Born in Sungai Siput, Perak, Loo Win's journey led him through the tin mining industry during the 1970s and 1980s before he embraced his true calling as an artist. As a self-taught artist, his passion for watercolor painting took root during his school days, influenced by the works of prominent artists within and beyond Malaysia. He had a fond love towards streets and buildings, heritage architectures, coastal landscapes and local sceneries. Loo Win was a committee of Perak Art Society, member of the Penang Art Society, Contemporary Malaysian Water Colourist Association and a life member of the Balai Seni Visual Negara.

Throughout his lifetime, Loo Win organised 9 solo exhibitions across Ipoh, Penang and Kuala Lumpur, published 2 art books, and participated in numerous group exhibitions, such as: Young Malaysian Artist Exhibition, National Art Gallery (1964), Perak Art Society Annual Shows (1970–2015), Contemporary Malaysian Watercolourists Association Annual Shows (1993–2015), Asia Watercolour Exhibition in Malaysia, Japan, Thailand, China, Korea, Singapore, Taiwan and Bali (since 1993), National Day Shows, City Art Gallery (2002–2015), Perak Museum Group Shows (1998–2005), Incheon Global Art Exhibition, Korea (2006–2015), Penang Art Society Exhibition (2013). His memorial art exhibition is set to take place in September 2023 at the Soka Gakkai Malaysia Perak Culture Center.