Michael Kittredge’s Massachusetts compound
The 60-acre compound features three tennis courts, a nine-hole golf course, multiple swimming pools and eight structures that combine for 120,000 square feet.

The main house. (Surette Media Group)

The living room. (Surette Media Group)

The kitchen. (Surette Media Group)

The dining area. (Surette Media Group)
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The oval office. (Surette Media Group)

The wine cellar. (Surette Media Group)

The basketball court. (Surette Media Group)

The arcade. (Surette Media Group)
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The bowling alley. (Surette Media Group)

The indoor pool. (Surette Media Group)

The indoor tennis court. (Surette Media Group)

The exterior. (Surette Media Group)
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The clubhouse. (Surette Media Group)

The fireplace. (Surette Media Group)

The banquet-style dining room. (Surette Media Group)

The outdoor pool. (Surette Media Group)
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Aerial view of the home. (Surette Media Group)

The car barn. (Surette Media Group)

The 60-acre compound. (Surette Media Group)
Jack Flemming covers real estate for the Los Angeles Times. He was raised in St. Louis and studied journalism at the University of Missouri. Before joining The Times as an intern in 2017, he wrote for the Columbia Missourian and Politico Europe.