There is a particular version of East Coast life we have been taught to crave: chunky knit sweaters, weathered shingles, hydrangeas spilling over white fences and long summer evenings by the Atlantic. Few places embody that fantasy quite like Nantucket and Vineyard Haven.
The fantasy, however, comes with a formidable price tag.
According to a new LendingTree report, Nantucket has the most expensive homes of any U.S. town, with a median home value of about $1.6 million. Vineyard Haven, on Martha’s Vineyard, follows at roughly $1.2 million.
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The rankings upend the familiar idea that small-town living is cheaper than life in a major city. In America’s most coveted vacation towns, limited supply and wealthy buyers have pushed prices into another stratosphere.
“Home prices in small vacation towns have skyrocketed because of asymmetric buying power,” Jonathan Culp, design principal at Denver-based Land Agency, told Moneywise.
Coastal town
Even the word “town” comes with caveats. LendingTree limited its analysis to places with populations between 10,000 and 49,000, leaving out expensive suburbs such as Scarsdale, New York, that sit within larger metropolitan areas.
The towns that did make the list share another trait: they are the places summer fantasies tend to be built around. Nantucket’s year-round population hovers around 14,000, then swells beyond 80,000 in July and August. Seasonal residences make up more than half of the area’s housing.
It is easy to see the appeal. Nantucket and Martha’s Vineyard have perfected a particular strain of New England romance. For decades, both islands have drawn wealthy families, celebrities and devoted summer regulars willing to pay handsomely for a piece of that idyll. Nantucket has also preserved large stretches of open land from development, protecting the very landscape people come for while making housing all the more scarce.
The same exclusivity that has helped make the islands so desirable has also created tension over who gets to enjoy them and what happens when their carefully cultivated summer charm collides with a new generation of visitors.
The summer invasion has become something of a cultural flashpoint. This year, Nantucket’s Four Winds Craft Guild hung a “No Influencers” sign after its owner grew frustrated with visitors treating the store as a backdrop for social media content.
Influencer and entrepreneur Paige Paul, formerly Paige Lorenze, who opened the first flagship for her lifestyle brand Dairy Boy on Nantucket in May, responded by putting up a sign of her own: “Everyone welcome.”
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Trend away from the East Coast
That same pattern appears across the ranking. America’s priciest small towns tend to cluster around the country’s most cinematic geography.
In the country’s most desirable ski towns, the slopes aren’t the only thing that’s steep. Jackson, Wyoming, famous for its ski resorts and dramatic peaks, ranks as the third-most expensive town in the country, with a median home value of about $1.1 million. Breckenridge, Colorado, comes in fourth at $748,200.
Part of that premium comes down to geography.
“People are willing to pay a premium to ensure that they don’t miss out on a powder day,” Culp said.
Mountain towns like Breckenridge, Vail and Crested Butte face a pretty basic problem: there just isn’t much room to build. Culp said these communities have long been dominated by single-family homes, while efforts to add denser housing downtown or near the ski slopes are limited by both geography and local rules meant to preserve the scenery that draws people there in the first place.
And even when homes have been built, many are not occupied year-round. In Breckenridge, only about 28% of the town’s nearly 7,900 housing units are occupied, according to Census Bureau estimates, leaving roughly 7 in 10 classified as vacant — a category that includes properties used seasonally or recreationally.
“Over half the homes are owned by wealthy out-of-towners,” he said. “You can drive around and just see massive homes that are dark.”
The price of paradise
For visitors, these towns are places to ski for a week, spend a summer by the water or briefly imagine a different life. For the people who live there year-round, soaring home prices can make staying increasingly difficult.
Culp said many of the workers who keep vacation towns running, including firefighters, nurses, police officers, seasonal employees and service workers, can no longer afford to live in the communities they serve.
“A lot of people will either live far away or will sleep in their car or camp,” Culp said.
And for buyers who can afford the price of admission, the median home value is only the beginning. In mountain towns, Culp said insurance can be a major expense, particularly in areas exposed to wildfires and mudslides.
Buyers may also face special local taxes and fees, HOA dues for services such as snow removal and wildfire protection and restrictions or added costs if they hope to turn the property into a short-term rental.
Buying into the vacation-town fantasy requires looking well beyond the listing price. The view may be priceless. Almost everything else has a price.
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Victoria Vesovski is a Toronto-based staff reporter at Moneywise covering personal finance, lifestyle and trending news. She holds degrees from the University of Toronto and New York University, and her work has appeared on platforms including Yahoo Finance, MSN Money and Apple News.
