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- See Barbra Streisand and James Brolin's Sweet Grandparenting Moments as the Couple Marks Their 27th Wedding Anniversary</p>
<p>Kelsie Gibson, Stephanie SengweJuly 1, 2025 at 2:00 PM</p>
<p>barbrastreisand/Instagram Barbra Streisand</p>
<p>Hello, gorgeous ... times four! Barbra Streisand and James Brolin are relishing one of their more recent roles: Doting grandparents to Eden Brolin, Trevor Brolin, Chapel Grace Brolin and Westlyn Reign Brolin.</p>
<p>The legendary singer has been married to James Brolin since July 1, 1998, and became a grandparent to four through stepson Josh Brolin's two marriages. The EGOT winner clearly adores her role as she often shares cute photos on her Instagram of her special moments with the children (often with her beloved dogs in the frame as well).</p>
<p>As Streisand and Brolin celebrate their 27th wedding anniversary, look at some of their sweetest family snapshots, posted by the legendary singer.</p>
<p>Barbra Streisand with Her Granddaughter Westlyn</p>
<p>barbrastreisand/Instagram</p>
<p>Barbra Streisand is clearly a proud grandma! In March 2020, she shared this sweet photo with her granddaughter Westlyn, noting that one of her first words was "hat," just like Streisand's son Jason Gould.</p>
<p>Barbra Streisand with Her Grandson Trevor</p>
<p>Kevin Mazur/WireImage</p>
<p>During a concert in 2006, Streisand snapped a group photo with her blended family, including (pictured from left) husband James Brolin, stepson Josh Brolin, grandson Trevor Brolin and son Jason Gould, whom she shares with ex-husband Elliott Gould.</p>
<p>Barbra Streisand with Her Granddaughter Westlyn</p>
<p>kathrynbrolin/Instagram</p>
<p>In October 2020, Josh Brolin's wife Kathryn Boyd Brolin shared this cute moment between Streisand and Westlyn as the Funny Girl actress and James Brolin got in their car.</p>
<p>"Thank you Josh and Kathryn for bringing such joy into our lives. ❤️," Barbra captioned another sweet shot of her granddaughter.</p>
<p>Barbra Streisand with Her Granddaughter Westlyn</p>
<p>barbrastreisand/Instagram</p>
<p>In January 2020, Streisand posted a funny photo of a moment in which she spoonfed her granddaughter Westlyn in a kitchen drawer with her two dogs hanging out nearby.</p>
<p>Barbra Streisand with Her Granddaughter Westlyn</p>
<p>barbrastreisand/Instagram</p>
<p>Streisand and her husband enjoyed a nice stroll with their granddaughter Westlyn during a visit together.</p>
<p>Barbra Streisand's Granddaughter Chapel with Fanny</p>
<p>Barbra Streisand/ Instagram</p>
<p>Can we paws for a moment to appreciate this sweet snap of Chapel smooching one of Streisand's cherished pooches (Fanny, named for her famous Funny Girl character)?</p>
<p>Barbra Streisand with Her Granddaughter Westlyn</p>
<p>barbrastreisand/Instagram</p>
<p>Streisand noted that her three dogs were "captivated by Westlyn" in this precious snap from July 2020.</p>
<p>Barbra Streisand's Granddaughter Chapel with Her Album</p>
<p>barbrastreisand/Instagram</p>
<p>Streisand referred to granddaughter Chapel Brolin as her "youngest fan" as the little one clutched one of Streisand's albums, Release Me 2.</p>
<p>Barbra Streisand with Her Granddaughters Westlyn and Chapel</p>
<p>barbrastreisand/Instagram</p>
<p>Streisand shared a special moment with her granddaughters Westlyn and Chapel as they all showed off their matching bracelets alongside Kathryn Boyd Brolin. "Matching bracelets...across generations!" she captioned the post.</p>
<p>Barbra Streisand with Her Granddaughter Westlyn</p>
<p>barbrastreisand/Instagram</p>
<p>Streisand couldn't hide her smile as she cuddled up to granddaughter Westlyn after enjoying a meal at a restaurant. "We were at a restaurant but the most delicious thing was my granddaughter Westlyn!" she wrote alongside the photo.</p>
<p>Barbra Streisand with Her Granddaughter Westlyn</p>
<p>barbrastreisand/Instagram</p>
<p>In 2019, Streisand celebrated Thanksgiving surrounded by family and friends, including her granddaughter Westlyn and one happy dog.</p>
<p>Barbra Streisand's Granddaughters Westlyn and Chapel</p>
<p>Barbra Streisand/Instagram</p>
<p>Barbra Streisand's grandchildren</p>
<p>Streisand shared this adorable pic of her granddaughters Westlyn and Chapel taking a tour of the Martin Luther King Center. "What wonderful parents that take their children to see things that are important. Thank you guys," she captioned the pic, in which Josh and Kathryn Boyd Brolin were tagged.</p>
<p>A Portrait of Barbra Streisand and Her Granddaughter Westlyn</p>
<p>"My darling daughter-in-law Kathryn Brolin had an artist paint this picture of Westlyn and me the day of my last birthday out in the garden!" Streisand wrote in the caption of her Instagram. "The artist named it 'a special moment' and it sure was…we are connected."</p>
<p>Barbra Streisand's Granddaughter Westlyn Wearing Her Shoes</p>
<p>Barbra Streisand/ Instagram</p>
<p>The proud grandma gave a look into her affectionate relationship with Westlyn — as well as her grandma nickname! — with this sweet shot of "Westlyn walking in Gamma's shoes."</p>
<p>on People</p>
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