Continuing outside the box for a moment......it was not unusual for a widow/er to be found re-marrying within a year of their late spouse's death or to have been widowed more than once and re-married more than once. I have come across several such examples.
At the moment, the assumption seems to be that Hannah was Christopher Redmond's second wife, when, if indeed he was even the same Christopher listed by Jemima and Elizabeth, perhaps she was his third.
So, if Jemima and Elizabeth were born pre Christopher's marriage to Hannah in1847, but post Christopher juniors c1830s birth, this allows for the possibility that Christopher snr may have been married in-between and for any potential second wife to have brought two daughters to the marriage (if such a second wife existed, she too may have been widowed).
The above is obviously just an attempt to show that you might consider other solutions/possibilities for your conundrum of Jemima and Elizabeth both stating their father was a Christopher/Christie Redmond (Elizabeth's marriage record has Christie rather than Christopher), yet neither of them being included in the will of the, at present, only potential candidate, the widower Christopher Redmond who married again in 1847, nor his wife of 1847's will either.
Of course, the Christopher/Christie named by Jemima and Elizabeth could have been an entirely different and as yet unaccounted for chap, or, just as easily, have been a 'red herring' made up father's first and/or second name, and they both have been daughters of an unmarried Redmond or otherwise female, for example.
Re Cupples...I noticed that Samuel Cupples born 1866 has Samuel Redmond Cupples on his headstone and you also referred to him as such. His birth registration was only recorded as Samuel Cupples (albeit Redmond could have been included in any subsequent baptism).
Do you know if any of Jemima or Elizabeth's descendants have gone down the DNA route?
On a point of interest and for further consideration given use of Christie in Elizabeth's marriage record, Christopher jnr, when registering birth of a daughter Barbara in 1867, gives his full name as Christopher albeit signs as Christy, perhaps his father used similar.
Potential red herrings but for additional consideration and checking, given the use of Barbara as forename for one of Christopher jnr's children, and mention previously that Christopher snr had links to property in Seapatrick, County Down, I wonder if there is any significance to a marriage in the Diocese of Armagh in 1829 of a Christopher Redmond to a Barbara Dick. Or that in the same Diocese in 1832, a Jemima Redmond married.
In one visitation entry note in Presbyterianism in Buckna book for 1850, a family of Mr Redmond + wife +
children, the minister has 'Episcopalian' recorded beside them.