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The Cape & Islands 20 Most Expensive Listings, Dec. '13

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Here now, the December edition of the Cape and Islands 20 most expensive listings. This month, blockbuster asking prices range from $13,250,000 to $118,000,000. For those keeping score, even with one sale and three pricechops, Nantucket still has 10, Cape Cod has seven and the Vineyard three.

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$118,000,000

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Available with 314 acres for a mind-blowing $118 million or as a 50 acre spread with a 5,600 sq. ft. house with a pool and tennis court for "just" $44 million.

$47,500,000

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Nantucket's priciest listing hit the market last May for a mindblowing $59M. By September, the pricechopper had arrived to hack $10M off the ask. After a winter sabbatical, Swain's Neck returned to market in early March with a new broker and a new (slightly) reduced asking price.

$26,995,000

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Owned by Susan Hilfiger, ex-wife of fashion icon Tommy Hilfiger, this Lincoln Circle area property hit the market in July for $26,9995,000.

$25,000,000

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The"Chatham Jewel" hit the market as a price upon request listing, but is now officially the Cape's most expensive listing.

$20,000,000

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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. Perfect for the "Downton Abbey" fan with deep pockets.

$19,900,000

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Set on oceanfront 2.2 acres, this Squam Road compound hit the market for $19,900,000 . The seven bedroom, eight and a half bath property includes a pool, gardens and a private boardwalk to Squam Beach.

$18,750,000

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Built in 1897, Auburn Cottage is one of only 13 waterfront residences on Easton Street. The property includes sandy beach frontage on Nantucket Harbor and mooring rights. Asking price was $19,999,999 until an August chop brought it down to $18,750,000.

$18,500,000

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Set on one acre, this Cliff Road property with a 1900s main house, 1965 guest cottage and 1986 carriage house hit the market for $19,500,000. In September, a million dollar pricechop brought the ask down to $18,500,000.

$18,000,000

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Located on Morris Island, this 13-acre waterfront estate features a five bedroom main house, a boathouse with a dock, a children's retreat, and its very own chapel. Asking price is $18 million.

$17,995,000

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This Dionis property makes the most of its 7.9 acres with a main house, studio, artist's space, pool with a pool house, five practice golf holes, and a double order of three-car garages. Asking price is $17,995,000.

$17,950,000

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Overlooking Nantucket Harbor, this Monomoy Road property is asking $17,950,000. Per the listing, the 1.18 acre "generational opportunity" comes with a private beach and a total of seven bedrooms in two separate homes.

$17,900,000

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Built in 2000, this seven bedroom, seven bath waterfront features a deep water dock on Katama Bay and boating access to Edgartown Harbor.

$17,500,000

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"Point of View" took yet another break from the market, but has returned with the same $17,500,000 asking price. The 10,760 sq. ft. estate on 10-acres includes 250-degree oceanfront views, 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.

$16,950,000

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Located "on the prestigious and highly coveted Lincoln Circle," this 5 bedroom with a two bedroom guest cottage hit the market for $16,950,000. The .59 acre property is close to Steps Beach and features views of Nantucket Harbor.

$14,950,000

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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. Once asking $17M, an early January pricechop brought the listing down to $15.95M, and now a December chop has brought the ask to $14,950,000.

$14,750,000

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This waterfront 2.76 acre property features a 7,762 square foot main house with nine bedrooms and eight full and three half baths, a one bedroom carriage house, boat house, beach house, in-ground pool, and over 125' of sandy beach on Nantucket Sound. Asking price is $14,750,000.

$13,950,000

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This circa 1890 estate has been modernized and now includes an observation tower with a personal workout center and guest quarters. There are also two wine cellars, a five car garage and beach house with a dock extending into East Bay. Asking price is $13,950,000.

$13,900,000

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According to the brokerbabble, this oceanfront estate isn't just a home, "It's a lifestyle not to be surpassed." The 14-room 10,279 square footer is amenity packed and asking $13.9 million.

