While the original design and location date back to the 1890s, the bridges you see and drive over today are not the original structures. A wooden bridge exposed to Wisconsin weather has a limited lifespan.
The bridges have been rebuilt and restored several times over the past century to maintain their safety and historical character. The most significant and complete reconstruction of these trestles occurred in 1992-1994. The Village of Shorewood Hills, which now maintains the road, undertook a major project to faithfully replicate the original 1890s design using modern, more durable materials (like pressure-treated timber) and construction standards.