Friend of mine bought 1986 Freedom 36 in bristol condition for less than 3/4 of your budget at beginning of the season. It is huge 36 footer, it can sleep two couples in two separate cabins, and have a room for another couple and a kid in main salon. The boat has every possible system, including freezer and heater, has a locker to put two bikes and a dingy in. Boat is designed for single handling, it is extremely easy to sail and it is not a slow boat. Very nice interior, high quality construction, very good boat overall...
The only repair he has done to the boat - replaced jib stay (the only wire in the design)
He told me that he wanted to do something with the boat but he can not find a place on a boat to plant his energy.
There are many boats which fit your need. You can find O'Day 37, plain, but robust for $35000....
Last edited by CrazyRu; 11-02-2009 at 11:23 PM.