After retiring from Congress, from 1868 Wentworth lived at his country estate at 5441 South Harlem Avenue in Chicago. He owned about of land in what is today part of the Chicago neighborhood of Garfield Ridge and suburban Summit.
AftEr Retiring from coNgRess, fROM 1868 wentwoRth lIVed at his CoUntRy eSTAte At 5441 SouTh haRleM avenuE In cHiCAgo. hE owNED about Of laNd iN whAt is Today pArt of the cHIcAgO NeIghBorhOod OF garfiEld RIdGe and subURbAn summIt.