. - These are the two channels where these companies will seek out listings for their housing requests.Longer term you should be networking with businesses in the area that are known for having housing needs for their employees.

But I’ve come to realize in order to maximize the tax benefits and long-term earnings.

My current primary ( scenario 1) Keep the primary for the life of the loan ( current rate is 4.5 so i dont see my self refinancing anytime soon)current home value 1,150,000Loan amount 935,000appreciation estimate 5% per year after a 28 year hold and the house is paid off I would have a house worth 4,312,000$my current mortgage is 6125$ ( piti) included My second option( scenario 2) Sell the house, walk away with $150 ,000 ish in hand and put that into a low cost index fund Rent a house elsewhere for about 3000$ ish and take the extra 3000$ im saving everymonths from not having to pay my mortgage and puting that money in the index fund as well I ran the numbers on both of these scenarios and doing what I mentioned above would break even at about 28 years meaning my stock account would be worth 4.3 million just like my house would , but the only is that holding a house for 28 year would mean 28 years of property taxes, loan interest ,home insurance and repairs etc whick I calculated to be about 1,200,000$ at minimum which raised my eyebrows to say the least Also i understand that each of these options ( stock market vs real estate ) will have there tax consequences ( long term capital gains) so any thoughts on that would be appreciated as well.  

I realize I'll need to look at zoning, put together a site plan, etc. to know exactly what's possible in terms of how many units can fit on the site.

Hey @Noah Yashinsky, South Florida is more of an appreciating market rather than a cash flow market for long-term rentals.

It does take a little playing around with the numbers and knowing what you are comfortable with in terms of risk.

It isn't too costly, and with you being out of state, you may benefit from having a local professional to assist you with implementing changes. 

Over $5,000 takes you into district court, which can be significantly more costly in terms of time and expenses. 

Or long term property management? 

Investment Info:

Single-family residence buy & hold investment.

Purchase price: $583,000

Cash invested: $35,000

Denver STR airbnb.com/h/cute-denver-5bd