Winget was born and raised in Mumbai, India. Her family is originally from Maharashtra. Her father is Marathi Christian and her mother is Punjabi. She has one elder brother. She received her early education from St. Xavier's High School, and pursued her degree in commerce from KJ Somaiya College, Mumbai. Jennifer married Karan Singh Grover, her friend and co-star from Dill Mill Gayye in a private ceremony on April 9, 2012.
She first landed a lead role in the television show "Kya Dil Main Hai" by Balaji Telefilms when she was seventeen years old. Her big break was in the popular soap Kasautii Zindagii Kay as Sneha, daughter of Prerna and Anurag Basu who is adopted by Mr. Bajaj, a role for which she is still remembered today. She won 'Best Beti Award' for this role. She became popular through the television series Dill Mill Gayye, where she played the lead role of Dr.Riddhima Gupta. With the show Dill Mill Gayye, Karan Singh Grover and Jennifer Winget became famous as TV couple Armaan and Riddhima and achieved a great fan following. Prior to this, she had played minor roles in Kkusum, Kahiin To Hoga, Kyaa Hoga Nimmo Kaa. She starred as a child artist in the show Shaka Laka Boom Boom. She also participated in the dancereality showZara Nachke Dikha, where she was part of the 'Meethi Chhuri Ladkiyan' team in the first season of this show. She appeared as a host in many reality shows. She has also done a few advertisements. She has become a household name playing kumud in Saraswatichandra on Star Plus.