Notice in the documentation for difflib.get_closest_matches():
difflib.get_close_matches(word, possibilities, n=3, cutoff=0.6)
Return a list of the best "good enough" matches. word is a sequence for which close matches are desired (typically a string), and
possibilities is a list of sequences against which to match word
(typically a list of strings).
Optional argument n (default 3) is the maximum number of close matches to return; n must be greater than 0.
Optional argument cutoff (default 0.6) is a float in the range [0, 1]. Possibilities that don’t score at least that similar to word are
ignored.
At the moment, you are using the default n and cutoff arguments.
You can specify either (or both), to narrow down the returned matches.
For example, you could use a cutoff score of 0.75:
result = [difflib.get_close_matches(x.lower().strip(), sent.split(), cutoff=0.75) for x in list1]
Or, you could specify that only at most 1 match should be returned:
result = [difflib.get_close_matches(x.lower().strip(), sent.split(), n=1) for x in list1]
In either case, you could use a list comprehension to flatten the lists of lists (since difflib.get_close_matches() always returns a list):
matches = [r[0] for r in result]
Since you also want to check for close matches of bigrams, you can do so by extracting pairings of adjacent "words", and pass them to difflib.get_close_matches() as part of the possibilities argument.
Here is a full working example of this in action:
import difflib
import re
sent = "The boy went to twn and bought sausage and chicken. He then picked a tddy for his sister"
list1 = ["town", "teddy", "chicken", "boy went"]
# this extracts overlapping pairings of "words"
# i.e. ['The boy', 'boy went', 'went to', 'to twn', ...
pairs = re.findall(r'(?=(\b[^ ]+ [^ ]+\b))', sent)
# we pass the sent.split() list as before
# and concatenate the new pairs list to the end of it also
result = [difflib.get_close_matches(x.lower().strip(), sent.split() + pairs, n=1) for x in list1]
matches = [r[0] for r in result]
print(matches)
# ['twn', 'tddy', 'chicken.', 'boy went']
