Are there any tricks with limiting capital gains taxes when selling?

[Peter Li]

I am not going the 1031 route as my goals don't align with the requirements for the 1031, i.e. I need to downgrade from a multi-family (which has a sizable loan) and use the equity to purchase a new home of much smaller value with less and/or no mortgage for now.

Due to this, I'm expecting a significant capital gain. The property is held by a holding LLC and I can declare losses from other properties perhaps that could help here perhaps but they aren't significant. Is there anything out of the box I can incorporate leading into this sale that would be significant?

[Ken M.]

Quote from @Peter Li:

I am not going the 1031 route as my goals don't align with the requirements for the 1031, i.e. I need to downgrade from a multi-family (which has a sizable loan) and use the equity to purchase a new home of much smaller value with less and/or no mortgage for now.

Due to this, I'm expecting a significant capital gain. The property is held by a holding LLC and I can declare losses from other properties perhaps that could help here perhaps but they aren't significant. Is there anything out of the box I can incorporate leading into this sale that would be significant?

You can use installment sales to defer some of the capital gains.