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

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Here now, the Cape and Islands 20 most expensive listings, January edition. December was a busy month for the housing market, so there are quite a few changes to our list. For those keeping score, the Vineyard and Nantucket are still tied with seven listings, followed by the Cape with six. Getting down to dollars, the seven Martha's Vineyard asking prices total $182,250,000. Nantucket's seven properties come in at $98,115,000 and the six listings from Cape Cod total $89,299,000. Together, the 20 priciest listings on the Cape & Islands are asking $369,934,000, compared with $406,529,000 in December, $412,729,000 in November, and $449,229,000 in October.

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1. $92,000,000

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Big Home Rd
West Tisbury, MA 02568

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.

2. $22,500,000

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251 Green Dunes Drive
Barnstable, MA 02601

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.

3. $20,000,000

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30 Orange St
Nantucket, MA 02554

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.

4. $19,500,000

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61 Butler's Cove Rd
Edgartown, MA 02539

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.

5. $17,900,000

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27 Edgartown Bay Road
Edgartown, MA 02539

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

6. $15,950,000

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52 Ships Eagle Ln
Osterville, MA 02655

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. An early January pricechop brought the listing down $1,050,000.

7. $14,995,000

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47 Monomoy Rd
Nantucket, MA 02554

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.

8. $14,995,000

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11 Squam Rd
Nantucket, MA 02554

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.

9. $14,750,000

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250 Polpis Rd
Nantucket, MA 02554

Here's a Polpis waterfront estate set on ten acres. The property includes a four bedroom main house, a two bedroom guest cottage, swimming pool, media room, wine cellar and access to Polpis Harbor.

10. $14,750,000

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31 Tower Hill Rd
Edgartown, MA 02539

"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.

11. $14,500,000

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120 Meetinghouse Way
Edgartown, MA 02539

Land ho! 21 acres of vacant farmland with an "older home" and several outbuildings. The property is subdivided into six lots and includes rights to a private ocean beach lot.

12. $14,000,000

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43 Church St
Woods Hole, MA 02543

"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. $12,999,000

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986 Sea View Ave
Osterville, MA 02655

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. A January meeting with the pricechopper brought the listing down $3M.

14. $12,950,000

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60 Harbor Rd
Harwich Port, MA 02646

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.

15. $12,750,000

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78 Squibnocket Farm Rd
Chilmark, MA 02535

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.

16. $11,800,000

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79 Eel Point Rd
Nantucket, MA 02554

This Eel Point property sits on 2.66 waterfront acres and features 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.

17. $10,900,000

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Lewis Bay Boulevard
West Yarmouth, MA 02673

Overlooking Lewis Bay and Nantucket Sound, this 5,782 sq. ft. residence features Smart technology, an elevator, infinity edge pool, and 400 feet of private beach. (The address is undisclosed so we guestimated.)

18. $10,850,000

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Faulkner Drive
Edgartown, MA 02539

Located on Katama Bay, the property features a three bedroom, three bath residence and a private dock on 2.1 acres.

19. $10,800,000

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5 Shawkemo Hills Lane
Nantucket, MA 02554

Built in 2009, this five bedroom, six bath residence features five wood burning fireplaces, a mahogany wet bar, a home theatre, wine cellar, game rooms, arts & crafts room, two laundry rooms, and then some. The property abuts conservation land and includes a pool and a studio/pool house.

20. $10,775,000

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21 Crooked Lane
Nantucket, MA 02554

Here's an equestrian estate on 30 acres. In addition to the stables, the property features a four bedroom, six bath main house.

1. $92,000,000

Big Home Rd, West Tisbury, MA 02568

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.

Big Home Rd
West Tisbury, MA 02568

2. $22,500,000

251 Green Dunes Drive, Barnstable, MA 02601

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.

251 Green Dunes Drive
Barnstable, MA 02601

3. $20,000,000

30 Orange St, Nantucket, MA 02554

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.

30 Orange St
Nantucket, MA 02554

4. $19,500,000

61 Butler's Cove Rd, Edgartown, MA 02539

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.

61 Butler's Cove Rd
Edgartown, MA 02539

5. $17,900,000

27 Edgartown Bay Road, Edgartown, MA 02539

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

27 Edgartown Bay Road
Edgartown, MA 02539

6. $15,950,000

52 Ships Eagle Ln, Osterville, MA 02655

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. An early January pricechop brought the listing down $1,050,000.

52 Ships Eagle Ln
Osterville, MA 02655

7. $14,995,000

47 Monomoy Rd, Nantucket, MA 02554

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.

47 Monomoy Rd
Nantucket, MA 02554

8. $14,995,000

11 Squam Rd, Nantucket, MA 02554

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.

11 Squam Rd
Nantucket, MA 02554

9. $14,750,000

250 Polpis Rd, Nantucket, MA 02554

Here's a Polpis waterfront estate set on ten acres. The property includes a four bedroom main house, a two bedroom guest cottage, swimming pool, media room, wine cellar and access to Polpis Harbor.

250 Polpis Rd
Nantucket, MA 02554

10. $14,750,000

31 Tower Hill Rd, Edgartown, MA 02539

"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.

31 Tower Hill Rd
Edgartown, MA 02539

11. $14,500,000

120 Meetinghouse Way, Edgartown, MA 02539

Land ho! 21 acres of vacant farmland with an "older home" and several outbuildings. The property is subdivided into six lots and includes rights to a private ocean beach lot.

120 Meetinghouse Way
Edgartown, MA 02539

12. $14,000,000

43 Church St, Woods Hole, MA 02543

"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.

43 Church St
Woods Hole, MA 02543

13. $12,999,000

986 Sea View Ave, Osterville, MA 02655

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. A January meeting with the pricechopper brought the listing down $3M.

986 Sea View Ave
Osterville, MA 02655

14. $12,950,000

60 Harbor Rd, Harwich Port, MA 02646

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.

60 Harbor Rd
Harwich Port, MA 02646

15. $12,750,000

78 Squibnocket Farm Rd, Chilmark, MA 02535

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.

78 Squibnocket Farm Rd
Chilmark, MA 02535

16. $11,800,000

79 Eel Point Rd, Nantucket, MA 02554

This Eel Point property sits on 2.66 waterfront acres and features 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.

79 Eel Point Rd
Nantucket, MA 02554

17. $10,900,000

Lewis Bay Boulevard, West Yarmouth, MA 02673

Overlooking Lewis Bay and Nantucket Sound, this 5,782 sq. ft. residence features Smart technology, an elevator, infinity edge pool, and 400 feet of private beach. (The address is undisclosed so we guestimated.)

Lewis Bay Boulevard
West Yarmouth, MA 02673

18. $10,850,000

Faulkner Drive, Edgartown, MA 02539

Located on Katama Bay, the property features a three bedroom, three bath residence and a private dock on 2.1 acres.

Faulkner Drive
Edgartown, MA 02539

19. $10,800,000

5 Shawkemo Hills Lane, Nantucket, MA 02554

Built in 2009, this five bedroom, six bath residence features five wood burning fireplaces, a mahogany wet bar, a home theatre, wine cellar, game rooms, arts & crafts room, two laundry rooms, and then some. The property abuts conservation land and includes a pool and a studio/pool house.

5 Shawkemo Hills Lane
Nantucket, MA 02554

20. $10,775,000

21 Crooked Lane, Nantucket, MA 02554

Here's an equestrian estate on 30 acres. In addition to the stables, the property features a four bedroom, six bath main house.

21 Crooked Lane
Nantucket, MA 02554