Use XP_CMDSHELL To Get All File Names With Size In A Directory

To get all the files with their filesize in a directory use xp_cmdshell with a temporary table
After the temporary table is populated you will be able to sort the result set any way you like


CREATE TABLE #tempList (Files VARCHAR(500))

INSERT INTO #tempList
EXEC MASTER..XP_CMDSHELL 'dir c:\ '


--delete all directories
DELETE #tempList WHERE Files LIKE '%<dir>%'

--delete all informational messages
DELETE #tempList WHERE Files LIKE ' %'

--delete the null values
DELETE #tempList WHERE Files IS NULL

--get rid of dateinfo
UPDATE #tempList SET files =RIGHT(files,(LEN(files)-20))

--get rid of leading spaces
UPDATE #tempList SET files =LTRIM(files)

--split data into size and filename
SELECT LEFT(files,PATINDEX('% %',files)) AS Size,
RIGHT(files,LEN(files) -PATINDEX('% %',files)) AS FileName
FROM #tempList