Snoop Dogg and Martha Stewart might not have won any gold medals at the Olympics, but there is no denying that the unlikely pals are among the brightest stars at the Summer Games in Paris.

The rapper, 52, and lifestyle guru, 83, became fast friends after Snoop appeared as a guest on Stewart’s cooking show in 2008. Since then, they’ve teamed up for game show competitions and celebrity roasts and co-hosted a cooking show together. Stewart even wrote the foreword for Snoop’s cookbook in 2018.

And now, their friendship has taken center stage at the 2024 Olympics.

From their matching ensembles to their comical commentary on various events, Snoop and Stewart have captivated viewers with their unique dynamic.

But a shared love of sporting events is not their only common interest. They are also both avid real estate aficionados, each boasting very impressive property portfolios.

So who claims gold when it comes to the most jaw-dropping home? Read on to see who tops the property podium.

Charming Connecticut estate

Stewart’s first home was a lovely Westport, CT, estate that she lived in from 1971 to 2007 and purchased for, get this, $46,750. Can you imagine?

Known as Turkey Hill, the 4-acre property, which once upon a time was just a quaint farmhouse, grew into a sprawling compound.

Over the decades, Stewart added a barn, chicken coop, garden shed, and a garage. She also landscaped the estate to perfection, planting all-season gardens and putting aside space to grow vegetables.

The home, which she remodeled, originally featured four bedrooms. Stewart converted one into a closet.

Other noteworthy details included a pale green and white kitchen and a striking, wide center hall with a long, impressive stairwell.

A remote island getaway

Stewart headed north to Maine in 1997 and scooped up the secluded property known as Skylands.

The incredible 63-acre estate sits on the remote Mount Desert Island. Architect Duncan Candler originally designed the home nearly 100 years ago for automotive exec Edsel Ford.

Stewart uses the spread as her summer getaway. It boasts 12 bedrooms; a 60-foot, beamed center living hall; and a diamond-patterned bay window in the living room.

Interesting fact: Stewart bought the home furnished, although she incorporated some of her own pieces into the decor mix.

For a peek at Skylands, take a look at this video of a visit to the historic residence from car enthusiast Jay Leno.

Lovely Lily Pond Lane pad

Shortly after her divorce in 1990, Stewart bought a $1.7 million house near the Hamptons’ lovely Lily Pond Lane.

The 1870s shingled cottage underwent a major renovation that included the addition of a pool, a covered porch, and a luxe primary suite.

She parted ways with the estate in 2021, selling it off market for a whopping $16.5 million. The stunning sale made headlines as her most recent asking price prior to the deal was $8.4 million.

Wonderful West Village penthouse

No real estate portfolio is complete without a posh New York City apartment.

In 2000, Stewart purchased a 3,600-square-foot duplex penthouse in Manhattan’s trendy West Village neighborhood.

According to reports, she paid a touch over $6 million and only owned it for a few years.

Cozy at Cantitoe Corners

In 2000, Stewart added yet another impressive estate to her real estate portfolio—a 150-plus-acre farm in Katonah, NY, which she nicknamed Cantitoe Corners.

To share a look at her kitchen in Katonah and the verdant outdoor spaces, Stewart hosted a quick tour for People.

Under an hour from Manhattan, the sprawling Westchester County property also includes multiple historic buildings, lush gardens, and horse stables. Stewart spends her winters here.

Snoop Dogg

Colossal California mansion

Although Snoop Dogg doesn’t own a 150-acre farm—as far as we know, at least—he does have a sprawling home in Diamond Bar, CA.

The outer L.A. suburb is over 30 miles east of the action of downtown L.A. and Hollywood.

Clocking in at 3,808 square feet, the home has a gourmet kitchen, resort-style backyard, and tennis court. It was built in 1977 and, according to Realtor.com records, was last sold in 1998 for $720,000.

A gorgeous Georgia abode

In addition to his mansion in the Golden State, Snoop Dogg also has a six-bedroom, four-bathroom residence in Douglasville, GA.

Situated on a 1-acre lot, the place includes several sports courts and an in-ground pool. The rapper purchased this property in 2021 for $458,000.