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The Cape & Islands Most Expensive Listings, Nov. '13

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Behold, the Cape and Islands' most expensive listings. Normally, we map the 20 most expensive listings on Cape Cod, Martha's Vineyard and Nantucket. Alas, it turns out absolutely nothing has changed since October - no sales (not too surprising) and no pricechops (sort of surprising) - so we decided to map the priciest listings, by town. Here are the Cape and Islands' 22 most expensive listings, asking $2,550,000 to $118,000,000.


· The Cape & Islands 20 Most Expensive Listings, Oct. '13 [Curbed Cape Cod]

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1. $118,000,000

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Pond Road
West Tisbury, MA 02568

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.

2. $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 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.

3. $25,000,000

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97 Tilipi Run Street
Chatham, MA 02633

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

4. $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.

5. $17,500,000

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251 Green Dunes Drive
Marstons Mills, MA 02648

"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.

6. $12,000,000

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22 Quitsa Lane
Chilmark, MA 02535

Per the listing, the Cliff Cottage "enjoys one of the most picturesque settings and water-views on Martha's Vineyard." The Chilmark spread last changed hands in 1999 for $6.8M and is now looking for $12M.

7. $11,800,000

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41 Uncle Roberts Road
West Yarmouth, MA 02673

Located on Great Island, Pebble Hedge is a waterfront estate with an $11,800,000 price tag. The property consists of three residences with a total of 16 bedrooms, 10 baths in 10,150 sq. ft.

8. $10,950,000

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60 Harbor Road
Harwich Port, MA 02646

Wychmere Breezes hit the market back in November 2010 for $14,500,000. Three years and just two pricechops later, the 9,400 sq. ft. estate on Wychmere Harbor is asking $10,950,000.

9. $10,000,000

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55 Windhover Way
Woods Hole, MA 02543

Perched overlooking Buzzards Bay on Penzance Point, this Woods Hole estate features a circa 1800 three bedroom main house and a barn. Asking price is an even $10 million.

10. $8,950,000

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556 Chappaquonsett Road
Vineyard Haven, MA 02568

This Vineyard Haven compound has 300-feet of private beach, a seven bedroom main house with "Vineyard character" and a four bedroom guesthouse. Asking price is $8,950,000.

11. $7,900,000

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108 Red Brook Road
Mashpee, MA 02649

Yee haw! This 7.4 acre equestrian property features two residences and plenty of horse trappings (multiple riding arenas with state-of-the-art synthetic footing, two barns with nine stalls and a heated tack room, etc.). Asking price is $7,900,000.

12. $7,750,000

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5 Skippers View Lane
Aquinnah, MA 02535

Aquinnah's priciest pad is a four-acre beachfront estate with a Hutker-designed main house and guest house. Asking price is $7,750,000.

13. $5,999,000

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134 Coles Pond Road
South Dennis, MA 02660

The pricechopper's East Dennis BFF overlooks Cape Cod Bay and is currently asking $5,999,000 after initially hitting the market for $8,500,000.

14. $4,995,000

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461 Wings Neck Road
Pocasset, MA 02559

Bourne's priciest pad overlooks Buzzards Bay. The 6,604 square footer sits on 2.5 acres with beach frontage and an association dock. Asking price is $4,995,000.

15. $4,900,000

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635 Chequessett Neck Road
Wellfleet, MA 02667

Wellfleet's most expensive listing is asking $4,900,000. The four bedroom 7,277 square foot waterfront spread includes a pool, private sandy beach, "and all the special amenities a custom home like this should have."

16. $4,200,000

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210 Sunset Avenue
Eastham, MA 02642

Located on Cape Cod Bay, this 4.68 acre estate hit the market in October for $4.2 million. The priciest pad in Eastham has seven bedrooms, six baths in 5,221 square feet.

17. $3,995,000

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16 Hayward Lane
Orleans, MA 02653

Here's an East Orleans compound with a 5BR, 3.5BA main house, a studio apartment above the garage and a separate one bedroom cottage. The 2.7 acre property is asking $3,995,000.

18. $3,995,000

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10 Harbour Drive
Provincetown, MA 02657

This 4,233 square footer is "the largest waterfront home for sale in Provincetown." The brokerbabble continues, "Bay Harbour, through certified surveys, has experienced over 125 feet of beach ACCRETION seaward since 1976." The miraculous listing is asking $3,995,000.

19. $3,750,000

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316 Crowells Bog Road
Brewster, MA 02631

Just in time for Turkey Day, a Brewster compound with cranberry bog views. The seven bedroom compound also features 1,500 ft of frontage on Long Pond and is asking $3,750,000.

20. $3,400,000

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26 Tylers Creek Road
Oak Bluffs, MA 02568

Here's another Hutker-designed property, a waterview Farm Neck listing asking $3,400,000.The 6BR, 6.5BA comes with "unobstructed views of Sengekontacket," a pool, bar, and outdoor bar.

21. $2,950,000

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15 Avocet Road
Truro, MA 02642

Behold, the priciest listing in Truro. This 4BR, 3BA waterfront contemporary hit the market in June 2012 for $3,200,000 and is now asking $2,950,000.

22. $2,550,000

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18 Torrey Road
East Sandwich, MA 02537

Another horse farm, this one on 9.66 acres with rights to a private beach. The East Sandwich estate hit the market in June for $2,975,000 and was chopped down to $2,375,000 in October. A November priceupper brought the ask to $2,550,000.

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1. $118,000,000

Pond Road, West Tisbury, MA 02568

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.

Pond Road
West Tisbury, MA 02568

2. $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 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.

