
TLDR
The Singapore housing market is a rollercoaster of unpredictable changes. Three homebuyers share their experiences: Tristan waited too long due to cooling measures, Daniel sold too soon and spent years renting, and Steven bought small units too early. It’s hard to give one-size-fits-all advice on buying or selling property. Seek strategic real estate advice and connect with the right buyers for success.
The Singapore housing market is a lot like a rollercoaster ride – unpredictable and full of ups and downs. Changes can happen in the blink of an eye and sometimes, decisions that seemed smart at the time can end up being not-so-smart later on.
We’ve put together some stories from homebuyers who have faced this truth head-on.
Let’s see if we can learn something from their experiences.
1. Playing the Waiting Game with “Temporary” Cooling Measures
Meet Tristan, who back in 2011, almost bought a second condo. His thought process was simple: “We were thinking of buying a small unit for my daughter who was renting at the time. The plan was for her to live there until she bought her own place, and then we could rent it out.”
But then the government introduced a three per cent ABSD (Additional Buyer’s Stamp Duty). Tristan thought this was just a temporary measure. He asked his agent if he should wait until it was removed. She suggested it might not be a bad idea. So, he waited.
Fast forward to 2013, and the ABSD increased to ten per cent. That’s when Tristan decided to buy, but he ended up with a less desirable unit and paid the seven per cent ABSD unnecessarily.
To add insult to injury, property prices had gone up from around $1,100 to over $1,300 psf during his waiting period. And today, the ABSD is even steeper, standing at 20 per cent for a second property purchase.
2. Selling Too Soon And Spending Years Renting
Then there’s Daniel, who sold his unit one year from completion. “The location was perfect – just minutes from my office and close to my in-laws. But the buyer was keen, and the return looked good,” he explains.
After selling, however, Daniel couldn’t find a suitable replacement. He ended up renting in various places over the next 4.5 years, until he finally bought his current unit – which is less than a km from his original one!
3. Investing Too Soon And Buying Units That Were Too Small
Steven was always excited about property investment. By the age of 30, he had bought two one-bedroom units with the help of his dad and uncle. But when he decided to settle down few years later, he realized both units were too small for a family. He had to sell them at a time when the market wasn’t so good.
Should You Buy, Sell or Wait?
If you’re reading this, you must be trying to figure out the best course of action right now: is it the right time to buy or sell?
It’s difficult to give an exact answer since everyone’s situation is unique and what works for one person may not necessarily work for you.
I can bring you a wealth of on-the-ground experience and a data-driven approach to provide clarity and direction. From beginners to experienced investors, our top-down, objective approach will help you on your real estate journey.
I can help you by:
- Offering Strategic Real Estate Advice – I can help create a comprehensive plan to guide you through your property journey.
- Connecting Your Home with the Perfect Buyers – Through stunning visuals, an effective communication strategy, and an in-depth knowledge of the market, we’ll ensure your home is presented in the best possible way to fulfill your goals.


You May Also Like …
Jayson Ang – October 5, 2025 – Share
TLDR Old HDB landed homes, like those in Whampoa, are rare and now fetch over $1.5 million, but their value...
Read More
Jayson Ang – August 21, 2023 – Share
TLDR When considering buying a second property in Singapore, ensure eligibility by meeting the Minimum Occupancy Period (MOP) and understanding...
Read More
Jayson Ang – April 20, 2024 – Share
TLDR In the world of mega-developments, living in a large condo with over 700 units can bring challenges like ongoing...
Read More
Jayson Ang – October 3, 2024 – Share
Singapore, a vibrant city-state known for its iconic landmarks and bustling urban landscape, is also home to numerous hidden gems...
Read More
Jayson Ang – July 1, 2024 – Share
TLDR When a seller unexpectedly withdraws from a property transaction before a contract is signed, they are legally allowed to...
Read More
Jayson Ang – October 1, 2024 – Share
Singapore's property market has long been considered a lucrative investment sector, attracting investors and speculators looking to profit from the...
Read More
Jayson Ang – August 10, 2025 – Share
TLDR The idea of making buyers pay their own property agents in Singapore, as suggested by SEAA, makes sense in...
Read More
Jayson Ang – July 21, 2025 – Share
TLDR To assess if Singapore’s property cooling measures are working, compare our actions with China, which is applying the opposite...
Read More
Jayson Ang – October 9, 2024 – Share
Singapore, a small island nation in Southeast Asia, has become a magnet for the world's ultra-rich families seeking to park...
Read More
Jayson Ang – May 3, 2026 – Share
TLDR Subtenants often mistakenly believe that paying rent consistently guarantees security. However, their rights are limited since the main tenant...
Read More
Jayson Ang – May 16, 2024 – Share
TLDR When it comes to navigating the complex world of home loans and property acquisition, it's crucial to be aware...
Read More
Jayson Ang – March 18, 2026 – Share
TLDR NM’s family chose to buy a 4-bedroom unit at the new launch Lentor Mansion despite elevated condo prices, after...
Read More
Jayson Ang – December 29, 2022 – Share
TLDR Decoupling in Singapore's real estate refers to the process of separating property ownership to avoid Additional Buyer's Stamp Duty...
Read More
Jayson Ang – April 14, 2024 – Share
TLDR When comparing property prices, discrepancies can arise due to various factors like timing of purchase, scarcity in niche projects,...
Read More
Jayson Ang – March 2, 2026 – Share
TLDR A case study comparing condos near light industrial areas in Yishun and Bishan found that proximity to these zones...
Read More
Jayson Ang – January 6, 2026 – Share
TLDR Singapore’s property market in 2025 is fast-moving and different from five years ago. Buyers often overestimate available options due...
Read More
Jayson Ang – September 22, 2025 – Share
TLDR Developer confidence in Singapore’s property market is rising in 2025 despite global uncertainties, supported by strong sales in new...
Read More
Jayson Ang – November 27, 2024 – Share
Singapore, a bustling city-state known for its modern architecture and vibrant culture, is also home to some of the most...
Read More
Jayson Ang – July 6, 2024 – Share
In the world of property investing, misconceptions can lead to poor decisions and financial losses. In Singapore, there are several...
Read More
Jayson Ang – September 26, 2024 – Share
Singapore's property market has long been a magnet for high net worth investors, both local and international. The city-state's strategic...
Read More