NOT !!
While yes there will be some very costly years. The ones that the engine takes a dive, or the standing rigging has to be replaced. But for the most part it will be far less then that,"If" you keep up on regular maintance and havent bought a "project boat" *Note* just because it looks pretty at first inspection dosent mean it's not a project boat! for the kind of money your talking you will want 3 surveys done.1) Rigging2) Hull3) MechanicalIf you want to add the extras, ie: bow thruster, new electronics through out, or have an accedent, like hit a dock, hard grounding then you could go over that figure. But thats what insurance is for right. There comes a point in many boats lives that a mager refit is called for. This can cost a LOT!! Maybe as high as 1/3 to 1/2 the cost of replacement for a like used boat. ( Also remember that this is baced on Yard labor" if you can do it your self it's way less . I however have a theroy about these boats in that regular maintance, replacement and or upgrades were not preformed as needed, but the owners wait untill systems start failing then patch or cobbel it togather then wait for the next crises. Sort of a "ride it hard put it away wet" mentality. There is another type of owner . The rich one. That does spend a lot of money yearly to have OTHERS do everything for him and or refitt his boat often just because he can. He will spend at least that amount. But if your here asking I doubt your in that catagory.I have a 41' I spent about 4000.00 last year. 1500.00 absolutly needed 2500.00 upgrades that could have been streched out. Will there be a time it cost's more? certinly as mentioned above. Standing rigging, running rigging ,Sails, refrideration ect. all wear out but so does your house roof, septic system, concrete driveway ect. just not every year.Bottom line... "You dont make your money when you sell you make your money when you buy" So buy wisely