Tax Implications of Selling Real Estate Using a Structured Installment Sale

A Structured Installment Sale (SIS) allows real estate sellers to defer capital gains taxes by directing sale proceeds into a trust instead of receiving them at closing. Rather than paying 20–40% in combined federal, state, and NIIT taxes upfront, the seller receives quarterly installment payments over 5–20 years and pays capital gains taxes only on the gain portion of each payment as received — authorized under IRS Code Section 453 and documented in IRS Publication 537.

The Real Cost of Selling Real Estate

When you sell appreciated real estate, multiple tax layers apply simultaneously. Understanding these costs is essential before choosing a strategy.

Tax TypeRateApplies To
Federal Capital Gains0%, 15%, or 20%Based on taxable income bracket
Net Investment Income Tax (NIIT)3.8%Income above $200K (single) / $250K (married)
Depreciation RecaptureUp to 25%Previously depreciated rental/investment property
State Income Tax0% – 13.3%Varies by state (CA, NY, NJ, HI highest)

Combined, these taxes can consume 20–40% of your sale proceeds at closing — often hundreds of thousands of dollars on a single transaction.

How a Structured Installment Sale Changes the Math

David purchased an investment property for $150,000 in 2006. It's now worth $600,000 — a $450,000 capital gain. Here's how a traditional sale compares to a Structured Installment Sale.

Traditional Sale

Sale Price$600,000
Cost Basis($150,000)
Capital Gain$450,000
Tax Due at Closing($110,000)
Annual Income$0
Interest Earned$0
Net Proceeds$490,000

Structured Installment Sale — 15-Year Note

Sale Price$600,000
Cost Basis($150,000)
Capital Gain$450,000
Tax Due at Closing$0
Annual Income (6.5%)$62,400
Total Interest Earned$336,000
Total Payments Received$936,000
$110K
Tax Deferred at Sale
$336K
Interest Earned
$446K
Total Advantage vs. Traditional

Based on estimated federal and state capital gains taxes. Actual results depend on individual tax situation. Consult your CPA for specific advice.

How It Works: 3-Step Process

Step 1

Promissory Note Issued

You select payment terms (5, 10, 15, or 20 years) and receive a secured promissory note from the IGH Trust. Terms, rates, and payment schedules are documented and enforceable.

Step 2

Property Sold & Funds Enter Trust

At closing, the proceeds go directly from escrow into the IGH Trust. You never take constructive receipt of the funds — this is the critical requirement for IRS compliance under Section 453.

Step 3

Deferred Taxation & Income Begins

You receive regular quarterly payments per your note. Capital gains taxes are recognized only on the gain portion of each installment as you receive it, potentially keeping you in a lower tax bracket.

Payment Structures & Published Rates

IGH Trust publishes transparent, fixed interest rates — the same rates regardless of property type or transaction size.

TermInterest RateStructure OptionsBest For
5-Year5%Interest-only + balloonMaximum cash flow now
10-Year6%Fully amortized OR interest-only + balloonBalanced income & deferral
15-Year6.5%Fully amortized OR interest-only + balloonHigher compounding, more income
20-Year7%Fully amortized OR interest-only + balloonMaximum tax deferral & growth

Rates subject to change. Contact us for current rates and terms.

Eligible Property Types

Residential Investment Property

Single-family rentals, duplexes, condos

Commercial Real Estate

Office buildings, retail spaces, warehouses

Agricultural / Farmland

Working farms, ranch land, agricultural parcels

Vacation Homes

Second homes and seasonal properties

Multi-Family Residential

Apartment buildings, fourplexes

Raw Land

Undeveloped parcels and lots with appreciated value

Minimum transaction: $100,000. Personal residences eligible for gains above the $250K/$500K exclusion.

Frequently Asked Questions — Real Estate Tax Deferral

See How Much You Could Save on Your Property Sale

Use our free Revenue Estimator to compare a traditional sale vs. a Structured Installment Sale with your actual numbers — or schedule a consultation.

Important Disclosure

This information is provided for general educational and informational purposes only. It is not intended to be specific investment, tax, or legal advice and should not be relied upon as such. Tax rates and regulations are subject to change.

Always consult your tax advisor and/or attorney for specific advice pertaining to your specific situation. Rates and terms are subject to change. Past performance is not indicative of future results. Iron Gate Holdings and its affiliates do not provide tax or legal advice.

Tax Implications of Selling Real Estate — Structured Installment Sale | IGH Trust