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The New Milford Railroad Station is a historic railroad station on Railroad Street in New Milford, Connecticut. Built in 1886 by the Housatonic Railroad Company, it cemented the town's importance as a regional tourist and business center. It served passenger service until 1970, and is now home to the Greater New Milford chamber of commerce.

The United Bank Building is a historic commercial building at 19–21 Main Street in downtown New Milford, Connecticut. Designed by Wilson Potter and built 1902–04, it is a prominent local example of Classical Revival architecture, built to house two banks whose previous buildings had been destroyed in a devastating fire.

The E.A. Wildman & Co. Tobacco Warehouse is a historic commercial/industrial building at 34 Bridge Street (United States Route 202) in New Milford, Connecticut. Built in 1870, it is the oldest of the surviving tobacco warehouses in the town, which was a major tobacco processing center in the region.

The Merritt Beach & Son Building is a historic commercial building at 30 Bridge Street in New Milford, Connecticut. Built in 1873, it is one of the town's oldest surviving commercial buildings. It was built for Merritt Beach & Son, a lumber and hardware merchant that is one of its oldest continuously operating businesses (although it is no longer at this site).