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Montauk's 5 Most Expensive Homes on the Market

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Pricey and pretty

[UPDATE 2/24: The most expensive single-family houses previously listed in this article were incorrect. This article has now been updated with the correct listings.]

↑ The most expensive listing currently on the Montauk market is located at 42 Old Montauk Highway. Listed at $49,995,000, this abode offers 35-and-a-half acres of land. According to the listing description, this abode was a total custom construction with steel to withstand 150 mph winds. Other highlights include a home theater and heated marble flooring throughout.

↑ The second most expensive listing can be found at 406 Old Montauk Highway. Located up on the Montauk bluffs, this $29.5 million abode offers sweeping ocean views. David Adjaye designed the single-family home with a high-end kitchen, library, and a 20 by 40 foot gunite swimming pool.

↑ Next up is this $17.95 million stunner. With just under seven acres of space to spare, this waterfront abode is composed of two residentially zoned lots and two commercially zoned lots. On one of the parcels, there is a recently built two-bedroom cottage. There are also two additional properties that are undeveloped. Some of the major pluses to this Montauk listing is its private marina, overwater barn, and lookout tower/office. This listing is located at 521 East Lake Drive.

↑ In 431, 433, and 435 East Lake Drive, you can nab this $16 million resort-zoned commercial property. This listing offers the most amount of land (11 acres) as well as the most amount of space (90,000 square feet). Along with an expandable marina, there is also a waterfront bar with outdoor covered seating, a restaurant, and a renovated boutique hotel.


↑ Last but not least is the Ranch at Indian Fields. This property, asking $14.75 million, features 24 acres and two restored barns with 29 total stalls and a three-bedroom residence. The location is at 8 Old Montauk Highway.