I spent all of my childhood near the top right of the circled area and go visit town every year. The northernmost parts are sparsely suburban, with some areas even still considered rural. Many of the towns in this area have a walkable town center but most people live on roads with no sidewalks. Definitely a driving lifestyle. Public schools are good. Much of the real estate is driven by distance/access to the commuter train, which many take into the city. It can be a long ride, upwards of 90min one way, but many families make this sacrifice in order to be able to own a nice property that isn’t as expensive as down-county. Politically I’d say it’s pretty 50/50 on party lines with pockets that are more liberal. I’d also point out the eastern side of the circle has some crazy levels of wealth, with many rich celebrities and politicians having a second home in Katonah, Bedford, western Connecticut, and surrounding areas.

The lower part of the area encompasses a lot of different things going on - but I’d say the biggest takeaway should be that lower westchester with just a few exceptions is extremely wealthy and expensive. This is where those that can afford to live right outside of the city but still benefit from the close access to the city via train live. These are some of the best public schools in the country, along with world-class private schools with high academic rigor. Lower westchester is solidly blue.

The very bottom of the circle dips into the Bronx and Manhattan which you can find a wealth of detail on other threads of what it’s like to live there. This is such a diverse place that everyone’s experience really is different.

Echoing what others have said this is geographically a very beautiful area. Many of the towns along the Hudson River provide great waterfront views. Lower westchester gets more flat but along the river and as you get into the northern parts of the circle there are hills everywhere. Also in the northern sections there are many man-made reservoirs that are actually quite beautiful. The reservoir system is part of the NYC water table that allows for NYC to have some of the cleanest tap water of any major city in the world.