The picturesque coastal town of Old Greenwich, Connecticut, has drawn affluent New Yorkers and New Englanders for more than a century. Its land area is just under 3.5 square miles, but offers everything for the luxury lifestyle: beaches, parks, yacht clubs, golf and country clubs, and an upscale, walkable downtown. Ten minutes away is the Town of Greenwich. Consistently ranked as one of the wealthiest towns in the United States, it has attracted some of the biggest fortunes in America. Today, its billionaires are from the trillion-dollar hedge-fund business, which occupies a third of the town’s office space. It’s also a luxury retail mecca with a Saks Fifth Avenue and Apple Store and luxury car dealerships, including McLaren, Rolls-Royce, Bentley, and Bugatti.

<p>Part of the Town of Greenwich, the coastal hamlet of Riverside takes its name from its location on the Mianus River, a 20-mile-long tributary of Long Island Sound. Up until the late 19th century, Riverside was a small farming, fishing, and oystering community on Long Island Sound. Like the neighboring hamlets of Old Greenwich and Cos Cob, it became a popular summer destination for some of America’s most affluent families. It’s still one of the most desirable enclaves along Connecticut’s Gold Coast, offering scenic coastal areas and wooded parkland, a yacht club, shops and restaurants, and elegant waterfront homes, all within an hour from Midtown Manhattan.</p>