I would have 10 houses
Cabin in the Cotswolds - nice for walking trips
House on Lagio maggiore north of Milan - beautiful and convenient to southern Italy, skiing etc
Cabin with sauna on a lake in Finland - I need freshwater and sauna sometimes
West village condo - for New York visits — alternatively big Chicago rowhouse or oak park mansion
House somewhere in a small tourist town in the southwest (Sedona, Moab etc), for biking and getting away from it all (also no light pollution)
Garden district mansion in New Orleans - for the food
House near menton, France - I love the Maritime Alps - alternatively somewhere near the Pyrenees
The Mayan frank Lloyd Wright house in la (main residence)
Captiva island summer house - home for boat for trips around Caribbean, beautiful gulf sunsets
Apartment in Vienna - the center of western civilization