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The World's Ugliest Buildings

The Portland Building, Portland, OR

Let’s break out the government-building checklist. Small, boring windows? Check. Humdrum off-white masonry? Yes. Terracotta pilasters and shiny blue glass? That, too. The first three levels of the squat, 15-story municipal-services structure are covered in dark green tiles, adding to the bewildering gaudy-meets-tedious tone.

The Ugly Truth: Michael Graves won a competition to design the building in 1982. Postmodernism was all the rage in the ’80s, which explains the randomly-stuck-on historical motifs. “Many buildings from that decade look fake,” says architect Stephen R. Connors, who has his own firm in Warwick, NY.

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