$10,000 won in a poker game in 1884 allowed James Draughon to build this intriguing home.

A prime example of New Orleans' unique architecture these early 20th century homes were built to look like steamboats.

Pensacola's UFO home has withstood many hurricanes—just as the experimental 1960s design intended.

A beautifully detailed Victorian house designed to be easy to flee, built by a man haunted by fire.

The bottle house obsession struck a Florida man in his retirement, and now he can't stop building.

In a time before lifeguards, this house was a sanctuary for the shipwrecked.

The futuristic test model of an iconoclastic visionary who wanted to redesign the world.

Florida castle built with aluminum printing plates.

Given just one more year to live, Conrad Schuck built his dream house in Bartow, Florida.

This slender three-story building has also had several famous residents.

The home where a lovestruck Fitzgerald wrote his first published novel, "This Side of Paradise."

A dilapidated dock tells the story of Titanic's missed arrival.

A simple midtown bar was once the home of a secretive and exclusive club staffed by "bunnies" under Hefner's strict rules.

This house was the subject of an Edward Hopper painting, which in turn helped inspire the design of the Bates house in Alfred Hitchcock's 'Psycho.'

The birthplace of a titan of American cinema.

This private home is famous for appearing in the cult-classic "Twin Peaks" series.

An ultra-modern vista that has been featured in so many films the house is a celebrity in its own right.

Victoriana on Orange Grove Avenue.

Stroll the grounds built by murder, suicide, and dirty oil money at one of Hollywood's most filmed mansions.

The house where Good Will Hunting was written is a surreal fairytale abode.

Hidden in the hills of Hollywood, this secluded Oz-themed garden is dotted with dozens of thrones.

An artisanal toy-maker’s works are highlighted in this museum dedicated to the craft of toys.

This 12-foot-tall T-rex is the largest K’Nex skeleton sculpture in the world.

An ever-updating collection of retro Americana.