Peek Inside Woodland Manor – The Most Expensive Listing In Massachusetts

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There are lots of luxury homes hitting the market in Massachusetts, but there is only one that can claim the title of the most expensive listing.

Meet Woodland Manor, the former Brookline estate of Reebok founder and billionaire Paul Fireman.

For $55 million, the lavish 26,623 square foot estate in Chestnut Hill comes complete with more than 14 acres that includes five buildable lots. (If you choose to purchase just the property set on 7.32 acres, it will only set you back $38 million).

The impressive property located five miles from the center of Boston sits prominently between The Country Club in Brookline and Putterham Meadows Golf Course. It initially hit the market back in 2016 for $90 million. Since then, it has dropped to $55 million and now includes the offering of two saleable options.

The winding driveway takes you on a third of a mile journey along the beautifully landscaped property before arriving at the estate. Every detail was thoughtfully and considered and flawlessly executed here from the hand drawn exterior and interior stones to the custom profiles of quoins, cornices, lintels, keystones, balconies, chimneys and decorative carvings that make this property stand out.

The listing says Woodland Manor’s custom features include a distinctive facade of Indiana limestone and a “breathtaking tapestry of lawns, ponds, sculpted rock outcrops and a horticultural encyclopedia of plantings.” There is also a four-car garage, eight bedrooms, seven full bathrooms and five partial bathrooms as well as an expansive 5,000 square foot exterior granite terrace to take in the secluded views.

Woodland Manor is located at 150 Woodland Road, Brookline, Massachusetts.

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