Inside the real estate portfolio of the late Kris Kristofferson

By Claudine Zap

The talented artist owned retreats for decades in Hawaii, Mendocino and Malibu

Music legend Kris Kristofferson died in his home on Maui, Hawaii, at the age of 88 on Sept. 28.

The remarkable singer, songwriter, and actor left behind an epic legacy, having written songs such as, "Me and Bobby McGee," "For the Good Times," "Sunday Mornin' Comin' Down," and "Help Me Make It Through the Night," all hits performed by other artists.

In a statement released by his family, the star's death was confirmed.

"It is with a heavy heart that we share the news our husband/father/grandfather, Kris Kristofferson, passed away peacefully on Saturday, Sept. 28 at home. We're all so blessed for our time with him. Thank you for loving him all these many years, and when you see a rainbow, know he's smiling down at us all," the family said.

The four-time Grammy winner was also known for joining fellow country singers Waylon Jennings, Willie Nelson, and Johnny Cash in the supergroup called The Highwaymen.

As an actor, the Texas-born talent won a Golden Globe for his 1976 performance in "A Star is Born," alongside Barbara Streisand who paid tribute to him in an Instagram post on Sunday.

"The first time I saw Kris performing at the Troubadour club in L.A. I knew he was something special. Barefoot and strumming his guitar, he seemed like the perfect choice for a script I was developing, which eventually became A Star Is Born," wrote Streisand in her tribute.

"In the movie, Kris and I sang the song I'd written for the film's main love theme, "Evergreen." For my latest concert in 2019 at London's Hyde Park, I asked Kris to join me on-stage to sing our other A Star Is Born duet, "Lost Inside Of You." He was as charming as ever, and the audience showered him with applause. It was a joy seeing him receive the recognition and love he so richly deserved.

"My thoughts go to Kris' wife, Lisa who I know supported him in every way possible."

Kristofferson also appeared in movies such as "Alice Doesn't Live Here Anymore" and the "Blade" film trilogy. He was inducted into the Country Music Hall of Fame in 2004.

Along with his wife Lisa, the performer also had eight children and seven grandchildren.

The multitalented artist also leaves behind a remarkable real estate portfolio.

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Hawaii

Kristofferson's made his home in Hawaii for decades. He purchased his longtime home in Hana, on the island of Maui, in 1984 for $120,000, according to property records.

Set on 25 acres, the 1986-era build offers six beds, 6.5 baths, and spans over 4,200 square feet all on one level. The grounds include a pool and hot tub.

As of 1990, the songwriter settled into the piece paradise and felt a connection to the land because, he said, it reminded him of his roots, according to Maui News,

"Part of the reason I came here to live was the sense of family out here. We became part of the community. It reminds me of where I grew up in Brownsville, Texas. It's like coming home. I love it here," he said in the documentary "One Man, One Voice" by Maui filmmaker Kenneth Martinez Burgmaier.

In a "60 Minutes" episode that aired in the same year, he was filmed riding a lawn mower on the land and referred to his Hana home as "an old samurai poet warrior's house. I'm his groundskeeper."

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Malibu perch

The actor also had digs in Southern California. He picked up a coastal property on 1.7 acres back in 1974 for $165,000, according to property records.

The place has an estimated worth today north of $3.9 million. Public information is scant on details, but the space is believed to have at least two bedrooms, and one bath across more than 1,000 square feet.

The hilltop home has a pool, large patio, and a two-car garage, according to aerial shots.

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Remarkable ranch

Up the coast, in Northern California, the Rhodes scholar had an incredible piece of property on the Mendocino coast. After owning it for 40 years, Kristofferson decided last year to place the expansive piece of land onto the market.

The historic, 557-acre property known as Kristofferson Ranch, which includes almost a mile of ocean frontage along unspoiled coastline, was listed last year for $17.2 million and is still available.

The owner purchased the place in 1980, but the origins of the ranch began in the 1800s when it was developed as a dairy farm, the listing notes.

Family retreat

The legendary performer used it for more than four decades for "family retreats and a place for inspiration and creativity," listing agent Justin Nadeau, of Mendo Sotheby's International Realty, told Realtor.com(R) when the home came on the market in September 2023.

The musician's family, including eight children, "stayed there many many times over the years," Nadeau said. "They camped and rebuilt the barn in the northeast corner of the ranch. This is where they enjoyed summers and time with family."

However, the family made the decision last year that "they have enjoyed the property for many years, but now it's time to pass the opportunity along to another generation," he said.

The original roadhouse and barns still stand. The dramatic setting of rocky outcroppings led to the property hosting the filming of "Karate Kid 3."

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Along with film shootings, the land offers options for residential development, cattle, and timber production for the next owner, according to the listing.

Randy White contributed research to this report.

This story originally ran on Realtor.com.

-Claudine Zap

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10-08-24 0501ET

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