260 Polpis Road
Nantucket, MA 02554

3. $25,000,000

97 Tilipi Run Street, Chatham, MA 02633

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

97 Tilipi Run Street
Chatham, MA 02633

4. $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

5. $17,500,000

251 Green Dunes Drive, Marstons Mills, MA 02648

"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.

251 Green Dunes Drive
Marstons Mills, MA 02648

6. $12,000,000

22 Quitsa Lane, Chilmark, MA 02535

Per the listing, the Cliff Cottage "enjoys one of the most picturesque settings and water-views on Martha's Vineyard." The Chilmark spread last changed hands in 1999 for $6.8M and is now looking for $12M.

22 Quitsa Lane
Chilmark, MA 02535

7. $11,800,000

41 Uncle Roberts Road, West Yarmouth, MA 02673

Located on Great Island, Pebble Hedge is a waterfront estate with an $11,800,000 price tag. The property consists of three residences with a total of 16 bedrooms, 10 baths in 10,150 sq. ft.

41 Uncle Roberts Road
West Yarmouth, MA 02673

8. $10,950,000

60 Harbor Road, Harwich Port, MA 02646

Wychmere Breezes hit the market back in November 2010 for $14,500,000. Three years and just two pricechops later, the 9,400 sq. ft. estate on Wychmere Harbor is asking $10,950,000.

60 Harbor Road
Harwich Port, MA 02646

9. $10,000,000

55 Windhover Way, Woods Hole, MA 02543

Perched overlooking Buzzards Bay on Penzance Point, this Woods Hole estate features a circa 1800 three bedroom main house and a barn. Asking price is an even $10 million.

55 Windhover Way
Woods Hole, MA 02543

10. $8,950,000

556 Chappaquonsett Road, Vineyard Haven, MA 02568

This Vineyard Haven compound has 300-feet of private beach, a seven bedroom main house with "Vineyard character" and a four bedroom guesthouse. Asking price is $8,950,000.

556 Chappaquonsett Road
Vineyard Haven, MA 02568

11. $7,900,000

108 Red Brook Road, Mashpee, MA 02649

Yee haw! This 7.4 acre equestrian property features two residences and plenty of horse trappings (multiple riding arenas with state-of-the-art synthetic footing, two barns with nine stalls and a heated tack room, etc.). Asking price is $7,900,000.

108 Red Brook Road
Mashpee, MA 02649

12. $7,750,000

5 Skippers View Lane, Aquinnah, MA 02535

Aquinnah's priciest pad is a four-acre beachfront estate with a Hutker-designed main house and guest house. Asking price is $7,750,000.

5 Skippers View Lane
Aquinnah, MA 02535

13. $5,999,000

134 Coles Pond Road, South Dennis, MA 02660

The pricechopper's East Dennis BFF overlooks Cape Cod Bay and is currently asking $5,999,000 after initially hitting the market for $8,500,000.

134 Coles Pond Road
South Dennis, MA 02660

14. $4,995,000

461 Wings Neck Road, Pocasset, MA 02559

Bourne's priciest pad overlooks Buzzards Bay. The 6,604 square footer sits on 2.5 acres with beach frontage and an association dock. Asking price is $4,995,000.

461 Wings Neck Road
Pocasset, MA 02559

15. $4,900,000

635 Chequessett Neck Road, Wellfleet, MA 02667

Wellfleet's most expensive listing is asking $4,900,000. The four bedroom 7,277 square foot waterfront spread includes a pool, private sandy beach, "and all the special amenities a custom home like this should have."

635 Chequessett Neck Road
Wellfleet, MA 02667

16. $4,200,000

210 Sunset Avenue, Eastham, MA 02642

Located on Cape Cod Bay, this 4.68 acre estate hit the market in October for $4.2 million. The priciest pad in Eastham has seven bedrooms, six baths in 5,221 square feet.

210 Sunset Avenue
Eastham, MA 02642

17. $3,995,000

16 Hayward Lane, Orleans, MA 02653

Here's an East Orleans compound with a 5BR, 3.5BA main house, a studio apartment above the garage and a separate one bedroom cottage. The 2.7 acre property is asking $3,995,000.

16 Hayward Lane
Orleans, MA 02653

18. $3,995,000

10 Harbour Drive, Provincetown, MA 02657

This 4,233 square footer is "the largest waterfront home for sale in Provincetown." The brokerbabble continues, "Bay Harbour, through certified surveys, has experienced over 125 feet of beach ACCRETION seaward since 1976." The miraculous listing is asking $3,995,000.

10 Harbour Drive
Provincetown, MA 02657

19. $3,750,000

316 Crowells Bog Road, Brewster, MA 02631

Just in time for Turkey Day, a Brewster compound with cranberry bog views. The seven bedroom compound also features 1,500 ft of frontage on Long Pond and is asking $3,750,000.

316 Crowells Bog Road
Brewster, MA 02631

20. $3,400,000

26 Tylers Creek Road, Oak Bluffs, MA 02568

Here's another Hutker-designed property, a waterview Farm Neck listing asking $3,400,000.The 6BR, 6.5BA comes with "unobstructed views of Sengekontacket," a pool, bar, and outdoor bar.

26 Tylers Creek Road
Oak Bluffs, MA 02568

21. $2,950,000

15 Avocet Road, Truro, MA 02642

Behold, the priciest listing in Truro. This 4BR, 3BA waterfront contemporary hit the market in June 2012 for $3,200,000 and is now asking $2,950,000.

15 Avocet Road
Truro, MA 02642

22. $2,550,000

18 Torrey Road, East Sandwich, MA 02537

Another horse farm, this one on 9.66 acres with rights to a private beach. The East Sandwich estate hit the market in June for $2,975,000 and was chopped down to $2,375,000 in October. A November priceupper brought the ask to $2,550,000.

18 Torrey Road
East Sandwich, MA 02537