Cities don't play fair when they decide to go after you.One thing I would also suggest you do is look on AirBnB for the specific building you want to buy in. 

You can find them through local real estate investment groups or online platforms.Auction or Estate Sale: If the property has unique characteristics, especially being a large, old Victorian, it might attract specific buyers looking for such properties.

If you are doing it just to buy something my answer would be no, but if there is a specific deal that you underwrote that looks like a great deal then yes.Henry asked and brought up great points as well. 

hi @Iris Cruz I don’t specialize in specific suburbs.  

You are right about the risk that comes with the holding period but in my opinion sometimes you have to take the risk and make sure the profit that you generate is higher than the costs that you paid by holding the deal for a specific amount of time.

@Ashish Acharya A big part of my post is highlighting how specific details in local regulations can make it increasingly challenging to operate short-term rentals, even in towns where they’re technically permitted.

@Alex V. you've got some good responses above but this specific forum is more for residential stuff. 

We've even purchased, rehabbed and then sold properties to specific investors before.

Planner 5DPlatform: AndroidFeatures:Supports both 2D and 3D floor plans.Allows you to scan walls and create floor plans as you walk through a property.Offers a vast library of furniture and decor items to customize your plans.Bonus: Projects can be synced and edited on Windows through their web platform3.

But I did not want to give specific examples with no context on a location for her.