V
ineyard Haven, Massachusetts boasts the highest median home value among all American towns, with a staggering $998,100 price tag. This makes it almost as expensive as buying a property in major cities like San Francisco and Los Angeles. According to LendingTree's research, this small town on the East Coast is an outlier among America's top 10 most expensive towns, which are predominantly located on the West Coast.

    In fact, only one other town on the list, Frisco, comes close to matching Vineyard Haven's median home value of over $998,000. Jackson, Wyoming takes second place with a median home value of $847,300, followed by Breckenridge, Colorado at $760,000.

    These towns are popular vacation spots for affluent individuals who can afford to spend big on homes, driving up prices and making housing unaffordable for locals. The contrast between full-time residents and second-home buyers is striking, particularly in areas like Vineyard Haven, Jackson, and Breckenridge, where median household incomes are high but not enough to offset the sky-high home values.