The utility model relates to the technical field of waterproof structures, and discloses a historical style building tiger window waterproof structure which comprises a roof plate, a side plate is fixedly connected to the interior of the roof plate, an L-shaped frame is fixedly connected to one side of the side plate, and a winding drum is rotatably connected to the interior of the L-shaped frame. The motor drives the second limiting wheel to rotate, the second limiting wheel drives the three-wheel belt to rotate, the three-wheel belt drives the other two second limiting wheels to rotate, at the moment, the three-wheel belt drives the rainproof cloth to move, the other second limiting wheel drives the other first limiting wheel to rotate, and the other first limiting wheel drives the two-wheel belt to rotate. The two-wheel belt drives the first limiting wheel to rotate, the first limiting wheel drives the winding drum to rotate, the winding drum releases the rainproof cloth on the outer side, the rainproof cloth is pulled out and covered under traction of the three-wheel belt, and the effect of shielding rainwater is achieved.