Did you purchase all of those single family rentals in separate LLCs with you and your spouse because your attorney said it was best for asset protection? They were kinda right, but mostly short sighted. Now you want to sell a few of those together and 1031 exchange into something bigger? Solid move, but now you have to either unwind those separate LLCs into one before you sell OR keep them separate taxpayers and buy the replacement as a TIC with yourself. Either way, you're paying for a ton of legal work. Not just in the upfront initial structuring, but more so later in the unwinding or TIC structuring. Not to mention if each LLC is taxed as a partnership, filing costs more. Since I deal with these situations more than the average bear, I've seen something that works really well from the exchange side and seems simple enough to set up. Have one holding company that holds the assets in different disregarded LLCs. Each disregarded LLC is the same taxpayer and you can dissolve each LLC when you sell/exchange and form a new disregarded entity on the purchase/exchange. I can treat selling 3 separate properties, held in 3 separate LLCs, but 1 holding company, as 1 single 1031 exchange. This isn't to be considered tax or legal advice, just from my intimate exchange perspective, this is the cleanest way to do 1031s while still limiting liability. Talk to your attorney about the liability part though. Exchange accordingly.