Nantucket Leads the Nation in Luxury Vacation Homes, at Eye-Watering Prices

Nantucket, a former whaling hub in Massachusetts that’s roughly 14 miles long and averages 3.5 miles in width, reserves 50% of the island for conservation, putting it off-limits to future development.

Consequently, land and homes on the tiny island come at a steep premium, earning what used to be a humble fisherman’s base the nickname “Billionaires Isle.”

Most homes on Nantucket are vacation homes, with 55% of the island’s housing stock falling into that category. That’s the highest share of any market in the nation, according to the latest Realtor.com® Luxury Housing Report.

Meanwhile, the $1 million to $2 million price point on Nantucket purchases a median square footage of just 1,011, the smallest on the luxury report list. The report considered every metro or micropolitan area in the country with at least 100 listings priced at $1 million-plus in June 2026 and at least a 25% share of vacation homes.

Nantucket’s luxury market (the top 10% of listings by price) starts at a whopping $14.1 million, the steepest threshold on the list by far. Vineyard Haven, also in the Bay State, comes in second on the list, but follows far behind with a luxury entry point of $8.2 million.

Nantucket’s nose-bleed luxury entry point, combined with its smallest median footprint, means that land and location drive value on this elite island far more than home size.

Size doesn’t matter

While the island was used primarily for fishing and whaling for two centuries, it’s now known as a sandy vacation retreat for jet setters such as Joe Biden, Ben Stiller, Kourtney Kardashian, former Google CEO Eric Schmidt, and former New England Patriots coach Bill Belichick, among others.

Here, it’s standard to pay millions for what is essentially a cabin.

In May 2025, a tiny 600-square-foot shack built by a fisherman at the turn of the 19th century in the historic district of Codfish Park was sold for $1,945,000 (or $3,242 per square foot) mere days after hitting the market.

In 2020, 8 Bank St., at a miniscule 387 square feet, was sold for $683,000. Realtor.com estimates it would now be worth $1.3 million. In 2023, a 617-square-foot cottage on the same street was sold for $2 million.

Still, parts of the isle have seen precipitous value drops due to major beach erosion.

In September 2023, a 2,625-square-foot home at 6 Sheep Pond Road that was listed for nearly $2.3 millio