Public records have cleared on late-night talk-show host David Letterman’s purchase of a 19.96-acre estate that borders his existing estate in North Salem, N.Y., and they have revealed that Letterman actually paid $4,750,000, and not the $5 million figure that was widely reported, for the land.


Back on March 22, the New York Post’s fine celebrity real estate writer Braden Keil broke the story of Letterman expanding his holdings up in Westchester County by paying what he reported was $5 million for the nearly 20-acre property. On March 27, we published our own take on “Diamond Dave’s” real estate, noting that the purchase would expand the 88.23-acre estate at 193 Baxter Road in North Salem that he purchased back in 1994, also for exactly $5 million.

Now, in a Big Time Listings exclusive, we can report that public records show that the sale actually closed a bit earlier than Keil had reported, on March 2. And the sale was recorded on April 13. Letterman paid $4,750,000, and not $5 million, for the adjacent estate at 155 June Road, buying it through the names of two managers, according to public records—Fred A. Nigro, whose name appears on many of Letterman’s real-estate transactions, and Jon Leffel, whose name is new to us. Nigro is a co-founder of Nigro Karlin & Segal, a well-known CPA firm and also of the celebrity management firm NKS Management. Leffel works for Nigro Karlin’s New York office, in the office of an apparent subsidiary called Assante Business Management.

Now, Dave’s total spread is 108.19 acres. His newest acreage includes a four-story, 7,000-square-foot house that in 1983 was reconstructed from a 19th-century barn and that has two bedrooms but 42-foot ceilings and timber beams, Keil reported. Letterman purchased the additional land from graphic artist and illustrator Ivan Chermayeff, according to public records. On his original 88.23-acre estate, Letterman has an 8,300-square-foot, seven-bedroom shingled house with six full baths, six fireplaces, an outdoor pool and a pool house, Keil reported.