Singapore Neighbourhoods That Try Too Hard (or Do They?)

10 min read

Heard of the phrase try-hard? Well doesn’t matter whether you’ve heard of it or not. If you live in Singapore, chances are you’re probably one. But that’s not a bad thing, in a society where almost everyone lives and breathes the try-hard life. We embrace it. This is why try-hard neighbourhoods, or ones that try to distinguish themselves from the norm, are often the popular ones.

Here are some neighbourhoods that perhaps try too hard (but we still love them):

Tiong Bahru

Tiong Bahru is the ultra-hip grandparent you never had. Beneath the old facade of its war-time architecture lies an upscale cafe-hopping paradise. As Singapore’s first public housing estate, Tiong Bahru literally rose from the dead. Burial grounds occupied the area before Singapore Improvement Trust (that’s right, Tiong Bahru is so old that HDB wasn’t even called HDB yet), took over its development. In fact, its name translates to ‘New Cemetery’ in Malay.

As a place with humble origins, Tiong Bahru today tries its best to look the part. Many of its cafes are designed to give a neighbourhood coffee-shop vibes. Comb through the streets of Tiong Bahru and you may think it’s a rundown neighbourhood with a deep history.

Here are some interesting historical elements in the Tiong Bahru neighbourhood:

1. ‘Aeroplane Flats’ Block 81 and 82 Tiong Poh Road

As part of the Streamline Moderne architectural style that begin in the 1930s, these blocks were inspired by aerodynamic designs. Its curved edges and long horizontal lines give off the look of an aeroplane from afar, hence giving them the name of ‘Aeroplane Flats’.

Tiong Bahru Aeroplane Flats
Finally, HDB blocks that don’t look like something out of a beginner Lego set

2. Yip Yew Chong Murals

Yip paints beautiful murals depicting old-time Singapore from his personal memories. While he has also painted murals in other parts of Singapore, such as Everton Road and Telok Ayer Street, three of his art pieces are located in Tiong Bahru: Birdwatchers at Block 71, Pasar Tiong Bahru along Block 73 and lastly, Home at Block 74. Explore the depths of Tiong Bahru as you hunt down all three of his murals.

Yip Yew Chong Mural
One of the three murals painted in Tiong Bahru by local artist Yip Yew Chong

3. Spiral Staircases

A stroll along Tiong Bahru made me realise that many of its flats still have spiral staircases, influenced by British architecture. The stark contrast between the old flats and modern HDBs was a rare and beautiful sight.

Back Alley in Tiong Bahru
I stumbled across a back alley in Tiong Bahru which displayed the beautiful contrast of old and new architecture

But while Tiong Bahru does have a rich history, the price of food there gives it’s true atas identity away. With shops serving desserts that cost more than an average meal in Singapore, Tiong Bahru hardly qualifies as your down-to-earth neighbourhood.

Tiong Bahru appears to represent the essence of Singapore’s transition, from old to new. There is confusion in the landscape as the neighbourhood attempts to adapt to this jarring difference. Cafes pride themselves in looking like part of old-time Singapore, while offering modern hipster food. Shops appear to be old and rundown on the outside, but are designed like Pinterest mood boards on the inside.

Here are some of Tiong Bahru’s many hipster hideouts:

1. Bincho at Hua Bee

Located at the ground floor of Moh Guan Terrace, this unassuming Mee Pok stall in the day turns into a Japanese restaurant at night. Bet you couldn’t tell that this is a Japanese restaurant from the outside.

Bincho at Tiong Bahru
How does this look like an entrance to a Japanese restaurant? Talk about disguise.

2. Woods in the Books

A whimsical-looking local bookstore that specialises in picture books.

Woods in the Books Tiong Bahru
The fairytale vibe of this bookstore coupled with its huge collection of picture books made it a great place to visit

3. Cat Socrates

Sells a wide range of items, ranging from household decorations to unique local memorabilia. They even have a section catered to items with cat prints. As a Singaporean, I never thought that I would be interested in local souvenirs, but the ones at Cat Socrates caught my eye.

Cat Socrates
Cat Socrates looks like a shop that you would see on Pinterest. They sell a wide range of items, ranging from household decorations to unique local memorabilia


Cat Socrates Joo Chiat
They also have a branch at Joo Chiat, which was equally well decorated.

Another interesting thing I caught in Tiong Bahru was this HDB flat owner who offers shoe repair services, using their window as a storefront.

Tiong Bahru Neighbourhood Shoe Repair
Interesting sight of a shoe repair store set on the window of a ground floor HDB flat

These hipster areas are proof that Tiong Bahru has changed much over the years, although the old-school architectural styles of modern shops there seem to indicate a reluctance to leave its past behind. I wonder if Tiong Bahru will ever be truly gentrified, if it’s historical elements will one day be permanently erased from our landscape.

