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The Five Most Expensive Homes in Massachusetts

Looking for a grandiose new home? Here are a handful of the most expensive homes on the market.

157 Wapoos Trail, Chatham is one of the most expensive homes on the market in Massachusetts.
157 Wapoos Trail, Chatham is one of the most expensive homes on the market in Massachusetts.

Are you looking for a new home? Or maybe you just like looking at luxurious houses? Take a look at these fives homes currently listed on Zillow.com as the most expensive standalone houses — not including buildable lots, homes with buildable land, condos or commercial structures — in Massachusetts:


97 Tilipi Run St., Chatham — $25 million: With more bathrooms (10) than bedrooms (6), this 10,974-square-foot home is set on 1.9 acres on the Cape Cod shore at Monomoy Islands and Nantucket Sound. The shingle-clad house was built in 2010 and has a banquet-sized dining room, a chef’s kitchen, an 11-seat theatre and a circular one-bedroom carriage house on the property.


30 Orange St., Nantucket — $20 million: Called “Long Hill,” this house has eight bedrooms and 10 bathrooms in a 7,211-square-foot home on a .29-acre lot in Nantucket. The house, along with its formal English garden, is on a historic street and has a view of Nantucket Harbor, Coatue and the town.  


13 Squam Road, Nantucket — $19.9 million: Described as an “oceanfront, private compound,” this 2.2-acre lot has a main house, a pool, a cabana, decks, a gas firepit, lawn, gardens and a private boardwalk that leads to Squam beach. The main living area is a 10,682-square-foot house with eight bedrooms and eight bathrooms.  


157 Wapoos Trail, Chatham — $18 million: This is 13-plus acres of tranquility on Morris Island in Chatham, which includes a 7,500-square-foot main house built in 1960, a boathouse, a dock, a small chapel, a “child’s retreat” and a garden shed. The main house contains five bedrooms, a formal dining room, a circular staircase, a library, a sunroom, a third-floor craft room, a billiard room, seven fireplaces and eight bathrooms.


68 & 72 Monomoy Road, Monomoy — $17.95 million: Built in 1954, this home has not been on the market in over 50 years. The seven-bedroom, six-bathroom house sits on a 1.18-acre lot and has a view of Nantucket Harbor, Nantucket Sound and the town, as well as access to a private beach.

BH March 15, 2014 at 04:48 PM
Elevated sea levels do not and will not swallow cape cod homes Gretchen. It's violent storms that erode away sea walls and damage homes.
Spanky Simian March 16, 2014 at 08:13 AM
Gretchen you should loosen the tinfoil, I think it is cutting off the circulation yo your brain. Geesh, you Global Warming Cultists scare me.
Spanky Simian March 16, 2014 at 08:15 AM
Gretchen here is a little hint. Global warming was a ploy developed for big business to make TONS O CASH. Just ask GE, or Warren Buffet. Kind of embarrassing huh?
steve forte March 16, 2014 at 09:02 AM
Carbon credits= derivatives for democrats
Kevin Vitali March 16, 2014 at 12:52 PM
All waterfront homes....

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