One way,you may need to break it up if list comprehension are something new.
List comprehension is very common to use in Python.
with open('number.txt') as f:
lst = [i.strip() for i in f]
print lst
print [float(i.split('$')[1]) for i in lst] #split out $ and make float
print sum(float(i.split('$')[1]) for i in lst) #sum upp all numbers
'''Output-->
['$10.00', '$10.00', '$10.00', '$10.00', '$10.00', '$10.00']
[10.0, 10.0, 10.0, 10.0, 10.0, 10.0]
60.0
'''