The problem with this approach is a boat may be cheaper in Mexico, but
parts for them are NOT. Labor costs are very low, but YOUR labor is free, so that doesn't help much.
Radio,
generator,
water maker,
engine,
sails,
rigging,
paint, etc, is pretty much all imported, they charge duties on them as well.
My
research showed
Florida is a good place to find a boat if you intend to buy older and cheaper and then refurbish it in Florida.
I think the sfbay is a good source also, because rents are so high people practically give them away rather than pay $500/mo to keep them once they need
work and are unwanted, for example, this 33ft boat for $1200
But now you must move the boat somewhere else that isn't $500/mo. Fortunately, nearby is the sac
delta, which is such a place. I pay $50 month in the yard.
I still think you are well advised to buy a trailered sailboat to get started,
they are much easier to sell when the time comes to upgrade, and because you can easily move them those $500/mo slips won't be needed.
And because they are much simpler, easier to fix and learn on.
MacGregors are common, here is an older 25ft one $2000,
JackB