Quote from @John McKee:
forget the DST's and pay the taxes. Put your money into mortgage notes earning 10-14%. Your increased yields will offset your taxes in a short amount of time. A DST traps you for a long time and you have to pay commissions and fees on lousy yields of 5%. Maybe you keep the condo since it's the easiest one to manage for your heirs, but then sell off the other two.
very interesting. i know nothing about notes and wonder how long the increased yields would take to offset capital gains taxes. let's pretend it's an estimated $150k in transaction costs (state, federal, repairs, agents fees ..from our accountant) to sell our 1st prop worth between $550-$600k our accountant told us that would likely take a very long time to recoup and honestly I don't know where i would put the proceeds to maximize returns. Bottom line is we have moved from an appreciation model that we did very well over past 20 years to a cash flow model. our appreciation was great when we had w2 income but now we are looking for cash flow income and not as concerned w appreciation. in fact the market is a bit down in 2024 but i know better to worry about that for long. quality properties here are still selling quickly and for over asking if you market and stage them properly. we are in great school district w low crime and highly desirable mid century aesthetic. i also if rates drop a bit i think buyers will be coming back around. and worse case is if we don't get a number we like we would continue to rent the properties. phew.