Your numbers are currency values. So as pointed out in the comments below, it might make sense to use Python's decimal module which offers several advantages over the float datatype. (See link for further information.)
If, however, this is only an exercise for better getting to know Python, as I suspect. You might look for a simpler solution:
The reason, why your sorting doesn't work, is because your numbers are stored in the list inside another list as a string. You have to convert them to integers or floats before sorting has the effect you're looking for:
numbers=[
['$10014.710000000001'],
['$10014.83'],
['$11853.300000000001'],
['$19060.010000000006'],
['$2159.1099999999997'],
['$3411.1400000000003']
]
numbers_float = [float(number[0][1:]) for number in numbers]
numbers_float.sort()
print(numbers_float)
Which prints:
[2159.1099999999997, 3411.1400000000003, 10014.710000000001, 10014.83, 11853.300000000001, 19060.010000000006]
When you look at float(number[0][1:]), then [0] takes the first (and only) number of your (inner) number list, [1:] strips the $ sign and finally float does the conversion to floating point number.
If you want the $ sign back:
for number in numbers_float:
print("${}".format(number))
Which prints:
$2159.1099999999997
$3411.1400000000003
$10014.710000000001
$10014.83
$11853.300000000001
$19060.010000000006