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The most expensive single-family home currently listed for sale in Massachusetts is a $30 million oceanfront compound named Swordspoint in West Tisbury on Martha’s Vineyard. This 10-acre property stands out for its extreme privacy, featuring 640 feet of private beach and two separate homes. Based on our experience assessment, this listing exemplifies the peak of the luxury second-home market, attracting interest from high-net-worth individuals nationwide and internationally. The property's value is rooted in its irreplaceable location, significant recent renovations, and potential for further customization.
What defines the Swordspoint property's key features? Swordspoint is more than a single house; it is a private compound. The main attraction is 640 feet of private beachfront on the north shore of Martha’s Vineyard, offering sweeping views of the coastline and the Elizabeth Islands. The estate spans 10 acres, which are divided into two distinct, abutting lots. The centerpiece is a four-bedroom main house built in 1991, situated on over 5 acres. A key feature for potential buyers is the second property: a separate three-bedroom guesthouse on 4.3 acres. Each structure has its own private path leading to the beach, ensuring total seclusion for residents and guests alike. This setup is ideal for multi-generational families or those who frequently host visitors.
What are the specifics of the main house and guesthouse? The main residence, characterized by an open floor plan, includes a living room with a fireplace, a dining room, and a kitchen that has been recently renovated with high-quality materials and includes a wet bar extension. A screened-in porch wraps around the northern and eastern sides of the first floor. Upstairs, the home includes three en-suite bedrooms. The master suite features a private balcony deck with panoramic ocean views. The secondary home is a single-level guesthouse dating to the 1970s. It contains three bedrooms, one bathroom, a common room, and a rooftop deck. The current owners had a long-term tenant in this space, indicating its income potential, but it also presents an opportunity for the new owner to renovate or even rebuild a larger residence on its generous 4.3-acre parcel.
Why is this property coming to the market now? The decision to sell is rooted in life-cycle changes, not short-term market fluctuations. The property is being sold by the same family who will have owned it for 20 years as of February 2022. According to the listing agent, the owners are selling because their children are adults living in different parts of the country. This is not a quick flip; the family has made significant investments in the property, including a rebuild and subsequent renovations. Prior to their ownership, the structures were more modest, meaning the current quality and value are largely a result of the owners' substantial upgrades.
Who is the most likely buyer for this luxury compound? The target buyer profile, according to the listing agent, is a second-home owner seeking an unparalleled level of privacy and a turn-key-yet-customizable retreat. Interest has been reported from across the United States, from both the East and West Coasts, as well as from international buyers. The compound's appeal lies in its turn-key main residence, combined with the significant value-add opportunity presented by the guesthouse parcel. A buyer could choose to modernize the guesthouse for family use or undertake a new construction project to create a truly custom estate tailored to their specific needs.
For prospective buyers of ultra-luxury properties, the key considerations are location, privacy, and potential. Swordspoint offers a rare combination of all three on one of New England's most coveted islands. The $30 million price point reflects not just the structures but the immense value of the land and its exclusive beachfront access. Purchasers should conduct thorough due diligence on property taxes, zoning regulations for any potential new construction, and the specifics of title insurance for a compound of this scale.
