I am leaning a certain way on the deal and I'm curious to see if other investors align with me or not.Sales Price: 102,900, 25% down (assuming 5.625% interest rate on 30 year fixed)C Unit in C Neighborhood, increases in quality could improve rent by $100-$200 p/m, estimated.Income: 2 units, total rent is $1750 per month / $21000 per yearExpenses: PITI: $856 per month (444 mortgage, 67 insurance, 345 taxes)PM: 10% / $175 per month (I will be managing for the foreseeable future)CapEx: 10% / $175 per monthMaintenance: 8% / $140 per monthVacancy: 8% / $140 per monthWater: Average is $129 per monthFlood Insurance: (Damn AE zone) is $57 per month (backed by private insurance)All other expenses covered by tenantsThe numbers Cash Flow Per Door of $39 per month / $468 per yearCF of $78 per month / $936 per yearCOCR of 3.03%Value Add/My Questions: Rents are low for this area -- rentometer, Craigslist, and 2 BR comps indicate 2 bedrooms should be in the 1000 to 1100 range per month.

I would get a contractor in for an estimate if it’s not that much (less then say 5K), I would probably ask the seller to deduct the amount, split it or pay it myself depending on the inspection of the house.

The way you are running your PadSplit, is it considered a STR for tax purposes?

Consider whether you can house hack or rent that one and buy another one.Selling a primary residence for a profit and moving to another is a good choice because you can avoid capital gains taxes on the lower value homes.

I think I’m in a tricky tax question and before I ask someone I wanted to get an insight from members. 

Let’s say you are in the 32% federal income tax bracket and 20% capital gains tax bracket.

I’m new to real estate and I’m looking to get started here soon, my only problem is that I’m wanting to have it help with my business taxes. 

I'm looking to start investing in tax lien certificates in possibly multiple states.

I wanted to know if I will still have the tax benefits of real estate even though the properties are in my LLC name

This is because most municipalities charge taxes and fees specific to the hotel industry, and when the local hotels lose market share, the difficulty in holding “mom-and-pop” short term rental operators accountable results in municipalities losing considerable tax revenue.