These include fix & flip and DSCR rental program that don't require tax returns of W-2 jobs, but rather uses your credit and property income to qualify.

Having a mortgage on that home might change some of the answers so just be prepared with how much the property is being rented for, what the taxes and insurance amounts are when you reach out. 

Any other tax strategist referral?

@Ronin Crimmons20% of 685k is $137k would be your federal tax liability that i see...If you have any other capital losses, you could tax harvest to offset that gain/liability.Are you already an investor? 

Low property tax/lower costs to maintain, etc.3).

self-manage or local company - depending on your personal situation - amount of time you have/strengths in self-management, financial situation, tax implicationsSkip the big management co's - like any big biz they have one priority in mind

Some facts of the house:Location: Nassau County, NY, Town of HempsteadYear built:1929Purchase price: 290,000 in 2013Condition: AverageLot size sqft: 5000Livable sqft: 760I'm seeing several houses in my zip code that have been demolished and rebuilt into new houses with the maximum allowable livable square footage selling between $1.0M- 1.2M.Which is a better option taking into consideration, profit and capital gain tax (assuming my household income of 80K)1) Should I sell this house as is at $450K2) Demolish this house and rebuild it without taking out a loan.

Also unsure about how taxes would play out (see CPA). 

The "corp-like" structure gets into the way so it can be financially/tax disadvantageous.Also, usually recommnded to not mix business lines within legal entities. 

You can exchange into simply up to 3 properties in any state and any asset class. 1031 exchange is a federal statute.