I might start with the subpanel first and leave enough main feeder wires for future upgrade if I decide to add the isolation transformer later on when save enough dought.
If you are thinking down the road you may install a transformer then I would install a 120/240V feeder. The problem I see with your situation is the distance from the main panel to the loads, 125 feet...... Jmho, unless you feed the sub panel with at least #4 awg cu I do not believe you will realize any benifit from your audio system. Still terminate the feeder at the main panel on a 2P60 amp breaker. You could get by with a #6 awg cu equipment grounding conductor. How tough would it be to run a 1" EMT conduit? 3 #4awg THHN cu / 1 #6 awg THHN grd.
So in theory is the transformer will keep the secondary voltage constant and clean. No power conditioner is needed for the audio systems.
Somewhat more constant, voltage fluctuations on the primary side of the xfmr will be half that on the secondary side. Clean yes, though some guys also install another small iso xfmr for digital loads. This helps stop the digital noise from traveling back on the power cord of the digital gear and reentering the analog gear.
Nobody ever said this hobby was cheap....
Jim