A semi-final bout with the Phoenix Park winners is up for grabs on Tuesday night.
Redcar Athletic have been offered the possibility of a third straight home tie in the WOODSmith Construction Senior Cup.
Should the Steelmen topple Richmond Town in Tuesday night’s quarter-final, a date with Boro Rangers or Pickering Town will await as per the final four.
Redcar last reached the semi-finals of the competition in 2022, bowing out before a rapturous Green Lane at the hands of then Northern Premier League outfit, Scarborough Athletic.
This time, both potential opponents make up step five of the non-league pyramid, with Boro Rangers fellow Northern League compatriots, whilst Pickering made the switch to the Northern Counties East League in the summer.
The other semi-final tie will be contested by Guisborough Town or Scarborough Athletic, and Northallerton Town or Whitby Town.
Marske United have withdrawn from the competition.