Was just thinking the other day, and throughout the mods & DLC content, my character is only lvl 50 and has quite the empire !
Owns Breezewood Home in Whiterun, all 3 hearthfire houses, Tower from Helgen Reborn, Heljarchen Farm, and now will eventually get the castle in Become Jarl of Whiterun. Not to mention he has a room from doing College of Winterhold, place in thieve's guild, from doing Thieve's Guild Quest, and of course the Dark Brotherhood lair by Dawnguard. Ohh yeah the Nightinggale place too lol.
He's always has actually lived in Winstad House though. Planning another playthrough to live in Tower in Helgen (that place is beautiful), but might decide to move this character there, unsure yet, probably want to see the castle from Ivarstead first.
Funniest thing though, I've never actually downloaded anything for the player home.
What kind of an empire does your modded Skyrim character have?