For example, the iconic Malibu waterfront homes were built directly over the water, many by variance, and assumedly will not be permitted to reconstruct, certainly not with the same materials or attached architecture.

With Chicago's new Express Permit Program, it's a bit easier to get permits for work that would have previously required architectural drawings. 

If you wanna do actual AI maybe architecturing is making more sense.

I'm a Project Manager at an Architectural Firm specializing in Custom High-End Homes. 

Interesting city with a lot of rich history and beautiful architecture. 

I'm also curious about the architecture plans that he provides. 

It had some good architectural features that people loved, and the original plaster walls downstairs were in great condition, not even cracked.

I'm about to sink a pretty penny into architecture/engineering fees, and if this appraisal is a total flop I might have to abandon the project and take the hit.

None wanted to give me at least an estimate without architectural drawings, which I guess is understandable.

With your background in architectural design, you're already ahead of the game in understanding spaces and their potential!