There are also some unique medium term rental strategies that can be implemented in bigger cities throughout the country.

I am looking for my second rental, BP has gotten me in touch with some really great folks in the Rent to Build space and I am researching that in the Ocala/Inverness and Jacksonville areas. 

I am just out side of Elkhorn, WI and selling our property the is 5 blocks from the lake. If sold for the amount I want I will have 30k to 40k at the end. Love to keep relator out of it, but may need realtor to find a...

But if you know what you're doing in finding the properties and want a fixer upper, it's doable.I will say that the multi-family rental market is pretty saturated here though. 

I’m based in Tampa and run Graystone Investment Group, focusing heavily on helping (out of state) investors find and manage properties here in Florida.Totally agree on the importance of understanding those short-term rental rules in Florida—each area can feel like its own little country with all the different regulations!

My goal is to achieve financial freedom through house hacking and long-term rental properties.

As a starting point: -If they work full time and make $700k a year -Don't want to or can't spend time self managing a short-term rental -Don't have a spouse who wants to take the lead on managing the rentals They are likely not going to directly reduce their taxable income with real estate year-to-year. 

@Marcos De la CruzHave you ever appealed the property tax increases on your Dallas rental?

To be considered an investor (and possibly get long-term capital gains rates), you’d need to hold the property for over a year as a rental or investment, not actively flip it.Check out the IRS guide on rental real estate and capital gains for more details: IRS Rental Property Tax Guide.You might want to talk to a CPA who specializes in real estate to see if there are any strategies that work for your situation.Good luck on your flip!

Investment Info:
Single-family residence buy & hold investment.

Purchase price: $305,000

Cash invested: $80,000

Single Family home in a 55+ community. 2 Bed 2 Bath, attached 2 Car Garage. Tile ...