Well with the compressor running.... it truly is helpful (and I know not exactly easy to produce without a gauge set - which is a GREAT tool) to have high and low side readings... at the risk of sounding like that is some "holy grail" it is the fastest and best way to diagnose many things quickly in AC.
One question I have is whether you are getting "cold" at the evaporator.... in the passenger side near the firewall there is a round cylinder with pipes running into and out of it... see if either one feels cold... (one of those goes to the evaporator). If so, we need to see if maybe your heater controls are mixing cold and warm air....
If not... then the list grows. Condensors are passive devices, and as such rarely "go bad". (They can get so contaminated in a system failure as to need replacing but that is only to prevent them from "seeding a new failure) If you have metal slivers or other bad things floating around in your system (usually a system in compressor failure) the expansion valve can get filled up/plugged with "crud" and no cooling results... Also a failed compressor (as in a reed valve) can make the compressor unable to move refrigerant, hence no cooling. Both of those can be diagnosed from pressure readings. (Starting to see why those can be so helpful?)
Now, you have enough pressure in the system to run the compressor (25 psi or so). Refrigerant though a gas does not behave like air.... static pressure in a non-operational closed system with a charge of at least 50% will read the same as a full charge will (in psi) - more or less pressure equals temperature in degrees F. So measuring the pressure in AC really needs to be done with it operational, which yours is. Does your compressor kick in and out quickly? A system in good shape with a short charge will do that... when the compressor kicks in, the low side is quickly drawn down below 25 psi, and the compressor cuts out.... the system pressure (high/low) equalize and soon there is 25 psi and it kicks in, only to repeat and repeat the cycle. If yours is not doing that, something more sinister is at work. If it is it just needs refrigerant.
So I guess next questions are... do you feel a cold pipe into the evaporator? and...Is it cycling?