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Case Study: Should Long-Term Property Investors Sell Before the 2027 CGT Changes?

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Should you sell before the 2027 CGT changes? It could be the literal million-dollar question. Labor’s May 2026 budget announcement means that from 1 July 2027, the 50% CGT discount is to be replaced with capital gains tax indexation and a 30% minimum tax. 

Many everyday Australians who already hold property, and are indeed looking to purchase property, are overwhelmed with what these changes mean for them.

However, to ease the confusion, we have put together a real-life case study showing how holding an investment property may very well be the smartest move. Especially if you’re looking to one day retire on passive income in Australia from your portfolio.

Meet David & Karen: Weighing Up the Pre-2027 Window

  • The Question: Should we be selling our investment property prior to the new CGT changes coming into effect on July 1st 2027, or are we better off in the long run holding onto it?
  • The Profile: Late 50s, pre-retirees, invested in a good high-quality investment property in 2008. Good earners with 6-8 years left until desired retirement.
  • The Detail: David and Karen are the kind of long-term investors most people aspire to be. They bought their investment property back in 2008. Well before the GFC recovery, before the mining boom, and before the two property cycles most of their friends only caught the tail end of.

When the federal budget introduced sweeping CGT changes which could impact pre-retirees, David and Karen started asking what a lot of long-term property owners have been asking, “Should I sell my investment property before the CGT changes or hold onto it?”

It’s an important question, and one this case study is built to answer for long-term investment property owners specifically. Understanding the Australian CGT discount changes announced in the 2026–27 Federal Budget matters most for investors exactly like them; smart, hard-working people sitting on large, long-held, unrealised gains – who are wondering if the clock is now working against them. 

Here’s what we found when we ran the numbers:

Their Investment Property Situation Ahead of the CGT Changes

Detail Figure
Purchase year 2008
Purchase price $420,000
Current value ~$1.15 million
Years until retirement 6–8 years

Selling an Investment Property in Australia Before July 2027 vs. Holding: What the Real Life Numbers Show

Scenario Total gain Taxable gain Tax payable Net proceeds
Sell before July 2027 (at $1,150,000) $730,000 $365,000 (50% discount applies) $171,550 (at 47%) ~$978,450
Hold, sell in 2031 (at assumed $1,265,000, ~3% p.a. growth) Pre-2027: $730,000 / Post-2027: $115,000 $365,000 (same 50% discount) + near-zero (indexed cost base absorbs almost all of the $115,000) ~$171,550 (same as selling now) ~$1,093,450

By holding, David and Karen pay the same tax but keep an extra $115,000. That’s not an insignificant sum. Especially in today’s environment with rising costs and economic uncertainty

What the CGT Discount Changes Mean for Long-Term Property Holders

The good news is, for most long-term investment property holders, any large pre-2027 gain is protected. The CGT implications are generally greater for investors with relatively small pre-2027 gains and stronger future capital growth. For long-term property owners like David and Karen, selling before the changes solely because of the new CGT rules may not provide a significant tax advantage.

Tax Planning Strategies for Pre-Retirees Before July 2027

David and Karen don’t need to sell. But the next 12 to 18 months are still worth using well as part of a broader set of tax planning strategies. With just 6-8 years to go, it’s a crucial time to get financially set up and structured in the right way. Here’s what we’re recommending they do:

  • Get a formal property valuation before July 2027 to clearly document the pre-2027 gain. This matters when they eventually sell, so it’s good to get peace of mind early.
  • Maximise super contributions while both are still working, taking advantage of carry-forward concessional contribution rules where applicable.
  • Model retirement income sequencing. Deciding which assets to draw from first in retirement, and in what order, so they have a clear plan and pathway.
  • Review whether the property still fits their retirement income needs, or whether a different asset mix makes more sense as they get closer to stopping work. This is really important to model now, rather than later, to avoid costly mistakes.

Wondering How These Changes Might Affect Your Own Situation?

Every property, ownership structure, and timeline is different. If you’d like to see what these or similar changes could mean for you, go ahead and book a complimentary and 100% confidential discovery session with one of our My Wealth Solutions advisers.

Book Your Free Discovery Session 

Frequently Asked Questions About the 2027 CGT Changes for Long-Term Investors

Will CGT changes be grandfathered in Australia?
Yes. Gains accrued before 1 July 2027 keep the existing 50% CGT discount, regardless of when the property is eventually sold. This means long-term holders like David and Karen don’t lose the benefit of decades of pre-2027 growth just because the sale happens after the cut-off.

When will the CGT changes happen?
The changes are proposed to take effect from 1 July 2027. Only gains accrued from that date forward are assessed under the new cost base indexation and 30% minimum tax approach.

Are there any CGT exemptions that still apply for pre-retirees?
Existing CGT exemptions, including the main residence exemption, are unaffected by this change. For investment properties, the reform only changes how the discount is calculated on gains made after 1 July 2027 it doesn’t remove any current exemptions.


Disclaimer: This article is provided for general information purposes only and does not constitute personal financial, tax, or legal advice. Any case studies or examples are illustrative only and are based on hypothetical or composite client scenarios. Any Capital Gains Tax (CGT) calculations, tax outcomes, or financial projections are estimates only and may not reflect your individual circumstances. Where financial projections are shown, they assume an annual investment growth rate of 3%, which is for illustrative purposes only and is not a guarantee of future performance. Tax laws and legislation may change over time, and investment markets can rise and fall. Before making any financial or tax-related decisions, you should seek advice from your accountant, registered tax agent, or licensed financial adviser to ensure the information is appropriate for your personal circumstances.

By Hayden Wilson Financial Adviser

Hayden has worked in both corporate and self-employed roles including running a successful business. He joined the Financial Services industry in 2021, and became a Financial Adviser in 2023.

B. Business, Grad. Dip. Financial Planning

View my profile

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