Connecticut’s lavish Maple Hill Farm lists for $19M

Bet the farm on this farm.

Oscar-winning filmmaker Barry Levinson — famed for “Rain Man,” “Good Morning, Vietnam,” “Bugsy,” and “Wag the Dog” — owned a 47-acre working farm in Connecticut for around 17 years before selling it in 2012.

Maple Hill Farm, at 187 Umpawaug Road in Redding, Conn., is now on the market for $19 million.

Legend has it that Benedict Arnold once visited the farm, which was also the site of town and Mason meetings in the 1900s.

Barry Levinson
Barry LevinsonWireImage

Architect Andrew Bartolotta and interior designer Amy Zolin won an Innovation in Design Award, among others, for rebuilding the main house in 2014.

The estate, which dates back to the 18th century and is located just an hour’s drive from New York City, also features three guest homes, a state-of-the-art private recording studio and a performing arts venue, a working barn, a boat house, a dock and a sugar house — where the owners make their own maple syrup from trees on the property.

You’ll also find an orchard, fields, old stone walls and a 300-foot stream with waterfalls that descend into a three-acre pond stocked with largemouth bass and brown trout, according to the listing.

There’s a pig and chicken coop, a tennis court, a pool, a riding ring, horse stalls, paddocks and a ball field. Additionally, the farm boasts acres of riding and hiking trails, known as the Hundred Acre Wood, thanks to custom wood carvings of “Winnie the Pooh” characters cut by a local chain-saw artist. Prior to Levinson, the home was owned by Joe Montgomery, founder of Connecticut-based Cannondale bike company.

If that’s not enough to impress, Umpawaug Road is one of the original Native American trails in the Northeast and one of the original post roads for delivery, according to the listing — a co-exclusive from Roni Agress, of William Pitt Julia B Fee Sotheby’s International Realty and Lisa Pompeo of Coldwell Banker.



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