The latest plan for the old Woolworth Building on Public Square calls for stores on the bottom floor and 60 apartments above it.
"Something will be done with it, but it's going to have to be the right fit at the right time," said Watertown Mayor Jeff Graham.
But there's more - the developer wants the city to move a bus stop it just built a few years ago or build him a garage.
Another project with a catch is the old Ogilvie food plant on Watertown's east side.
Cleaning up the land for potential homes could cost more than expected.
"When you get into more costs of removing old debris, it gets into more money, which adds to the cost of each unit built," said Graham.
Neighbors of Watertown's initial plans to build around 20 single family homes may be scaled back to just 5.
"We're dabbling in a new construction, looking at an in fill here and there like we did on Ten Eyck Street," said Gary Beasley of Neighbors of Watertown.
City leaders are still optimistic about both projects.
They say these changes may change the timeline, but any worthwhile development is still a priority.