A 1031 exchange doesn’t apply, but funding through a self-directed IRA can defer taxes, though profits from debt financing may trigger UBIT.To reduce taxes, consider forming an LLC for better expense deductions, offsetting gains with investment losses, or holding the property for 12+ months to qualify for lower long-term capital gains rates.This post does not create a CPA-Client relationship.

It is definitely a bit more tricky on an investment property, but it can for sure be done.What area of Chicago is the property in?

How are you doing investment wise?

Quote from @Roxanne Whitaker: Please be aware if you buy an investment property and do not live in MD, when you go to sell it you will pay an 8% tax at settlement. 

What investment strategies have worked for you in this area?

Suggestions like driving by the houses weekly are silly, such trips serve no legitimate business purpose. 

You investing in that fund? 

@Richard Bautista could be legitimate, but could also be a "churn & burn" situation.How will you know the difference - before it's too late?

Furthermore, it aligns with the growing trend of home improvements that enhance daily living while maximizing investment returns.

If you see someone violating the rules, create a post with "@moderators" and we will receive a notification and respond.Again, welcome to BiggerPockets and happy investing!