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37 Hulburt Avenue, Nantucket, Great Point Properties

The Cape & Islands 20 Most Expensive Listings, June '13

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| 37 Hulburt Avenue, Nantucket, Great Point Properties

Here now, the June edition of the the Cape and Islands 20 most expensive listings. One sale, a pricechop and a few pricey new listings have brought lots of changes to our map. For those keeping score, Nantucket and Cape Cod are now tied with nine properties each and the Vineyard is down to just two.


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1. $47,500,000

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260 Polpis Road
Nantucket, MA 02554
Nantucket's priciest listing hit the market last May for a mindblowing $59M. By September, the pricechopperhad 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.

2. $25,000,000

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97 Tilipi Run Street
Chatham, MA 02633
Although officially a "Price Upon Request," a tipster sent in a copy of the listing from the Wall Street Journal with a $25M asking price. The"Chatham Jewel" hit the market earlier this month and is the Cape's most expensive listing.

3. $22,995,000

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48 Monomoy Road
Nantucket, MA 02554
Built in 2004, this custom Monomoy waterfront estate was designed by J. Graham Goldsmith Architects and built by Ed Toole. There's a six bedroom main house, cottage with attached garage and pool/spa, all with sweeping views of Nantucket Harbor. Asking price is $22,995,000.

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

5. $18,000,000

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157 Wapoos Trail
Chatham, MA 02633
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.

6. $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.

7. $17,500,000

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251 Green Dunes Drive
Barnstable, MA 02601
"Point of View," designed by Richard Bertman, spent a few weeks off market this winter, before returning in January. 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.

8. $17,000,000

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15 Sherburne Turnpike
Nantucket, MA 02554
Designed by Lyman Perry and built by Winters Construction in 1997, this Cliff waterfront estate is asking $17 million and features views of Nantucket Harbor and the Jetties. There are four bedrooms, six baths and private beach stairs.

9. $16,950,000

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17 Lincoln Avenue
Nantucket, MA 02554
Located "on the prestigious and highly coveted Lincoln Circle," this 5 bedroom with a two bedroom guest cottage hit the market just last week. The .59 acre property is close to Steps Beach and features views of Nantucket Harbor.

10. $16,950,000

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37 Hulbert Avenue
Nantucket, MA 02554
Asking $16,950,000, this eight bedroom, four bath in Brant Point has over 4,000 square feet of first and second floor living space over looking Nantucket Harbor and Sound.

11. $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. Once asking $17M, an early January pricechop brought the listing down to $15.95M.

12. $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 later renovated in 2011. Surrounded by manicured lawns and gardens, both the main house and guest cottage enjoy views of Nantucket Harbor and town.

13. $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.

14. $14,500,000

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959 Sea View Avenue
Osterville, MA 02655
Built in 2005, this 5,600 sq. ft. four bedroom sits on 2.3 waterfront acres. The property includes private paddocks with a riding arena, in-ground pool and spectacular sandy beach. Asking price is $14,500,000.

15. $14,250,000

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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. A March pricechop brought the ask down $500K.

16. $13,950,000

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315 Main Street
Osterville, MA 02655
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.

17. $13,900,000

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461 Main Street
Osterville, MA 02655
After a winter break from the market, this listing returned with new brokerbabble, but not a new price - although we're sure the "Stellar views!" remain. Built in 2002, this 5BR, 9BA waterfront estate features an elevator, five fireplaces, in-home home theatre, infinity pool, sauna, steam room, theater, and a private dock.

18. $13,500,000

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74 Garrison Lane
Osterville, MA 02655
This two-acre waterfront compound overlooking the Eel River and Nantucket Sound hit the market last week for $13,500,000. The property includes an in-ground pool, a deep water dock and a guest house.

19. $13,000,000

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34 Shawkemo Road
Nantucket, MA 02554
This 4BR, 4.5BA overlooking the Harbor and Nantucket Sound features interior decor by Bunny Williams (available for an additional $400K) and plans for a three car garage, guest house and swimming pool.

20. $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.

