meta:bytes() and meta:bytes() < 10 ^ 7)
+      and (meta:secs_since_created() < year_in_secs),
+    -meta:secs_since_created(), -- we do minus to reverse the order
+  }
+end)
+wezterm.log_info(tbl)
+```
+
+If we just want to list all directories in the home directory, we can do the following:
+```lua
+local wezterm = require 'wezterm'
+local home = wezterm.home_dir
+
+local tbl = wezterm.read_dir(home, function(filepath, meta)
+  return meta:is_dir()
+end)
+wezterm.log_info(tbl)
+```
 
diff --git a/lua-api-crates/filesystem/src/lib.rs b/lua-api-crates/filesystem/src/lib.rs
index e49fd93a0..9c7858f63 100644
--- a/lua-api-crates/filesystem/src/lib.rs
+++ b/lua-api-crates/filesystem/src/lib.rs
@@ -78,7 +78,9 @@ async fn read_dir<'lua>(
     let mut dir = smol::fs::read_dir(path)
         .await
         .map_err(mlua::Error::external)?;
-    let mut entries = vec![];
+    let mut entries: Vec<String> = vec![];
+    let mut sort = false; // assume we are not sorting
+    let mut sort_by_vec: Vec<Vec<i64>> = vec![];
     while let Some(entry) = dir.next().await {
         let entry = entry.map_err(mlua::Error::external)?;
         if let Some(utf8) = entry.path().to_str() {
@@ -86,21 +88,40 @@ async fn read_dir<'lua>(
 
             // default behavior is include everything in the directory
             let mut include_entry = true;
+            let mut sort_by: Vec<i64> = vec![];
             if let Some(func) = &function {
-                include_entry = match func.call((utf8.to_string(), MetaData(meta))) {
-                    Ok(mlua::Value::Boolean(b)) => b,
+                match func.call((utf8.to_string(), MetaData(meta))) {
+                    Ok(mlua::Value::Boolean(b)) => {
+                        include_entry = b;
+                    }
+                    Ok(mlua::Value::Table(tbl)) => {
+                        let mut iter = tbl.sequence_values();
+                        match iter.next() {
+                            Some(Ok(mlua::Value::Boolean(b))) => {
+                                include_entry = b;
+                            }
+                            _ => (),
+                        };
+                        while let Some(Ok(mlua::Value::Integer(i))) = iter.next() {
+                            sort = true;
+                            sort_by.push(i)
+                        }
+                    }
                     Err(err) => {
                         return Err(mlua::Error::external(format!(
                             "the optional read_dir function returns the error: {}",
                             err
                         )));
                     }
-                    _ => true,
+                    _ => (),
                 }
             }
 
             if include_entry {
                 entries.push(utf8.to_string());
+                if sort {
+                    sort_by_vec.push(sort_by);
+                }
             } // if include_entry is false, don't add entry to entries
         } else {
             return Err(mlua::Error::external(anyhow!(
@@ -109,7 +130,30 @@ async fn read_dir<'lua>(
             )));
         }
     }
-    Ok(entries)
+
+    if sort {
+        let mut sorted: Vec<String> = entries.clone();
+        for i in 0..sort_by_vec[0].len() {
+            let sort_by_ivec: Vec<i64> = sort_by_vec.iter().map(|v| v[i]).collect();
+
+            let mut zipped: Vec<(String, i64)> = entries
+                .clone()
+                .into_iter()
+                .zip(sort_by_ivec.into_iter())
+                .collect();
+            zipped.sort_by_key(|pair| pair.1);
+
+            sorted = zipped
+                .iter()
+                .map(|pair| pair.0.clone())
+                .map(|s| s.to_string())
+                .collect();
+        }
+
+        Ok(sorted)
+    } else {
+        Ok(entries)
+    }
 }
 
 async fn glob<'lua>(