Captain Kidd is one of history’s most notorious and wealthy pirates (legend has it he buried golden treasure on an island, though it has yet to be found). Wanted by the British Navy for charges of piracy on the high seas, he escaped to Connecticut and hid safely on this unknown island. It’s just one of the stories this home holds, in addition to hundreds of your own waiting to be written. Grab 99 bottles of beer and your eye patch. The pirate life is waiting.
It’s tiny houses like this one smack in the middle of the Tonto National Forest that really make you wonder what you’re doing with your life. The 5th largest national forest in America, Tonto features almost 3 million acres of cactus-studded desert and cool-pine forest. Nearly 5.8 million people come to pay their respects to nature every single year. But only one person will live in this mini oasis. Are you tiny home enough to take on the challenge?
If your OkCupid profile reads, “loves long walks on the beach,” then Ninantic is your soulmate. In fact, it’s the only community on the Connecticut coast where Main Street runs right along the water. Bonus: No chocolates or fancy dinners required to win over this beauty.
This bohemian houseboat in Sausalito's floating artist community, once belonged to children’s book author Shel Silverstein. Even its name is worthy of a bedtime story, "Evil Eye." This is where the sidewalk ends and life on the water begins.