52 Oakledge Road Bronxville, NY 10708

One of the closest communities in Westchester to New York City, Bronxville shares little with its similar-sounding borough beyond their first five letters, a river, and its eponymous parkway, followed by a paved bike trail that’s just gushing with flora and fauna. Look below the surface of this buttoned-up suburb and you’ll find historic links to America’s greatest creative minds, from muralist Violet Oakley to beat generation luminary Lawrence Ferlinghetti. Modern Bronxville took shape at the hands of developer William Lawrence, who built a hilltop cluster of artful homes by such noteworthy architects as William Bates and Charles Lewis Bowman, perfectly shelved on yellow brick roads. You’ll find the latter still standing proud, soaring above a cultured business district with upscale clothiers, courtyard trattorias, a charming bookshop and a coffee house straight out of Dead Poet’s Society, beloved by professionals and Sarah Lawrence collegiates alike.