Do you have a layout in the house that would allow 100% living in a single story?
Kitchen, Bath, Master Bed, Living Room, laundry, etc?
Also, can you hire yard help? Do you depend on farm income?
We actually looked at the first floor when we weren't certain where my mother in law was going to stay. Her husband passed away in 2021, and my dad was still living in the basement and my mother in law wasn't certain if living by herself was the right thing.
With zoning for any new structures we wanted to put on the property, we looked at perhaps redoing the garage as a bedroom / bathroom remodel, but at the end of the day, mother in law ended up feeling fine living by herself a hour south of us, and we decided the layout would feel too funny having a bedroom coming right into the kitchen after that.
Way it's laid out now is office, living room, kitchen, laundry half bath on first floor, 3 bedrooms 2 full baths on the second floor, and bedroom and full bath in the basement with a refrigerator and wet bar counter area. Basically the basement is laid out so that my dad could live down there without needing us for much of much, other than my wife's home cooked meals LOL.
No farm income. We bought the place with 6 acres and bought the additional 30 or so so no one could use the land for anything (we just didn't want anyone to be able to build). We also wanted any future children to be able to play outside and get lost in the woods if they wanted to.
My wife is from Vermont, my dad was career military so I grew up all over the place growing up. As I grew up, I ended up working all over the the Northeast myself. Didn't buy this place until I was in my early 40's. Hard to explain, but home is where the heart is, and although we like the area, other than being around my MIL now, we don't feel tied to the place if that makes sense.
What we'd like is 3 to 4 acres max, 1,500 or so sq feet, single level, detached garage. House would need 3 bedrooms 2 full baths. One for MIL as back up on what happens with her, and one for the son who would hopefully visit LOL