Joo Chiat/Katong

Next up on our list of try-hard neighbourhoods is Joo Chiat/Katong. Set within old-school shophouses is another stretch of modern cafes. Somehow, aspiring restaurateurs seem to love setting up stalls in Joo Chiat. The place is filled with people looking to redefine food. The area stretching from I12 Katong to the Red House is full of modern eating establishments. Here are some prominent ones:

1. Sinpopo Brand

An addition to retro-looking cafes is Sinpopo Brand. The wooden furniture, tin cups and patterned floor tiles all contribute to an old-school vibe. The menu serves local favourites with a modern twist.

Sinpopo Brand Joo Chiat
Sinpopo serves local food with a unique twist. It’s hispterisation at its finest.

2. Birds of Paradise

What’s a visit to Joo Chiat without dropping by the famous Birds of Paradise? This popular botanically-themed artisanal gelato shop is perpetually packed. It offers interesting flavours such as White Chrysanthemum and Strawberry Basil. It has since opened another branch in Jewel Changi Airport.

Birds of Paradise
What’s a visit to Joo Chiat without dropping by the famous Birds of Paradise?

3. AlibabaR Hawker Bar

This hawker centre by day transforms into a bar at night and looks nothing like your typical hawker centre. Fun fact: Aston’s used to be a hawker stall in AlibabaR before it picked up and opened independent stalls of its own.

AlibabaR at Joo Chiat
I would have gone in to take a photo, but a person inside was staring at me

4. Rabbit Carrot and Gun

Not your typical hipster café. Besides dining, Rabbit, Carrot and Gun is a boutique hotel that offers themed suites. Running on a tight vacation budget? Consider a local staycation here.

Rabbit Carrot Gun
Rabbit Carrot Gun: good food, but they shouldn’t have picked random words out of a dictionary for their name

Architecture wise, here’s what’s interesting about Joo Chiat:

1. Katong Red House

This iconic building used to house Katong Bakery & Confectionery, which closed in 2003. In 2016, the Red House finally reopened after restoration and is now occupied by Heavenly Wang, a local coffee outlet. The bright red façade is sure to catch your eye as it sits casually along East Coast Road.

Katong Red House
The Red House was a famous bakery before, and today Heavenly Wang continues the tradition

2. Peranakan Shophouses

The area is heavily influenced by Peranakan culture, with rows of brightly coloured shophouses lining the streets.

Joo Chiat Shophouses
This row of shophouses shows off the foodie paradise that is East Coast Road

Joo Chiat seems to be neighbourhood full of people looking to redefine food, creating interesting eating establishments that fall slightly short of high-end restaurants. Similar to Tiong Bahru, we see a contrast between the old and new, as the architecture is very much retro.

Bras Basah

To be honest, I don’t blame the neighbourhood on this one. Bras Basah is pretty laid back on its own. But when it the government self-proclaimed it as the cultural and heritage district of Singapore, well, it landed itself on this list. To be fair, if we were to stretch the Bras Basah area a little, towards Dhoby Ghaut, there are quite a number of museums as well as art schools in the area. But solely looking at Bras Basah, there wasn’t too much to discover.

Bras Basah Complex
Bras Basah is deemed by the government to be the cultural and heritage district of Singapore

Here’s what I could find:

1. MINT Museum of Toys

Located on Seah Street, this museum houses some of the most prized vintage toys and collectibles from the past. The collection is massive, with over 50,000 pieces.

2. Basheer Graphic Books

This famous bookstore located in Bras Basah complex is indeed one of its kind. A family business of the Basheers since the 1990s, it houses a huge collection of magazines and graphic books. The owners are also really friendly and nice. When I visited the store, the staff chatted to me and they seem to be pretty chill, allowing people to sit down and browse the books inside the store. Sadly, as print bookstores seem to be gradually phased out, it may be challenging for Basheer Graphic Books to keep its business running in future.

Basheer Graphic Books
Basheer Graphic Books has been *the* bookstore for art and design students for almost two decades

3. Art Friend

While Art Friend may not be historically significant, I feel that it’s worth a mention. After all, most people think of the huge Art Friend outlet whenever they hear of Bras Basah Complex. Despite Art Friend having other outlets across Singapore, the one at Bras Basah Complex seems to remain popular. It was rather crowded when I visited on a weekday.

Art Friend at Bras Basah
I waited quite a bit to get a clear picture at this popular Art Friend branch in Bras Basah Complex

While Bras Basah is the government-endorsed cultural and heritage district of Singapore, I personally feel that other neighbourhoods are more deserving of the title.


What do you think of some of  Singapore’s hipster neighbourhoods? Voice your thoughts in our comments section or on our Facebook community page.

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