Late-Night Funny Men Own Some Pretty Serious Real Estate

When the funny men of late-night TV stand before us, they’re alone on a stage with little else to distinguish them except their tailored suits and extreme senses of humor.

Maybe that’s why it’s an amazing leap to picture these unique hosts inside the amazing digs they call home.

But it should be no surprise these generally self-effacing men of the monologue live like kings. Ever since the creation of “The Tonight Show” in 1954, comedic talk shows have dominated late-night television. That has helped turn guys like David Letterman and Jimmy Fallon into very rich men. For proof, here’s a tour of the luxury homes of these late-night players.

Craig Ferguson


For more than 10 years, this home was Craig Ferguson’s escape from the hustle and bustle of Hollywood. The star of “The Late Late Show” recently listed his Spanish-inspired home for $1,99 million. Built in 1930, the Hollywood Hills home sits on a gated 9,000-square-foot double lot and has 4 bedrooms, a large pool and a deck overlooking Los Angeles.

Ferguson upgraded to a nearby home for $4.1 million in April.


Craig Kilborn

First name and TV show are not the only things Craig Ferguson and Craig Kilborn share. Coincidentally, Ferguson’s predecessor on “The Late Late Show” sold his Hollywood Hills home last April. Additionally, both homes were Spanish-inspired, built in the same era and stand on the same sized lot.

Jimmy Fallon

Last year, Ferguson’s rival Jimmy Fallon purchased a gorgeous $5.7 million home in the Hamptons. A born-and-raised New Yorker, Fallon’s 2.2-acre Sagaponack estate includes a 6-bedroom main home, 2 adjacent guest cottages, a barn, a heated pool and a 4-car garage. Fallon’s childhood home, located in upstate New York, is currently for sale.


Jay Leno

Purchased in 1987 for $2.45 million, Jay Leno’s Beverly Hills home has only increased in value. With 5 bedrooms and more than 6,000 square feet of living space, there’s plenty of terrain for the longtime late-night host to wander. The detached garage has plenty of room, too — for Leno’s enormous car collection.

David Letterman

David Letterman’s estate is by far the largest. Over the years, he purchased property surrounding his main home, creating a private oasis. Like Fallon, Letterman resides in New York, acquiring his first North Salem home in 1994 for $5 million. With an interior of over 8,000 square feet, the home is a colonial masterpiece, boasting 7 bathrooms.