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The street name I have chosen is Ang Mo Kio.

Ang Mo Kio, located within the north-eastern region, is a very well-known place in Singapore. I shall be revisiting the origin of this place’s name and the significance behind the naming of Ang Mo Kio.

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Now, there are many theories behind the naming of this street and I shall show you some of them, before arriving at my conclusion.

Many people believe that Ang Mo Kio was named after...

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1.   “Rambutans” (“Ang Mo Dan” in Mandarin)

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2.   “Tomatoes” (“Ang Mo Kio”, literally translated, means red tomato in Hokkien) that grew rampant in this area)

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3.   “Bridge of the Caucasian” (“Ang Mo Kio”, literally translated, means “Red-haired man’s bridge” in Hokkien)

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Lady Windsor was linked to an unnamed crossing that bridged a stream running off the Pierce Reservoir. It suggested where the name "Ang Mo Kio" might have originated. An incident happened in 1923 when Lady Windsor lost 3 of her children; Harry, Paul and Angela. The 3 children were supposed to have visited a family friend staying in the Upper Thomson area, and were lost in the woods. It was later found that the 2 boys were playing by the wooden crossing when a sudden gush swept them away. Their bodies were found about 2 miles from the bridge. However, the body of Angela was never found. It was said that locals started hearing cries of a little girl and that prompted Lady Windsor to stay by the bridge for the rest of her life. She thought that it was a ghost. She told her close friends that she had heard her daughter's voice by the bridge and she wanted to accompany her soul. Lady Windsor would spend the whole day by the bridge, reading or knitting. People soon got used to her perpetual presence by the bridge that they soon referred to the bridge as the "Red Hair Bridge"; which in its right sense should have been called "Lady Windsor Bridge". Lady Windsor died in 1963 and it was only thereafter that locals no longer heard the voice of the little girl.

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The more widely accepted version is that the ang moh in question is actually J.T. Thomson, who built the bridge across Kallang River.
John Turnbull Thomson(1821–1884) was responsible for building a bridge during the colonial days of Singapore, to facilitate logistic transportation to the nearby British military bases at Seletar until the British military withdrawal in the 1970s. After the bridge was completed, the locals often referred to it as Ang Mo Kio or "Caucasian Bridge" or "Red Hair Bridge", since it was built by a Caucasian; John Turnbull Thomson had a distinctive red-coloured hair. Nowadays, the term "ang moh" is not uncommon. The name is believed by many people to come from the Hokkien term "Ang Mo Kio" (红毛桥), meaning "Westerner Bridge". The term "ang moh" (literally "red hair") is often regarded as a somewhat derogatory Hokkien reference to the Caucasian people who settled from the West and, because such a name could be considered unflattering, it is now written as 宏茂桥 which is pronounced almost the same way, but translated, means "Bridge of Expansiveness"

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I have come to conclusion that the name “Ang Mo Kio” has nothing to do with tomatoes, rambutans, or the Lady Windsor story. It pointed to John Turnbull's bridge over the Kallang River near what is now the junction of Upper Thomson Road and Ang Mo Kio Avenue 1. Mr Thomson built that bridge for military transport near the area. He was the Government Surveyor who gave his name to our now Thomson Road, and was credited with putting up a proper bridge across the Kallang River. The local Hokkiens found the name hard to pronounce, and so named it “Ang Mo Kio” instead. The name “Ang Mo Kio” which in Hokkien literally translates as "red-haired man's bridge", where ang mo was a colloqial term for a Caucasian person. The village that sprang up with the clearing of the land took on the name "Ang Mo Kio".

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The area remained largely uninhabited throughout the 19th century. Settlers, were attracted to the area only around the turn of the century, as a result of the rubber boom. In the old maps of Singapore, much of the area was labelled as the Ang Mo Kio Forest Reserve with many plantation estates. The village that sprang up with the clearing of the land took on the name "Ang Mo Kio". The immigrant Chinese, mostly Hokkiens were engaged in rubber-planting and tapping. Cheng San Village where Ang Mo Kio New Town now stands was once a huge rubber plantation. The 1922 to 1932 world slump in rubber prices made many tappers and labourers turn to pig and poultry farming or market gardening. During World War II when Singapore was occupied, more people moved to Ang Mo Kio to take up farming.

Development of Ang Mo Kio as we know it today began in 1973 and was completed in 1980. The present 29 ha self-contained town centre was built over an elongated valley formerly occupied by squatters. It has commercial offices, cultural and community facilities serving at least 200,000 residents.

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http://eresources.nlb.gov.sg/infopedia/articles/SIP_230_2005-01-25.html
https://en.wikipedia.org/wiki/Ang_Mo_Kio