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My great-aunt lived in an adult community that straddled the border between Massachusetts and Rhode Island. The only way we ever went to her house was to go through Rhode Island first and then back into Massachusetts on a side street that crossed the state line. I'm not sure exactly what her mailing address was, but I'm pretty sure it was in Massachusetts.
That's the closest example I can think of from my own experience.
I know Kansas City and Chicago are very blunt examples. You can be standing in a driveway on a quiet urban residential street and the people in the house across the street live in a different state.
For about two years, I lived in Missouri and commuted to work in Kansas. I grew up in a town where the county line ran down Main Street. Now, the sales tax rate is different , according to which side of the street you shop on.
There's a town in Brazil and Uruguay (Chuy) where the international border is right down the main business street. Once you are there, you can wander back and forth, because the customs and immigration posts are out on the far edges of town.
South of Washington, the Potomac River is entirely in Maryland. So if you stand in Virginia and fish, you are fishing in Maryland. ,
tahiti, I take my bike over the Bayonne Bridge into Staten Island frequently!
There are interesting areas in Northvale, Rockleigh and other towns in New Jersey which border Orangetown, New York. The only indication that you've crossed the state line is that the license plates on the cars in one driveway are NJ yellow, and the cars at the house next door have white/blue New York tags.
Another interesting place is Bristol, VA/TN. The state boundary runs right down the center of State Street downtown. In the pic below, Virginia is on the left, Tennessee on the right. Anyone I've ever met from there says they're from "Bristol, Virginia-Tennessee."
Anthony Texas/New Mexico. Unlike Lammius offering with Bristol, however, there is no earthly reason to post pictures of this place.
Sunland Park New Mexico has a place called the State Line, which has its bar in New Mexico, and the restaurant area in Texas. I've experienced eating and drinking in both ends of the place.
People who live in Carter Lake Iowa probably live through this phenomeon on a daily basis. It's a part of Iowa completely contained in Nebraska, and it was made this way when the Missouri River overflowed back in 1882, creating an oxbow lake. Here is a map of Carter Lake:
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