$13,750,000

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Built in 2003, this waterfront 10-acre Polpis estate has 22-rooms and is asking $13,750,000.

$13,250,000

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"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. A March pricechop brought the ask down $500K, but a December slice took $1 million.

$118,000,000

Available with 314 acres for a mind-blowing $118 million or as a 50 acre spread with a 5,600 sq. ft. house with a pool and tennis court for "just" $44 million.

$47,500,000

Nantucket's priciest listing hit the market last May for a mindblowing $59M. By September, the pricechopper had arrived to hack $10M off the ask. After a winter sabbatical, Swain's Neck returned to market in early March with a new broker and a new (slightly) reduced asking price.

$26,995,000

Owned by Susan Hilfiger, ex-wife of fashion icon Tommy Hilfiger, this Lincoln Circle area property hit the market in July for $26,9995,000.

$25,000,000

The"Chatham Jewel" hit the market as a price upon request listing, but is now officially the Cape's most expensive listing.

$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. Perfect for the "Downton Abbey" fan with deep pockets.

$19,900,000

Set on oceanfront 2.2 acres, this Squam Road compound hit the market for $19,900,000 . The seven bedroom, eight and a half bath property includes a pool, gardens and a private boardwalk to Squam Beach.

$18,750,000

Built in 1897, Auburn Cottage is one of only 13 waterfront residences on Easton Street. The property includes sandy beach frontage on Nantucket Harbor and mooring rights. Asking price was $19,999,999 until an August chop brought it down to $18,750,000.

$18,500,000

Set on one acre, this Cliff Road property with a 1900s main house, 1965 guest cottage and 1986 carriage house hit the market for $19,500,000. In September, a million dollar pricechop brought the ask down to $18,500,000.

$18,000,000

Located on Morris Island, this 13-acre waterfront estate features a five bedroom main house, a boathouse with a dock, a children's retreat, and its very own chapel. Asking price is $18 million.

$17,995,000

This Dionis property makes the most of its 7.9 acres with a main house, studio, artist's space, pool with a pool house, five practice golf holes, and a double order of three-car garages. Asking price is $17,995,000.

$17,950,000

Overlooking Nantucket Harbor, this Monomoy Road property is asking $17,950,000. Per the listing, the 1.18 acre "generational opportunity" comes with a private beach and a total of seven bedrooms in two separate homes.

$17,900,000

Built in 2000, this seven bedroom, seven bath waterfront features a deep water dock on Katama Bay and boating access to Edgartown Harbor.

$17,500,000

"Point of View" took yet another break from the market, but has returned with the same $17,500,000 asking price. The 10,760 sq. ft. estate on 10-acres includes 250-degree oceanfront views, 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.

$16,950,000

Located "on the prestigious and highly coveted Lincoln Circle," this 5 bedroom with a two bedroom guest cottage hit the market for $16,950,000. The .59 acre property is close to Steps Beach and features views of Nantucket Harbor.

$14,950,000

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. Once asking $17M, an early January pricechop brought the listing down to $15.95M, and now a December chop has brought the ask to $14,950,000.

$14,750,000

This waterfront 2.76 acre property features a 7,762 square foot main house with nine bedrooms and eight full and three half baths, a one bedroom carriage house, boat house, beach house, in-ground pool, and over 125' of sandy beach on Nantucket Sound. Asking price is $14,750,000.

$13,950,000

This circa 1890 estate has been modernized and now includes an observation tower with a personal workout center and guest quarters. There are also two wine cellars, a five car garage and beach house with a dock extending into East Bay. Asking price is $13,950,000.

$13,900,000

According to the brokerbabble, this oceanfront estate isn't just a home, "It's a lifestyle not to be surpassed." The 14-room 10,279 square footer is amenity packed and asking $13.9 million.

$13,750,000

Built in 2003, this waterfront 10-acre Polpis estate has 22-rooms and is asking $13,750,000.

$13,250,000

"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. A March pricechop brought the ask down $500K, but a December slice took $1 million.