• Discounts and special offers
  • Subscriber-only articles and interviews
  • Breaking news and trending topics

Already a subscriber?

By signing up, you accept Moneywise's Terms of Use, Subscription Agreement, and Privacy Policy.

Not interested ?

Real Estate
Rapper Vanilla Ice arrives at the I Love the '90s Tour after party at the Vanity Nightclub in 2017 in Las Vegas, Nevada. Gabe Ginsberg/Getty Images

Rapper Vanilla Ice's real estate and media empire is reportedly worth around $20 million — here's why the pop icon claims he 'made millions for doing nothing'

While we adhere to strict editorial guidelines, partners on this page may provide us earnings.

There’s a long list of celebrities who made a fortune and lost it all. Burt Reynolds, Mike Tyson and Curtis “50 Cent” Jackson have all filed for bankruptcy in the past. Francis Ford Coppola has filed for bankruptcy three times.

Many believed Robert Van Winkle, better known as Vanilla Ice, would make that list after his music career withered away.

Advertisement

However, the rap star has managed to build a business empire after he left the spotlight. Divorce records obtained by the Daily Mail showed that he was worth $9 million in 2018. According to Celebrity Net Worth, his net worth is now at $20 million.

“I made millions for doing nothing!” Van Winkle told comedian Steve-O on a recent episode of his podcast "Steve-O's Wild Ride!"

Here’s how the one-hit-wonder built a lucrative real estate and media empire.

Fascinated with real estate

Van Winkle’s biggest career break was his hit song “Ice Ice Baby” released in August 1990. The song was an instant hit and went on to become the party anthem of the 90s. “We were selling a million records a day, easy!” he told Steve-O.

Unfortunately, Van Winkle’s rap career nosedived after “Ice Ice Baby,” but the track was successful enough to help him accumulate a large portfolio of real estate.

You may not have an era-defining hit like “Ice Ice Baby” to your name, but you can still get into the real estate market with your current bankroll.

Advertisement

When he decided to offload his properties, Van Winkle says he was surprised by how lucrative the investments had been. “They sold really quick and I made millions for doing nothing! I didn't even change the carpet...and I go holy s— let's go buy a bunch more of them.”

If you want to become a real estate mogul like Van Winkle but have limited funds, Arrived allows you to invest in shares of single-family residential homes and vacation rentals without taking on the responsibilities of property management or homeownership.

You can start investing in real estate with just $100 on Arrived’s platform. Simply browse their curated selection of homes, each vetted for their appreciation and income potential. Once you find a property you like, you can choose the number of shares you want to buy and start investing.

Must Read

Join 250,000+ readers and get Moneywise’s best stories and exclusive interviews first — clear insights curated and delivered weekly. Subscribe now.

Strategic moves

After 30 years of investing in real estate, Van Winkle says he has developed a game plan. He says he prefers to buy properties that are off-market and not listed on the multiple listing service (MLS).

Off-market deals are rare. Only 3% of homebuyers surveyed by the National Association of Realtors in 2023 said they purchased their property directly from the seller or knew the seller instead of going through agents or online listing services.

Aside from real estate, there are other off-market alternative investment opportunities. By growing your portfolio with a variety of assets, you can better balance risk and reward.

Advertisement

If you’re looking to invest in professionally-vetted commercial real estate, consider using First National Realty Partners (FNRP).

FNRP is a private equity firm whose online platform allows accredited investors the chance to diversify their portfolio with necessity-based real estate. FNRP offers grocery-anchored investment opportunities without the effort it takes to find the deals yourself.

Alternative Investment

Contemporary art has performed the S&P 500 for the last 27 years by 137%. However, investing in art used to be limited to wealthy investors who could afford to purchase pieces outright. With Masterworks, you can now invest in artwork by iconic artists from Banksy and Basquiat.

Masterworks is an online platform that allows you to invest in fractional shares of famous artwork without having to get all dressed up to attend an auction. When Masterworks sells a piece you’ve invested in, you get a return from any net proceeds.

Another alternative investment to consider is gold, widely considered to be a good hedge against inflation.

With help from American Hartford Gold, you can start a gold IRA, which combines the stability of gold or other precious metals with the tax advantages of a traditional IRA.

Advertisement

American Hartford Gold is one of the country’s most trusted precious metals companies – with an A+ rating for the Better Business Bureau.

If you’re curious whether this is the right investment for you, you can order your free information kit today to learn more.

Build a strategy for building your net worth

When one of his homes was destroyed by Hurricane Andrew in 1992, Van Winkle decided to renovate it himself and sold it. This experience sparked a lifelong fascination with real estate. Van Winkle says he went to design school and worked as a general contractor for several years.

As of 2018, he was making $800,000 a year, according to court documents released during his divorce at the time. All this experience buying and renovating homes gave him the tools he needed to craft a long-term business strategy.

Advisor.com is an online platform that connects you with vetted financial advisors who can help you create a strategy for building up your own net worth. So whether that’s following in Van Winkle’s footsteps of investing in real estate or you’re looking out for other lucrative investments, Advisor.com is here to help.

After sharing some information about yourself and your finances, Advisor.com matches you with the experienced financial professionals best suited to help you reach your financial goals and develop a plan to achieve them.

You May Also Like

Share this:
Moneywise Moneywise Editorial Team

The Moneywise Editorial Team is a group of passionate financial experts, seasoned journalists, and content creators who are deeply committed to providing unbiased, relevant, and accurate financial information. With years of combined industry experience, our team is dedicated to maintaining the highest journalistic standards and delivering informative and engaging content. From personal finance and investing to retirement planning and business finance, we cover a broad range of topics to suit the financial needs of our diverse readership. You can trust the Moneywise Editorial Team to empower you with the knowledge and tools necessary to make wise financial decisions.

more from Moneywise

Explore the latest

Disclaimer

The content provided on Moneywise is information to help users become financially literate. It is neither investment, tax nor legal advice, is not intended to be relied upon as a forecast, research or investment advice, and is not a recommendation, offer or solicitation to buy or sell any securities, enter into any loan, mortgage or insurance agreements or to adopt any investment strategy. Tax, investment and all other decisions should be made, as appropriate, only with guidance from a qualified professional. We make no representation or warranty of any kind, either express or implied, with respect to the data provided, the timeliness thereof, the results to be obtained by the use thereof or any other matter. Advertisers are not responsible for the content of this site, including any editorials or reviews that may appear on this site. For complete and current information on any advertiser product, please visit their website.

†Terms and Conditions apply.