There is no perfect home. I think threadstarter's heart is with Telok Kurau and so most important is follow the heart when it comes to your home.
The only disadvantaged small-scale TK development (I won't call them "boutique") vs a medium size Tanamera one are as follows (if u still want some left brained analysis):-
1) Possible carpark problems - pls search for another thread discussing parking problems in TK. Many small development by small developers don't even bother to build basement carpark despite the lack of land (cost cutting), therefore parking is limited on the first floor with limited sheltered parking. So residents are always fighting for those popular sheltered lots. We're not talking about second car here - even first car have to fight for lots and your visitors will dread to come to your house because they have nowhere to park.
2) Cluttered environment - narrow lanes with numerous small developments that specialise in MM nowadays. Not sure what sort of crowd will rent all these inconvenient MMs not near MRT in the future. TK is in between 2 red light areas - Joo chiat and geylang.
3) No MRT - TK unlikely to be near future MRT station. And after chatting with a friend from LTA, while MRT station is not a must have today, it shall become increasingly important in the future.
Having said all of the above, u should just follow your heart.