Feature Articles

Turn a Real Estate Sale Into a Tax-Smart Strategy

Selling appreciated investment or commercial real estate all at once can trigger major tax hits. Structuring the transaction as an installment sale under Section 453 spreads the tax liability over multiple tax years.

Benefits of Installment Sales

By deferring payments across future years, sellers can often keep their income beneath the top 20% long-term capital gains threshold ($545,500 for singles / $613,700 for married filing jointly in 2026) and minimize liability under the 3.8% Net Investment Income Tax (NIIT).

Critical Rules

Depreciation recapture cannot be deferred; it is fully taxable as ordinary income (capped at 25%) in the initial year of sale regardless of the cash received. In addition, installment agreements over $5 million may incur interest charges on the deferred tax balance.


Before You Shred: Know Which Tax Records to Keep

Proper document retention prevents penalties during an audit. As a general rule:


Plan Carefully to Minimize Taxes on Your Inheritance

Inherited traditional IRAs and 401(k)s generally require non-spouse beneficiaries to withdraw all funds within 10 years, potentially pushing heirs into higher marginal brackets without strategic withdrawal planning.


Tax Tips

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