Though San Francisco and New York are generally considered the pinnacles of pricey property, Boston very much holds its own. If it's not a $15,000,000 listing right off the city's Public Garden, it's a $5,000-a-square-foot one off the same said green. And if it's not either of those, then it's this monster: A 26-room, 14,871-square-foot mansion in Back Bay, asking a cool $20,000,000. That makes it far and away the most expensive house on the Boston sales market and second overall to that dictatorial floor-through condo in the under-construction Millennium Tower—being designed by New York firm Handel Architects—that's daring someone to pay $37.5M.
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