@Fay Chen Just a few random thoughts after reading the thread (interesting read by the way).
-- I've looked at condos in Pasadena and some of the HOAs seem pretty outrageous ($600 - to almost $1000). HOA period, dissuades me from condos, but that's just me. One of the things about HOAs is that if they were low, the association is often not very well funded, which could lead to poor upkeep/condition of the building, impending HOA increases, or special HOA assessments later on. If you'll be purchasing a condo with low HOA pay special attention to the overall condition of the property. Ask about how well funded the HOA is. And check for deed restrictions that would make it difficult to sell. On the other hand, paying a high HOA pretty much just sucks and makes renting rather than buying a bit more attractive.
-- Pasadena has appreciated a lot in the last few years. A nice chunk of it has come from Chinese buyers, especially younger folks with parent money. This makes it harder to not overpay especially with FHA. I don't see this letting up. But if it becomes less convenient for these buyers due to global economic or geopolitical reasons, Pasadena would be affected more so than other communities, IMO.
-- I'm sure you've considered adjacent communities. I really like west Alhambra up by Main and Poplar, and further west into El Sereno. Some of the homes are gorgeous, and cheaper than Alhambra, San Gabriel and of course South Pas. I think there are much better appreciation opportunities here. Also I really like the Lincoln Corridor in Alta Dena is interesting with the Cafe de Leche and all.
Congrats for moving so far along in REI! Good luck on your next property!