@Amit M. The rent control on the building was absolutely killing me. The building was four flats, and the entire sq ft. of the buidling was 6,600 sq. ft. One flat was a 4/2 and their rent was over $1,200. The tenants have been living there since 1991. Plus, with the SF Rent Board allowing only 0.5 ppt or 1ppt of rent increase a year, that's not adding much to an already low number. The other flats were 4/3 and 5/2 and i was only getting $2,200 max on them. These other three floors had tenants who've been living there since 2000. These tenants will end up being multi-generational and have no intention of ever moving out.
I hired a lawyer and very delicately brought up the subject of a buyout. None of them were interested. Other owners in my vicinity ended up forking over close to $250K to buy out each of their tenants. For $50K each, I would have bought out each of my tenants, but not at $250K a pop.
My building brought a TON of interested buyers and investors. But most of them walked away when they noticed the tenants were going to be multi-generational and that buying them out would take significant capital ($750K-$1M).
Because of severe rent-control, i would not be receiving much in terms of long-term appreciation (especially since none of the tenants intend to ever move out). The building now was valued the same as before the 2008 financial crisis. The very low rent-controlled rents was literally becoming a nail sealing up my coffin.
As a result, I was able to sell the building at a sub-3 cap rate. To put it in perspective, what I will get on a cash-on-cash return basis on a large multi-unit property in the Sacramento-Fresno range will dwarf the gross rent I received on an annual basis from the SF apartment building.
As a Finance Director at a soon to be IPO tech company, every set of numbers I analyzed told me the same story...sell the building. Add to that the building was built in 1900 (it survived the 1906 earthquake) and it was becoming a significant constant money pit because on-going maintenance required.