1. $47,500,000

260 Polpis Road, Nantucket, MA 02554
Nantucket's priciest listing hit the market last May for a mindblowing $59M. By September, the pricechopperhad 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.
260 Polpis Road
Nantucket, MA 02554

2. $25,000,000

97 Tilipi Run Street, Chatham, MA 02633
Although officially a "Price Upon Request," a tipster sent in a copy of the listing from the Wall Street Journal with a $25M asking price. The"Chatham Jewel" hit the market earlier this month and is the Cape's most expensive listing.
97 Tilipi Run Street
Chatham, MA 02633

3. $22,995,000

48 Monomoy Road, Nantucket, MA 02554
Built in 2004, this custom Monomoy waterfront estate was designed by J. Graham Goldsmith Architects and built by Ed Toole. There's a six bedroom main house, cottage with attached garage and pool/spa, all with sweeping views of Nantucket Harbor. Asking price is $22,995,000.
48 Monomoy Road
Nantucket, MA 02554

4. $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. Perfect for the "Downton Abbey" fan with deep pockets.
30 Orange St
Nantucket, MA 02554

5. $18,000,000

157 Wapoos Trail, Chatham, MA 02633
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.
157 Wapoos Trail
Chatham, MA 02633

6. $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

7. $17,500,000

251 Green Dunes Drive, Barnstable, MA 02601
"Point of View," designed by Richard Bertman, spent a few weeks off market this winter, before returning in January. 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.
251 Green Dunes Drive
Barnstable, MA 02601

8. $17,000,000

15 Sherburne Turnpike, Nantucket, MA 02554
Designed by Lyman Perry and built by Winters Construction in 1997, this Cliff waterfront estate is asking $17 million and features views of Nantucket Harbor and the Jetties. There are four bedrooms, six baths and private beach stairs.
15 Sherburne Turnpike
Nantucket, MA 02554

9. $16,950,000

17 Lincoln Avenue, Nantucket, MA 02554
Located "on the prestigious and highly coveted Lincoln Circle," this 5 bedroom with a two bedroom guest cottage hit the market just last week. The .59 acre property is close to Steps Beach and features views of Nantucket Harbor.
17 Lincoln Avenue
Nantucket, MA 02554

10. $16,950,000

37 Hulbert Avenue, Nantucket, MA 02554
Asking $16,950,000, this eight bedroom, four bath in Brant Point has over 4,000 square feet of first and second floor living space over looking Nantucket Harbor and Sound.
37 Hulbert Avenue
Nantucket, MA 02554

11. $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. Once asking $17M, an early January pricechop brought the listing down to $15.95M.
52 Ships Eagle Ln
Osterville, MA 02655

12. $14,995,000

47 Monomoy Rd, Nantucket, MA 02554
Built in 1920, this home was moved to its current site and later 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

13. $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

14. $14,500,000

959 Sea View Avenue, Osterville, MA 02655
Built in 2005, this 5,600 sq. ft. four bedroom sits on 2.3 waterfront acres. The property includes private paddocks with a riding arena, in-ground pool and spectacular sandy beach. Asking price is $14,500,000.
959 Sea View Avenue
Osterville, MA 02655

15. $14,250,000

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. A March pricechop brought the ask down $500K.
31 Tower Hill Rd
Edgartown, MA 02539

16. $13,950,000

315 Main Street, Osterville, MA 02655
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.
315 Main Street
Osterville, MA 02655

17. $13,900,000

461 Main Street, Osterville, MA 02655
After a winter break from the market, this listing returned with new brokerbabble, but not a new price - although we're sure the "Stellar views!" remain. Built in 2002, this 5BR, 9BA waterfront estate features an elevator, five fireplaces, in-home home theatre, infinity pool, sauna, steam room, theater, and a private dock.
461 Main Street
Osterville, MA 02655

18. $13,500,000

74 Garrison Lane, Osterville, MA 02655
This two-acre waterfront compound overlooking the Eel River and Nantucket Sound hit the market last week for $13,500,000. The property includes an in-ground pool, a deep water dock and a guest house.
74 Garrison Lane
Osterville, MA 02655

19. $13,000,000

34 Shawkemo Road, Nantucket, MA 02554
This 4BR, 4.5BA overlooking the Harbor and Nantucket Sound features interior decor by Bunny Williams (available for an additional $400K) and plans for a three car garage, guest house and swimming pool.
34 Shawkemo Road
Nantucket, MA 02554

20. $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