South Avenue Landmark: Brooks Sanatorium, Reincarnated

South Avenue has undergone a conspicuous transformation these last many years. Once lined with mid-20th century Capes and Colonials, it’s now dominated by modern, custom-built homes. (Nothing wrong with that. It’s just … different.)

One holdover from the “old” South Avenue is a gorgeous three-story home at the corner of Brooks Road, with the columned wraparound porch and dormer windows looking out over a perfectly manicured front lawn. The home is not only a throwback to an earlier time, but also has a significant history in the annals of New Canaan itself.

A History of Christmas Caroling at God’s Acre

Caroling at God’s Acre for Christmas is one of New Canaan’s most cherished events of the year, a nostalgic, Rockwellian gathering that brings the community together unlike any other celebration. A sacred and treasured tradition, the Christmas Eve gathering distinguishes New Canaan from surrounding towns. Held on the plot of land above which the Congregational Church was built—the institution upon which the town was founded—the caroling sees scores of New Canaanites descend each year on what literally is hallowed ground, as it is believed many of New Canaan’s settlers are still buried at God’s Acre. But how did it start, and when? The first documented instance of caroling at God’s Acre occurred on Christmas Eve in 1916, according to historian Mary Louise King’s book Portrait of New Canaan, published by the New Canaan Historical Society.

In Search of New Canaan History: Stephen Weed’s Fort

New Canaan’s long and storied history has produced its fair share of characters and legends, some apocryphal, some true. One such legend and character is Stephen Weed and the story of his Revolutionary War-era fort. Weed was a Canaan Parish soldier in the American Revolution who helped defend New York against the British under the command of Captains John Carter and Daniel Benedict, historians say. According to 1951’s “Landmarks of New Canaan,” published by the New Canaan Historical Society, he was captured and ultimately imprisoned in the notorious Sugar House prison in New York City. Eventually Weed was released and returned home, though as a shell of his former self: His battlefield experience and subsequent imprisonment had caused postwar syndrome.

Dantown: The ‘Atlantis of New Canaan’

Drive slowly along the upper reaches of Ponus Ridge and you can glimpse the last vestiges of a once-thriving New Canaan community, most of which now exists deep beneath the Laurel Reservoir. Beyond the chain link fence surrounding the lake, myriad stone walls crisscross through the trees, some of which suddenly disappear into the water. This is all that remains of Dantown. For Bob Tilden of Montour Falls, N.Y., the search for Dantown began as a search for his ancestors. One of these ancestors, Francis Dan, arrived in what was then Stamford in the late 17th Century, eventually settling a community by the Rippowam River near the New York state border.

A Brushy Ridge Mystery: The Rockery

If you’ve ever taken a ride up Brushy Ridge Road, you might have noticed an ancient stone arch on the side of the street framing a rusted wrought-iron gate. It is seemingly a gateway to nowhere, as looking beyond it one can’t see a house, cemetery, steps or anything of apparent significance. Adding to the mystery is another arch at the top of Brushy Ridge that looks like something out of Stonehenge. Rewind about [150] years. Local history says that William H. Thomson was a doctor in New York City in the mid-late 19th century.