5. James Madison
> Net worth: $101 million
> In office: 1809 to 1817
> 4th president

Madison was the largest landowner in Orange County, Virginia. His land holding consisted of 5,000 acres and the Montpelier estate. He made significant wealth as Secretary of State and president. Madison lost money at the end of his life due to the steady financial collapse of his plantation.

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4. Andrew Jackson
> Net worth: $119 million
> In office: 1829 to 1837
> 7th president

While he was considered to be in touch with the average middle-class American, Jackson quietly became one of the wealthiest presidents of the 1800s. “Old Hickory” married into wealth and made money in the military. His homestead, The Hermitage, included 1,050 acres of prime real estate. Over the course of his life, he owned as many as 300 slaves. Jackson entered considerable debt later in life.

3. Theodore Roosevelt
> Net worth: $125 million
> In office: 1901 to 1909
> 26th president

Born to a prominent and wealthy family, Roosevelt received a sizable trust fund. He lost most of his money on a ranching venture in the Dakotas and had to work as an author to pay the bills. Roosevelt spent most of his adult years in public service. His 235-acre estate, Sagamore Hill, now sits on some of the most valuable real estate in Long Island.

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2. Thomas Jefferson
> Net worth: $212 million
> In office: 1801 to 1809
> 3rd president

Jefferson was left 3,000 acres and several dozen slaves by his father. Monticello, Jefferson’s home on a 5,000-acre plantation in Virginia, was one of the architectural wonders of its time. He made considerable money in various political positions before becoming president, but he was mired in debt towards the end of his life.

1. George Washington
> Net worth: $525 million
> In office: 1789 to 1797
> 1st president

Washington’s Virginia plantation, Mount Vernon, consisted of five separate farms on 8,000 acres of prime farmland run by more than 300 slaves. His wife, Martha, inherited significant property from her father. As president, Washington earned well more than subsequent presidents: his salary was 2% of the total U.S. budget in 1789.

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