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Anonymous Buyer Lands $42.5M Nantucket Estate to Set Record

An off-market trade for 57 Hulbert Avenue in Brant Point sets a new residential price record on Nantucket, topping the previous high set by Dave Portnoy.

By OMI Desk ·

The Brief - An anonymous buyer purchased 57 Hulbert Avenue for $42.5 million in an off-market transaction. - The sale sets a new record as the most expensive residential transaction in Nantucket's history. - The seller was the Fife family, who held title to the Brant Point property for over five decades. - Former NYC Deputy Mayor Barbara Fife was a member of the family that sold the 1930s estate. - The purchase price narrowly beats the prior record established by Barstool Sports founder Dave Portnoy.

An undisclosed buyer purchased an oceanfront estate at 57 Hulbert Avenue in Brant Point, Nantucket, for $42.5 million in an off-market transaction, according to the Wall Street Journal. The monumental trade sets a brand new record for the most expensive residential real estate sale in Nantucket history, topping the previous high-water mark on the island. The historic transaction officially transfers ownership of a long-held prime coastal asset while establishing a fresh price benchmark for the luxury enclave.

What took place at 57 Hulbert Avenue?

The off-market transfer involves an oceanfront residential property located along Hulbert Avenue in the coveted Brant Point neighborhood. The historic estate dates back to the 1930s and includes a primary residence set directly along the coast. By closing at $42.5 million, the transaction sets a historic pricing milestone for single-family residential properties across the island of Nantucket.

| Property Detail | Metric / Description | | --- | --- | | Purchase Price | $42.5 Million | | Street Address | 57 Hulbert Avenue | | Neighborhood | Brant Point, Nantucket | | Transaction Structure | Off-Market Deal | | Property Era | 1930s Origin | | Length of Seller Ownership | More than 50 Years |

Who were the buyers and sellers in the record transaction?

The purchasing party bought the oceanfront compound anonymously, and their identity has not been publicly revealed. The selling entity was the Fife family, who maintained ownership of the Brant Point property for more than five decades. Family member Barbara Fife previously served as the deputy mayor for planning and development in New York City from 1990 to 1993.

How does this sale compare to previous Nantucket records?

At $42.5 million, the purchase narrowly surpasses the previous record for Nantucket's most expensive residential deal, which was held by Barstool Sports founder Dave Portnoy. Portnoy had owned the title for the island's highest sale price prior to the closing of 57 Hulbert Avenue. The off-market transaction officially elevates the top tier of Nantucket's residential pricing history.

What details remain unconfirmed about the sale?

The reporting originating from the Wall Street Journal and cited by The Real Deal does not state the full square footage of the main home, the total acreage of the parcel, or any financing details involved in the transaction. It is also unconfirmed whether the buyer utilized an LLC or trust to complete the purchase. Readers can review the full coverage on the original report published by The Real Deal.

FAQ ### What is the source basis for this residential deal? This report is based on coverage from The Real Deal, which cited initial reporting from the Wall Street Journal regarding the off-market transaction.

Where is the record-breaking property situated? The oceanfront property is located at 57 Hulbert Avenue in the Brant Point area of Nantucket, Massachusetts.

Has the identity of the buyer been revealed? No, the buyer completed the $42.5 million off-market purchase anonymously, and their name remains unconfirmed in public records.

Sources - [The Real Deal — National](https://therealdeal.com/national/2026/11/06/nantucket-has-a-new-leader-for-most-expensive-sale/)

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