I'm not now, nor have I ever been a homeowner (so take everything I say with a grain of salt), but when I'm faced with these types of decisions, I try to break the costs down a few ways, and I often find it helps.
Here's how I try to break things down.
To just fix the furnace and AC unit now we'll cost $1000. You estimated $50-$75 a month savings from new units, so that's either $3000 ($50 * 60 months) or $4,500 ($75 * 60 months) extra costs over 5 years with the old units. While I'm not a home owner and really don't know about this stuff, do you really think that's the last repairs over the next 5 years it needs? From my experience driving beat up cars, ya it will be $1000 to fix it now, but it won't be long before something else breaks down adding more costs.
So it's all about which side of the equation looks more attractive to you. Would you rather spend:
$1,000 + $4,500 + unknown future repair costs + time/energy dealing with it
or
$8,200 + more comfort + less hassle.
Another way I look at it (especially if you end up never moving or staying in your house for a long time) @$75 per month savings, the units pay for themselves in a little over 9 years. @$50 savings, the units pay for themselves in a little over 13 ½ years.
Also in 5+ years if you did want to move, while these new units probably wouldn’t increase your home’s value, I bet those old units would decrease the value. So there’s that to think about too. (Although maybe not, units from the 90's don't seem that old).
Another way to look at it, if you wanted to pay the new units off in 5 years, with no interest, it would be $137 month, but factor in $75 monthly energy savings, you’re down to only having to pay $62 more per month (or $87 a month with $50 savings). Spread the $1,000 you’d have to spend to fix your existing units into the payments as well over 5 years, and that takes another $17 off your bill. So you could be down to just having to pay between $45-$70 more per month over the next 5 years. Would you pay that a month for more comfort, less hassle, and I assume some kind of warranty? Or would you rather have a few extra dollars, but more hassle, less comfort, and no guarantee something else doesn't break too?
Those are my thoughts, but you probably already did that math yourself, so ya I was probably no help lol. Me, I'm a cheapskate though. I'd just deal with the old units, not even fix them, and not run the heat or AC at all, and just save all my money
