Players can make "personal residences" for themselves. Then when they want to merge said plot into a town they can do so. Also players could make a personal plot outside of the town they are a part of. This would make it easier for players to move their property into a town. If you were using griefprevention it would require more work for the player.

I don't want to use griefprevention because I want all of my protections under one roof. I can't give players worldguard permissions to define regions and if there is no staff online then said player can not get his land protected. He may also be on different time zones of staff so they won't know and could get griefed in the waiting period to get it protected. Then when and if said player wants to merge there plot into a town or create one they can just do some simple commands and be done with it. It does deal with towns, as plots are not towns but are supports that lead up to towns. A player will not go straight into making a huge town in most cases and may not have the money to buy. They start out small with there own plot until expanding. Also, if this feature isn't added, it will discourage players from adding their plots to a town. They may be think "I don't want to go through the hard process of contacting an admin, and getting this moved into the town" or there may not be staff on either or the staff is overwhelmed with requests and the wait will upset players. When player could just have to use some simple commands and boom their plot will be merged into the town.

My idea for allowing players to take their plot with them would not be phyically moving it but it would be removed from the town and personal protection would be placed on it. It would still be in the small location. It would give the player a sense of ownership as their plot is not kept by the town if they leave. This can also be worked out as it is a special flag that is placed on only certain plots and can be worked out by the mayor if he selling lots if they have that flag or not. Then players that want to merge would be more likely to because they would not have that fear that they could lose their property in some way but that can be agreed on between the player and mayor.

In the config you could have so you can define how many blocks a user can get with a perm like in essentials with homes.

Something like

mctowns.personal.vip
vip = 1000

In the config.

I would, as I said before, just keep using both grief prevention and world guard. Both fit different use cases, so unless there is some conflict, that seems to be a good setup.

As it is, I don't want to dedicate resources to implementing this, as I feel it's very easy to work around and is only tangentially related to towns.

Fine. I guess I have to code something then using your API.