An LLC i'm a minority member of is undergoing an acquisition and my idea for planning for my tax bill is to start a new LLC just for real estate, and have the LLC purchase a unit or property outright to reduce the amount i can be taxed on and then live in the property.

@Adam MittermeierJust to confirm that this is a HUD Home listed at hudhomestore.com and not a reverse mortgage that sometimes gets called a HUD but is a very different process If this is a HUD, there is no way your agent or the listing agent knows the number or amount of the offers and there is absolutely no highest and best with HUD.

The ADA requirements are very specific: doorway widths, length of handrails, amount of space on stair landings, emergency alarm in shower.

With that many supposedly empty dwellings, you have no idea if the population declined that tiny amount because so many people are living between the cracks.Unless some affordable housing starts getting built somewhere in the USA in the near future, I see a lot of people landing here, not because they want to, but because they have no other choice at their price point (zero).

If that is the case be very careful that your HELOC  (with interest payments) will be paid with the rent from the new property  by a healthy amount to help for tenant turnover and repairs. 

Please click on the links, give them a read, and share your thoughts in the comments.First is a post that I feel will help not get overwhelmed with the amount of info that is here on BP:https://www.biggerpockets.com/blogs/5868/52761-the-simple-guide-to-getting-started-on-bp The second is a post that will help get you focused with your real estate investing goals:https://www.biggerpockets.com/blogs/5868/52743-im-new-to-bp-any-advice-would-be-appriciatedThe last one is a post that will help you choose an “investor friendly” real estate agent.

I am asking from a landlord perspective for damages exceeding the amount of collected security deposit where there is a low likelihood of collection directly from the tenant through a judgement.

Get quotes for all of the repairs from professionals and then send them to the seller and ask for that amount to be taken off the sales price.

Even if I could pull the full amount for windows and siding that wouldnt make sense to use that would it?

If the property is generating a good amount of cash and you're happy with it I wouldn't make a big deal about the furnace and water heater - especially if the seller is covering the roof.