Re: converting to center console
It would be a lot simpler to pull the outboard off and sell the boat/trailer, then buy the boat you want. It can be done but you will spend a fair amount of time and money doing a conversion.
I found a center console that needed a rebuild, so I ended up with a CC with new transom , stringers, fuel tank etc. Paid $700 and spent around $2K.
Thing is, you're gonna start chopping it up only to find the wood substructure is due for replacement, they're usually worth more in their stock configuration.
Good advice here^^^
Go and get the boat that suits your style.
If you chop up that one, it will only apeal to you!
In other words, if you try to sell it, not very many people will want a cuddy turned into a CC. Even if you're an expert craftsman!!
FYI I did this to a 27' fly bridge, cut the top/cabin off, put in a huge center console and a tower. I also made a low dodger to shield from the elements on rough days. A foot wide gunnel all the way around the hull, side to side framing etc etc etc.
As a 27' center console it was a better boat for me and easier to sell when it was it was time to move on.
There are not many 'cheap' 27' cc around, but literally hundreds of fly bridge boats!!!!
As for turning a 19' cuddy to a cc ...find the boat you need!