Robert Redford, the Hollywood icon who passed away in September 2025 at age 89, had a private yet fascinating romantic history marked by two marriages and a few notable relationships.

Major Relationships

Redford's love life centered on long-term partnerships rather than fleeting flings, often intersecting with his career and activist pursuits.

  • Lola Van Wagenen (1958–1985) : His first wife, a historian and environmental activist they met in the late 1950s. The couple married in her grandmother's home, had four children (one tragically died young), and divorced after 27 years amid growing Hollywood demands.
  • Sibylle Szaggars (1996–2025) : His second wife, a German-born multimedia artist and environmentalist. They met at his Sundance Resort while she skied (she famously didn't know his films at first), began dating soon after, and married quietly in 2009 in Germany. Their bond lasted nearly three decades, blending art, nature, and quiet devotion until his death.

Rumored Girlfriends

Post-divorce from Lola, Redford kept things discreet, but tabloids linked him to several women during the late 1980s and 1990s—often sparked by film sets.

  • Sonia Braga (1987–1988) : Brazilian actress; brief rumored romance after working together.
  • Lena Olin (1989–1991) : Swedish star they met on Havana ; dated for about a year post-filming.
  • Kathy O'Rear (1990–1995) : Costume designer seen with him at events; their five-year link brought a creative, low-key vibe.

Partner| Years| Connection| Outcome
---|---|---|---
Lola Van Wagenen| 1958–1985| Wife, mother of 4 kids| Divorce 1
Sonia Braga| 1987–1988| Rumored girlfriend| Ended 5
Lena Olin| 1989–1991| Actress from Havana| Short romance 1
Kathy O'Rear| 1990–1995| Costume designer| Long-term dating 5
Sibylle Szaggars| 1996–2025| Wife, artist| Marriage till death 7

These ties reflect Redford's pattern: deep commitments over Hollywood excess, with nature and creativity as common threads. No major dating news emerged in his final years—he stayed happily with Sibylle.

TL;DR : Two wives (Lola for 27 years, Sibylle till 2025) plus rumored links to Braga, Olin, and O'Rear.

Information gathered from public forums or data available on the internet and portrayed here.