07/16/2025
Many of my clients own rental property as part of their retirement stategy but find themselves in a situation where they want to sell.
They ask me, "How do I step away from active management without getting hit with massive taxes?”
One solution I’ve been sharing is an UPREIT strategy — and it’s a game-changer for those looking to simplify their life, defer taxes, and create a more flexible legacy for their heirs.
Here’s a simplified look at how it works:
1. Sell your investment property and use a 1031 Exchange to reinvest into a DST (Delaware Statutory Trust) — which holds institutional-quality real estate.
2. Hold the DST for 3–4 years (per IRS rules) and receive quarterly distributions.
3. Then transfer into a REIT (Real Estate Investment Trust) through a 721 Exchange.
4. Hold the REIT for 1 year, receive monthly income, and ultimately the asset becomes liquid (though taxable). If the owner passes away while in the REIT, heirs receive a stepped-up basis and an easily divisible asset — often eliminating the deferred taxes.
This approach can help:
*Defer capital gains taxes
*Eliminate active landlord duties
*Generate passive income
*Simplify estate planning for heirs
If you're considering selling your rental or want to align your investment strategy with your retirement and legacy goals, let’s talk. Call me at 661-645-1600.