People.com Celebrity Parents Engaged and Expecting! Baby Boy on the Way for 'Bachelor' Alum Courtney Robertson and New Fiancé Courtney Robertson won season 16 of The Bachelor in 2012, but split from Ben Flajnik later that year By Jen Juneau Jen Juneau Twitter Jen Juneau is a digital news writer for PEOPLE. A '90s teen and horror film connoisseur, she started at the brand in 2016, after a decade of working as a technical writer and then moonlighting as a journalist beginning in 2013. Originally from New Orleans, Jen grew up both in NOLA and Florida and eventually attended the University of Central Florida in Orlando (still her home base!), where she earned a bachelor's in English/technical communication, with a minor in magazine journalism. People Editorial Guidelines Published on December 23, 2019 01:15 PM Share Tweet Pin Email Photo: Courtney Robertson/ Instagram Double congratulations are in order for Courtney Robertson! The Bachelor season 16 winner, 36, is engaged and expecting her first child, a son, with fiancé Humberto Preciado, she shared on Instagram Monday. Robertson’s joint announcement of Preciado’s proposal and their baby boy on the way led with a photo of the couple holding up a onesie that read “I [heart] NY.” In addition, the mom-to-be included a close-up of her diamond sparkler. “Happy Holidays from the three of us ?,” she captioned the post. “I can’t wait to marry this man, with our son there ? Easiest ‘YES’ I’ve ever said ?” Never miss a story — sign up for PEOPLE’s free daily newsletter to stay up-to-date on the best of what PEOPLE has to offer, from juicy celebrity news to compelling human interest stories. Courtney Robertson/ Instagram Britt Nilsson Is Pregnant! The Bachelor Alum Is Expecting Her First Child With Husband Jeremy Byrne While it’s unclear when exactly Robertson and Preciado began dating, the first photo of the couple on Robertson’s Instagram feed came in May, when they posed for a selfie at the Kimpton Hotel Palomar in Phoenix. “All of the good feelings ?? thang,” Robertson captioned it. Preciado posted the first image of Robertson on his own Instagram in June, following up two weeks later with a sweet selfie of the pair taking in a baseball game. Robertson competed for (and won) the heart of Ben Flajnik on season 16 of The Bachelor in 2012, but following their engagement, the two ultimately split seven months later. RELATED VIDEO: Courtney Robertson Detailed Relationship with New Bachelor Arie Luyendyk Jr. in Book Robertson went on to date future Bachelor Arie Luyendyk Jr. on and off for years prior to him starring on the ABC reality dating series’ 22nd season in 2018. “I knew that he was feeling like making the switch,” she told PEOPLE in 2018 of Luyendyk Jr., 38, who proposed to Becca Kufrin on the show before ultimately changing his mind and ending up with now-wife Lauren Burnham. “I’ve never seen him so conflicted and sad,” Robertson added at the time. “We talked through everything. I gave him the best advice I could give him. I encouraged him to follow his heart.” Us Weekly was the first to report Robertson’s engagement and baby news.