My hope is to continue investing heavily into properties and utilizing their tax benefits!

My understanding on this is that if you build it unpermitted, the benefit at that time is that your property value likely won't increase because the square footage is not assessed to increase the value of your home and therefore the property taxes.

Calling a broker to get a ballpark like @Chris Seveney said  or getting an online quote will always be the most accurate but if you want quick numbers - Nerdwallet has a "by zipcode" feature: https://www.nerdwallet.com/article/insurance/estimate-home-i...If you are working with a loan officer their different systems often auto estimate taxes and insurance as well - so you could ask them. 

BUT you have less red tape, no tax returns, DTI, or employment checks are required.

Now you are looking to buy a property that may be overvalued or have to pay taxes to not do the 1031.Better is to get all important docs in the LOI stage prior to locking selections so you can feel good about the one or ones you plan on closing on.

Looking for accountant referrals in the Cleveland/Akron/NE Ohio area with strong familiarity in investment property related tax matters.I'm planning to purchase my first investment property shortly, but I need an accountant to do tax preparation for my current retail business this year (Form 1065) and personal returns.

We have several strategies to mitigate delays and fees that work well and keep the tax advantaged status of the account secure.

Background:First-time home buyerUp to $100k for downpaymentOpen to explore different parts of the city or even other statesOpen to leverage FHA or DPAWilling to settle for breakevenReady to close ASAPChallenge:Finding a property that can fully cover the mortgage through house-hacking and breakeven or potentially cash flow in Vegas, or other no-income-tax states.Request for Advice:Scenario 1 - Stay in Vegas and find a property that is viable to house hackHow are people house-hacking in this market?

Normally, on my taxes, I try to break even or make a little profit BEFORE applying depreciation to the property.I recently applied for my 6th mortgage, and the loan officer significantly lowered my buying power because he looked at all of my properties as losing money. 

No worries, we all need a hand with taxes.