Poniższe zapytanie powinno wystarczyć.
Twoje dane wejściowe i wyjściowe są różne w drugim rzędzie, uruchomiłem je dla danych wyjściowych
select id, DATE_FORMAT(start_Date, '%Y-%c-%d') as Start_Date,
DATE_FORMAT(end_date,'%Y-%c-%d') as END_Date,
group_concat( distinct(DATE_FORMAT(aDate, '%Y %M '))) as Descp
from (
select ss.end_date - interval (a.a ) month as aDate from
(select 0 as a union all select 1 union all select 2 union all select 3
union all select 4 union all select 5 union all select 6 union all
select 7 union all select 8 union all select 9) a, Contracts ss
) mon, Contracts sa
where aDate between sa.start_date and sa.end_date
group by id;