Greetings and salutations and welcome to Lamborghini Talk, ruslan1987!
If you're in Brooklyn, I will suggest that you also have a second car as your daily driver! I hear NY potholes are a killer these days...
Anyways, your budget is pretty wide. It will encompass some nice pre-LP as well as some early model LP models. The best for resale (lowest depreciation likely) would be the 04/05 models which are around the bottom of your budget at ~$100k, but these have tall gears (so poorer acceleration) and might not have the front lift system (04 definitely doesn't, some 05 might have as an added option). As such, I'd recommend going to 07/08 if you want a pre-LP thought these have an asking price of $120k-$140k.
If you can swing it, and don't mind taking the risk of more depreciation, then I'd recommend an LP car...possibly an 09 or 10. The LPs are better in many ways, but most notably the transmission. These currently have an average asking price of $140k-$150k, and so fit in at the top of your budget.
Right now, gated manuals seem to be holding their value better, and will likely be the first ones to start appreciating in value in the future. If you want a gated manual, you're pretty much limited to pre-LP. There are few LP gated manuals and when they come up for sale, they usually have a decent premium attached (right now, there are only 2 LP gated manuals that I know of on Autotrader (as of 12/01) and they are both 2012, one with an asking price of ~$250 and the other at ~$165).
As for maintenance, you're probably looking at the usual stuff ... plus an occasional clutch. These are much more reliable cars than exotics in the past. Clutch wear is still common simply because of the power and how the car uses it. Even then, with proper usage, a clutch will last you for thousands of miles. Usual maintenance (outside the clutch) will not be too bad, though it will likely be significantly more than a "regular" car. You can contact your nearest dealer or your favored mechanic (assuming he has experience with Lambos) to find out how much things like oil/filter/lube, tire replacement/rotation/balancing, brake rotors/pads, etc. will cost. These costs can vary by mechanic, so it is hard to nail down. As for possible dealership costs or average yearly costs, I'll let others with more experience give a more definitive answer.
If you're handy with cars and like doing as much maintenance as possible by yourself, then you're in luck. If you ever get in a jam, you can ask here as there are lot of people have likely experienced the exact same thing or something similar.
Good luck in your search and feel free to ask opinions on vehicles you are considering.
