Buying only if it's particularly tasty or creative or more interesting than another box people sleep in. 

Until you buy the property you are only guessing by taking; reserves, vacancy, repair, capital expense, new grass fund, cash reserves, blue sky fund, I want my spouse to sleep at night fund.  

It is not uncommon for people to sleep on a deal and then wake up in the morning with a change of heart. 

I would like to start looking into that avenue as SFR and small multi are getting cost prohibitive here.Also, dont sleep on the property tax.

Now I can’t sleep.  

I would also mention the hot water radiators keep the heat longer vs forced air.There's a lot to contend with assuming OP has a boiler now and only wants to swap out a boiler without disturbing the radiators and supply lines currently.Now if we are talking blank slate I would do forced air all day long as its cheaper for the unit and running the duct work.

CAN I Sleep Peacefully with my Purchase price?

i'd kick myself for trying to pay off the mortgage.i am a fan of leveraging. not 100%, but as much as i can stomach and still sleep at night. kind of like 401k contributions, but in reverse.that's just my $.02

Tenant agrees not to park and/or store any recreational vehicle, trailer, company owned vehicle, furniture, appliances or any other property on said parking space or said carport without prior written consent of Landlord.Unauthorized vehicles or vehicles parked improperly are subject to tow.Tenant agrees to follow municipal code for proper parking on the street.VEHICLE REMOVAL.Without notice and without liability, Landlord may order removal of any vehicle from any parking space or carport which is unauthorized to park on the premises, is parked illegally or which remains inoperable for a period of fourteen (14) consecutive days.Any vehicle owned by Tenant and remaining on the property after the termination of Tenant’s right to occupancy may be immediately removed by Landlord with full immunity from damages for such removal.Tenant agrees to indemnify Landlord for towing/storage costs incurred.VEHICLE WASHING AND REPAIR.Tenant agrees not to wash or repair vehicles on the premises without prior written consent of Landlord.Activities that cause excessive water runoff, a disturbance to the neighbors, or a public eyesore, will not be permitted.

Right now im just sacrificing all of those things (time, energy, sleep, etc.) so I can pay the bills on time.