Downsizing vs. Asset Progression: What’s the Best Move for Retirement in 2025

Find out which is better for YOU

RESALEHDB

2/18/20253 min read

Option 1: Downsizing & Cashing Out – A Simpler, Stress-Free Retirement

🏡 What It Means:

- Selling your larger or higher-value home and moving into a smaller, more affordable property.

- Unlocking cash proceeds to fund your retirement instead of keeping it tied up in property.

✅ Why Downsizing Makes Sense

No Mortgage, No Stress

- By moving into a fully paid, smaller home, you eliminate monthly mortgage payments, reducing financial burdens in retirement.

Cash Liquidity for Retirement

- Selling a large home and buying a smaller one lets you free up a significant amount of cash, which can be used for:

- Living expenses

- Healthcare & emergencies

- Travel & lifestyle

- Passive income investments (e.g., dividend stocks, REITs)

No ABSD Worries

- Selling and downsizing means you only own one property, avoiding the 20-30% ABSD on second properties that makes traditional asset progression costly.

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Option 2: Selling and Reinvesting in a Higher-Growth Property

📈 What It Means:

- Instead of simply cashing out, you sell your current home and buy another property with higher growth potential.

- This lets you continue benefiting from property appreciation without paying ABSD.

✅ Why This Can Be a Smart Move

Upgrading to a Higher-Growth Location

- Selling an older property in a slower-appreciating area and buying in an upcoming hotspot (e.g., Jurong Lake District, Greater Southern Waterfront, Woodlands Regional Centre) could lead to higher long-term capital gains.

Switching to a Freehold or More Premium Property

- If you currently own a 99-year leasehold condo, selling and reinvesting into a freehold condo with better long-term value can be a smart upgrade.

Better Rental Potential

- If you want passive income, reinvesting into a smaller condo in a high-demand rental area can provide stable rental yield while keeping your property portfolio streamlined.

So, What’s the Better Choice in 2025?

🏡 Choose Downsizing If:

✔ You want financial freedom and no mortgage burden.

✔ You need cash liquidity for retirement expenses.

✔ You prefer a low-risk, stress-free lifestyle.

📈 Choose Selling & Reinvesting If:

✔ You still want capital appreciation but without owning multiple properties.

✔ You are in a slower-growth area and want to switch to a higher-growth location.

✔ You want to upgrade from an aging leasehold property to a better long-term asset.

Uncle David: The Downsizer Who Chose Simplicity

🏡 Current Home:

  • Owns a 5-room HDB in Toa Payoh ($1.1M, fully paid off).

  • Big house, great location, but too much space for just him and his wife.

📌 His Decision:

  • Sells his 5-room HDB and buys a 3-room resale flat in Bedok for $450K.

  • No mortgage, frees up $600K cash after CPF refunds and transaction costs.

💰 His Retirement Lifestyle:
✔ No monthly loan repayments = zero financial stress.
✔ Uses $600K for travel, medical costs, and safe investments.
✔ Lower utility bills and maintenance = less hassle in daily life.

📢 His Verdict:
"I don’t want to worry about loans or markets anymore. I just want a comfortable retirement without financial stress!"

Auntie May: The Smart Investor Who Reinvested

🏠 Current Home:

  • Owns a 20-year-old leasehold condo in Yishun ($1.3M, fully paid off).

  • Aging property, slower appreciation, and not ideal for retirement.

📌 Her Decision:

  • Sells her Yishun condo and buys a brand-new freehold 2-bedroom condo in Holland Village for $1.5M.

  • Uses sale proceeds for downpayment, takes a small mortgage of $300K with manageable monthly repayments.

💰 Her Retirement Lifestyle:
✔ Upgrades to a freehold condo in a prime area, ensuring long-term value.
Potential for better capital appreciation compared to her aging leasehold unit.
✔ Rents out an extra bedroom for passive income, helping to cover mortgage payments.

📢 Her Verdict:
"I still want to grow my wealth, but without paying ABSD or overextending myself. Moving to a better location lets my money work harder for me!"

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Final Thoughts: What’s the Right Choice for You?

The old method of asset progression—keeping one home while buying a second—no longer works for most due to high ABSD. Instead, retirees today must choose between selling and cashing out or reinvesting in a better property.

If you prioritize financial security, downsizing is the way to go. But if you still want to maximize your property investment, reinvesting into a more promising home without holding multiple properties could be the smarter long-term move.

Still unsure? Let’s chat and find the best strategy for your retirement! 🏡📞

Downsizing vs. Asset Progression: What’s the Best Move for Retirement in 2025?

As retirement approaches, many homeowners face a big question—should you cash out and downsize for financial security, or reinvest into a more promising property instead of holding multiple assets?

With high Additional Buyer’s Stamp Duty (ABSD) making it impractical to own two properties, the traditional asset progression route of keeping your current home while buying a second property is no longer viable for most. But is selling and reinvesting into a better property a smarter move than just cashing out? Let’s explore the options.

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