Have you tried guessing?  With so much pricey real estate in the Commonwealth of Massachusetts like Boston's Back Bay and Beacon Hill neighborhoods, Cambridge, suburbs like Weston, Cohasset, and Sudbury, or our stunning Cape Cod and nearby island towns like Martha's Vineyard, the choices are endless.

Beating out the incredibly wealthy towns along the coastline of California, the affluent southern Florida monied towns, and the Hamptons on New York's South Fork of Long Island, is one of the towns I mentioned above.

According to LendingTree.com, the website gurus analyzed data from the U.S. Census Bureau to focus on towns versus cities. Towns by definition have populations of 10,000 to 50,000 with a more quaint, idyllic environment, and the expensive ones attract the rich and famous for a getaway.

The overlooking view of the island in Massachusetts at Cape Cod Martha's Vineyard

With all that said, Vineyard Haven on Martha's Vineyard is the most expensive town in the United States, with a median home value of $857,600 in a town of around 20,000 year-round residents.

Now get this. According to LendingTree.com, the median income in Vineyard Haven is around $70,000. That's typical in these small vacation spots because the nation’s most expensive towns are often small, popular vacation destinations for wealthy people who spend significant sums of money on second homes in those towns for vacations or getaways for half the year.

Yes, this does drive up the prices, which is why not everyone living full-time in these towns are the wealthy ones.

Now, let's look at some of New Hampshire and Maine's best historic hotels.

NH & ME Home to Eight Historic Hotels of America, Says National Trust for Historic Preservation

Gallery Credit: Megan

LOOK: Step Inside Dr. Dre's Luxurious One-Of-A-Kind Beachside Home

Dr. Dre is trying to unload his immaculate Malibu beachside home. According to Realtor.com, the rapper and record producer first listed the three-story home for $20 million in November 2022. Photos shared with the listing offer a glimpse into Dr. Dre's luxurious lifestyle along the ocean in California. Here is a look at what buyers will be getting for that lofty $20 million price tag.

Gallery Credit: Rob Carroll

More From Seacoast Current