My current townhouse is like that too. Horribly horribly managed. They waste an unbelievable amount of money. For example:
-Last year when we had a very harsh winter some of the shrubs weren't coming up right away. The association offered to replace them for everyone (which many did)....i stuck it out and mine were up and healthy, just a few weeks late. Thousands of $$$s wasted
-They have painted the garage doors and trim 3 times in 5 years, slightly different colors. Thousands wasted again
i could go on, but the point of the story is when i moved in there were $170 / mo association fees, now 5 years later there are $290 / month association fees and they are currently finishing a special assessment which has made my effective payment $350 / month (its over this year, word on the street is its starting again next year though).
i really thought about renting it out but there is no way i could find a renter willing to pay enough to counteract those fees and still walk away with any cash flow. we just moved to a single family home and close on selling the townhouse in a few weeks. hopefully nothing goes wrong with the sale i never want to see that place again.
When i see an association run like that the only thing i can think of is run, run quickly, and don't look back. When anti-mustachians are in charge of your money, YOU LOSE!!!