Selling a portfolio and 1031 exchange

[Khaled El Dorry]

Hello - I've been slowly buying and holding SFH and duplexes for last 5 years - total 9 doors and they have done quite well in terms of CF and appreciating. I also ventured into STR and bought my first cabin in the smokies and had some good success with it in year 1. I have a W2 and self managing a STR is hugely beneficial when it comes to taxes so I am thinking about selling my LTR's and 1031 exchanging them into another STR with same or better CF and get more tax benefits.

The problem is they are 7 properties in flrodia and Ohio so not sure how feasible it is to sell all of them in time to make the 1031 exchange timing work.  Any guidance would be greatly appreciated. Thank you 

[Remington Lyman]

Quote from @Khaled El Dorry:

Hello - I've been slowly buying and holding SFH and duplexes for last 5 years - total 9 doors and they have done quite well in terms of CF and appreciating. I also ventured into STR and bought my first cabin in the smokies and had some good success with it in year 1. I have a W2 and self managing a STR is hugely beneficial when it comes to taxes so I am thinking about selling my LTR's and 1031 exchanging them into another STR with same or better CF and get more tax benefits.

The problem is they are 7 properties in flrodia and Ohio so not sure how feasible it is to sell all of them in time to make the 1031 exchange timing work.  Any guidance would be greatly appreciated. Thank you 

 You would have to sell them as a package and take a discount