Slip slidin’ away: Paul Simon sells New Canaan estate at loss

The sound of silence might have marked the closing as Paul Simon sold his 32-acre Connecticut estate for significantly less money than he paid for it.

Simon and his wife, fellow musician Edie Brickell, sold the New Canaan property at 82 Brookwood Lane on July 1 for $10.8 million, Dirt reported. The price was well below the $16.5 million the couple shelled out for the property two decades ago.

82 Brookwood Lane in New Canaan, CT (Houlihan Lawrence)

Selling the home, which is miles from the Long Island Sound, proved difficult. Two years ago, Simon cut $2 million off the asking price, bringing it down to $11.9 million. The property first went up for sale at an even more optimistic $13.9 million in 2019.

The Georgian mansion, completed in 1938, features six bedrooms, eight bathrooms and a host of powder rooms. The three-story home’s living room has an antique stone fireplace. A library boasts a stone-carved fireplace and the five guest bedrooms all have a private bath. The home also includes a three-car garage.

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The grounds included walled gardens and a swimming pool. A 2,400-square-foot, three-bedroom cottage can be utilized for guests or caretakers; it served as a recording studio for the married musicians. But buyers paying eight figures are often looking for ocean views; Brookwood Lane offers a modest pond on the far side of a large lawn.

82 Brookwood Lane in New Canaan, CT (Houlihan Lawrence)

Houlihan Lawrence’s Taylor Tait and Libby Mattson had the listing. Bruce Baker of William Pitt Sotheby’s International Realty represented the buyer, who was not revealed.

Simon and Brickell still have several homes they can call their “Graceland:” a duplex on the Upper West Side, a 30-acre oceanfront estate in Montauk and a 10-acre estate in Allen, Texas.

Despite the loss on the Connecticut property, Simon hardly needs a bridge over troubled water to ease his mind. Last year, Simon reportedly sold his song catalog for approximately $250 million, according to Forbes, one of the largest such sales in memory.

[Dirt] — Holden Walter-Warner