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The 'Last King of Boston' Lists Impeccable Florida Escape

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Location: Naples, Fla.
Price: $22,900,000
The Skinny: Described by the Boston Globe as a "a legendary Boston power broker" and by Boston Magazine as the "last king of Boston," ad man Jack Connors took his leave from back room politics, and New England winters, at this expansive waterfront mansion in Florida. Currently listed for $22.9M—more, it must be noted, than any mansion in the Boston area—the five-bedroom, eight-bath manse sits on 1.6 landscaped acres along the serpentine canals of Naples' Port Royal neighborhood. The house was built in 1996, but underwent a substantial renovation in 2007, and now is in showplace condition, even if the beachy look isn't for everyone. Connors bought the property in 2006 for $16M, and stands to make a healthy profit, provided the renovations weren't outrageously expensive.
· 1100 Spyglass Ln [Sotheby's International Realty via Zillow]
· The Invisible Hand of Jack [Boston.com]
· Is Jack Connors the Last King of Boston? [Boston Magazine]