2. General Motors Building $2.8 Billion
The General Motors Building at 767 Fifth Avenue (where the Fifth Avenue Apple store cube is) has had numerous record breaking deals. The building is located between 58th and 58th Streets next to Central Park, with notable nearby buildings including the Plaza Hotel, the Sherry-Netherland Hotel, and Bergdorf Goodman.
In 1998, Donald Trump and Concesco, a financial services company, bought the building for $178 million and sold it in 2003 for $1.4 billion to the New York City-real estate company, the Macklowe Organization. Then in 2008, Macklowe sold it for $2.8 billion to a joint venture between Goldman Sachs Real Estate Opportunities Fund, Boston Properties, and Dubai-based Meraas Capital. It was the largest-single building transaction in 2008 and would not be rivaled until 2015. It has a current estimated value of $3.4 billion.