section {
	display: flex;
}

section:nth-child(1),
section:nth-child(3) {
	flex-wrap: nowrap; /* Default. */
}

section:nth-child(2),
section:nth-child(4) {
	flex-wrap: wrap;
}

section:nth-child(3),
section:nth-child(4) {
	flex-direction: column;
}

section:nth-child(4) {
	max-height: 120px; /* Force the wrap. */
}
body {
	font-family: sans-serif;
	padding: 20px;
}

div {
	background-color: tomato;
	border-bottom: 2px solid firebrick;
	border-right: 2px solid firebrick;
	padding: 5px;
}

section {
	background-color: gold;
	min-height: 120px;
}

section:not(:first-child) {
	margin-top: 20px;
}
<!DOCTYPE html>
<html>
	<head>
		<meta name="viewport" content="width=device-width, initial-scale=1">
		<link href="/assets/styles/reset.css" rel="stylesheet">
		<link href="setup.css" rel="stylesheet">
		<link href="style.css" rel="stylesheet">
	</head>
	<body>
		<section>
			<div>
				<p>Item 1</p>
			</div>
			<div>
				<p>Item 2</p>
			</div>
			<div>
				<p>Item 3 with more text</p>
			</div>
			<div>
				<p>Item 4 longer</p>
			</div>
			<div>
				<p>Item 5 too</p>
			</div>
			<div>
				<p>Item 6</p>
			</div>
		</section>
		<section>
			<div>
				<p>Item 1</p>
			</div>
			<div>
				<p>Item 2</p>
			</div>
			<div>
				<p>Item 3 with more text</p>
			</div>
			<div>
				<p>Item 4 longer</p>
			</div>
			<div>
				<p>Item 5 too</p>
			</div>
			<div>
				<p>Item 6</p>
			</div>
		</section>
		<section>
			<div>
				<p>Item 1</p>
			</div>
			<div>
				<p>Item 2</p>
			</div>
			<div>
				<p>Item 3 with more text</p>
			</div>
			<div>
				<p>Item 4 longer</p>
			</div>
			<div>
				<p>Item 5 too</p>
			</div>
			<div>
				<p>Item 6</p>
			</div>
		</section>
		<section>
			<div>
				<p>Item 1</p>
			</div>
			<div>
				<p>Item 2</p>
			</div>
			<div>
				<p>Item 3 with more text</p>
			</div>
			<div>
				<p>Item 4 longer</p>
			</div>
			<div>
				<p>Item 5 too</p>
			</div>
			<div>
				<p>Item 6</p>
			</div>
		</section>
	</body>
</html>