Brookline's 10 Priciest Mansions for Sale Right Now

By Tom Acitelli@tomacitelli Aug 12, 2014, 12:45pm EDT

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By Tom Acitelli@tomacitelli Aug 12, 2014, 12:45pm EDT

Brookline is obviously no stranger to big-time mansions and their big-time asking prices. The town currently hosts two of the biggest big-time (big!) listings in the entire Greater Boston region: the 23-room estate at 39 Sears Road asking $17,000,000 and the 12-room spread with private pond at 101 Fernwood Road asking $18,000,000 (pictured). There are so many others, though, many of them fairly recent to the market. They may not be as gobsmackingly priced as 39 Sears and 101 Fernwood, but they are each nothing to sneeze at in that department.

· This $17M Brookline Estate Is Nothing But Second-Best Now [Curbed Boston]
· Yegads! Greater Boston's Priciest Listing From the Air [Curbed Boston]

101 Fernwood Road

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Price: $18,000,000
This 3.72-acre estate, featuring a 10,000-square-foot house, is the priciest listing in Greater Boston in at least a decade. It hit the market two months ago.

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101 Fernwood Road, Chestnut Hill, MA 02467

39 Sears Road

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Price: $17,000,000
This more than 3-acre estate, with a 15,453-square-foot mansion, has been on the market almost a year now.

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39 Sears Road, Brookline, MA 02445

407 Warren Street

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Price: $6,200,000
Yup, a steep drop-off in price between Nos. 2 and 3 here. This nearly 1.5-acre estate, with a 7,500-square-foot house, has been on the market for two months.

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407 Warren Street, Brookline, MA 02445

75 Sargent Road

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Price: $5,650,000
This 1.2-acre estate, featuring not only a 6,028-square-foot house but one of the largest Japanese maples in North America, has been on the market for just shy of 100 days.