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Updated 3 days ago on . Most recent reply
What would you do if you had this property?
Hey Everyone!
My wife and I are attempting to sell our home that has been a cash flow machine but has had quite a lot of capex and other issues over the last few years.
This property has been a great house hack for us and we have lived for free here however we are moving. It's a pretty high end home for the area but is having trouble selling due to a few design choices of the previous owner as well as I think the age of the home might be turning people off.
Specs and strategies we use: It has a main home, above garage apartment and an ADU in the back yard. We MTR the apartment and STR the ADU. Both bring in exceptional cash flow. We are confident we can MTR the main home as well however after all expenses we will be bringing in around $600 a month in cash flow after accounting for capex, maint, vacancy.
We have been hit with multiple major roof repairs in the last two months because of spring storms and are faced with having to replace our main houses roof as well.
So here's my question: Would you rather fix the issues and continue using the strategies above and wait a few more years to sell, or would you still fix the issues(because you have to, sell ? We are anticipating walking with between $15,000- $30,000 after all taxes and fees.
Thanks in advance and I will do my best to respond to everyone!
Most Popular Reply

If you don't want the headaches, then sell it. For the roof, I'd fix it and sell it. If you are having problems getting it to sell, a new roof can be used as a marketing tool. Many buyers won't have the cash to do a roof replacement up front. Also use the mortgage helpers (ie ADU) as a marketing tool.
Also think about capital gains, if you sell it now, you won't have to pay those; but sell it in 5 years and you will.
Repairs seem to all happen at the same time and then nothing for a while. I've had two hot water tanks (different rentals), most appliances (another rental) and a tree removal (another rental) all within the last year. Just one of those things (or so I tell myself).