Afternoon productivity is no doubt about to dip as we debut our inaugural Curbed Blockbuster Map, a regularly updated breakdown of the Cape and Islands most expensive listings. Our first top 20 features a tear-down, a plot of land and numerous family compounds. Most are waterfront, but there are a few offering water views, perfect for the sand-averse millionaire or billionaire. Just to be clear, these listings ranging from $12,750,000 to $92,000,000 are all in US dollars.
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Mapping The Cape & Islands 20 Most Expensive Listings
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$92,000,000
The most expensive piece of residential real estate on the market in New England is a plot of vacant land. This 266-acre West Tisbury property includes 1,100' of Atlantic beachfront and is borders a 510-acre preserve. Translation: paradise for a privacy-seeking buyer with deep (very deep) pockets.
$49,000,000
"Swain's Neck" is a 70-acre waterfront estate with unobstructed 180-degree degree views of Polpis Harbor. The property features a nine bedroom main house, a guest cottage, studio, boathouse, gatehouse and fenced in pastures.
$28,740,000
Located on a private island, Oyster Harbors, this 26-acre estate includes nearly 1,000 feet of shorefront and views of the Seapuit River, Sampson’s Island and Nantucket Sound. The property features a nearly 7,000 sq. ft. main house, a beach house, detached loft studio, greenhouses, tennis court, and a seasonal dock.
$26,500,000
"Norwood Farm" is the largest undeveloped, privately owned property on Nantucket. The 243-acre plot is bordered by three large protected parcels. In addition, there are views of Polpis Harbor from the western uplands.
$22,500,000
Designed by Boston architect Richard Bertman, this 10,760 sq. ft. estate on 10-acres includes 250-degree oceanfront views. Amenities include an indoor pool, exercise room with Finlandia sauna, a 700-bottle wine cellar, a miniature golf course, and a six-bay carriage house with guest house.
$20,000,000
Built in 1823, "Long Hill" is a 7,211 sq. ft. property located on historic upper Orange Street with panoramic views of the Harbor, Coatue and town. The landscaped grounds include a formal English garden and the entire estate is surrounded by a Privet hedge.
$19,500,000
Located within Herring Creek Farm is this 25-acre property with views of Edgartown Great Pond and the Atlantic Ocean. There is a 5,615 sq. ft. main house with room for a guesthouse as well as an additional vacant parcel. In addition, there's private ownership of the shoreline on Edgartown Great Pond and shared private access to a south shore beach.
$17,000,000
Built in 1880, this shingle-style manor features seven acres of waterfront privacy, a deep water dock and an additional two acres of Nantucket Sound beachfront. In addition to the three-story main house, there's a guest house, caretaker's cottage and pool pavilion.
$16,900,000
This Eeel Point estate includes water views and water access on nearly seven acres. There's a six bedroom main house, two bedroom guest cottage, and a garage/studio. Amenities include a swimming pool, gym and room to add a tennis court or putting green.
$15,999,000
This 2.72-acre estate includes over 620 feet of water frontage with a sandy beach. The 7,773 sq. ft. six bedroom main residence features multiple balconies and a central courtyard. There's also a guesthouse and two private deep water docks.
$14,995,000
Built in 1920, this home was moved to its current site and renovated in 2011. Surrounded by manicured lawns and gardens, both the main house and guest cottage enjoy views of Nantucket Harbor and town.
$14,995,000
This oceanfront compound on three-plus acres includes a main residence, guesthouse, carriage house, tennis/guest cottage, four-bay garage, tennis court, gym, swimming pool, and two private boardwalks to the beach.
$14,800,000
Located in the Tower Hill neighborhood on Edgartown Harbor, this property has been in the same family for over 100 years. The 1.1 acre lot includes a four bedroom main house, a two-story guesthouse, sandy beach, and a new private deep water pier.
$14,750,000
It's back to Polpis for a waterfront ten acre estate. The property includes a four bedroom main house, a two bedroom guest cottage, swimming pool, media room, wine cellar and access to Polpis Harbor.
$14,750,000
"Chapeda Hill" on Edgartown Harbor includes a Gambrel-style main residence built in the 1930s with water views from almost every room. Additionally, there are two beachfront outbuildings, a sandy beach and a deep water dock.
$14,000,000
"Fairview" is a 7.5 acre waterfront estate with 890 feet of frontage on Little Harbor with views of Vineyard Sound and the Elizabeth Islands. Built in 1918, the 15,078 sq. ft. residence features 11 bedrooms and nine bathrooms. There's also a guest house, carriage house, boat house, greenhouse, and two additional cottages.
$13,900,000
Designed by architect Doreve Nicholaeff, this waterfront Osterville estate features "stellar" views, an elevator, four fireplaces, an in-home home theatre, infinity pool, and a private dock.
$13,200,000
We're back on Eel Point for this 2.66 acre waterfront property with views of Nantucket Sound. The estate includes a main dwelling, garage with guest quarters, tennis court with attendant tennis house, an a heated in-ground pool.
$12,950,000
This 9,400 sq. ft. estate known as "Wychmere Breezes" is located on 3.58 waterfront acres with views across Wychmere Harbor to Nantucket Sound. There's a six bedroom main house, gazebo, heated pool with cabana, boat house, and a private 80-foot dock.
$12,750,000
Located in Squibnocket Farm, this 12.2 acre plot of waterfront land includes over 1,300 feet of ocean frontage. There's an existing four bedroom Cape style house with approved plans for a new five bedroom home. Views extend across Squibnocket Beach, the South Shore, the Atlantic, and Nomans Land.
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