Hmmm. I've thought for awhile that selling the island property might be advantageous to you Lighter. You have the Lake House property, are still highly engaged with the girls -- and it sounds like, sometimes, it's a bit overwhelming. If you think that it's in about as good a shape as you can make it, maybe explore the possibility with a realtor who specializes in that kind of property. (Now is decidedly a bad time to try to sell. in general though. See: higher loan interest rates, shaky economy, and inflation.)
That said, I kinda miss the little cabin I sold south of here. Yes, I have all the privacy I could want on the farm. Enough land to be able to go out on the porch nekkid to world (if I so desire) and just scream - without anyone hearing me. The ability to go park my butt SOMEWHERE ELSE, for a weekend/week - for solitude, meditation, decisions, or just change of scenry seems to be something I need, from time to time. As much as I hear about other people's lives - it's not just me, either. But, there were so many downsides to keeping that property - even though I'm only a couple hours away.
Driveway maintenance, landscaping, critters, house upkeep (or winterizing), the usual chores/upkeep that one does at "home" is doubled if one owns a rental or vacation property. I wanted a slower, less burdened lifestyle. It feels free-er; fewer obligations & responsibilities. Maybe that's what's starting to bubble up for you?