Old Greenwich Real Estate | Homes for Sale in Old Greenwich

Welcome to Old Greenwich

A quaint-yet-polished seaside village in the southeastern pocket of Greenwich.

Most of this classic New England town sits on a peninsula that juts out into the Long Island Sound. It’s home to 6,600 people, many of whom were lured to the sunny shores from Manhattan.

Known in the 1800’s as “Greenwich, Old Town,” this quaint waterfront community was originally regarded as a burgeoning summer resort spot. The roots of modern-day Old Greenwich date back to 1641, when the first European settlers arrived. Today, this picturesque and charming place is regarded less as an accessible vacation destination, and more of a year-round residential hamlet.

A man and two children fly a red kite on a sandy beach beside a rocky shore.

What to Expect

Winding colorful streets and ample scenic coastline.

Sound Beach Avenue shoots south of the historic train station and is lined with mostly small, local businesses. Radiating out from “the village” are narrow, curving roads (best traversed on foot) that lead to Old Greenwich’s beaches and eight miles of stunning shoreline.

Waterfront homes and boats seen from a hedge-lined path.

Village Barbers storefront with red benches as a woman walks a small dog.

Man reads a newspaper at an outdoor café table beside leafy planters.

The Lifestyle

Hospitable and community-centered.

Houses in this town are close to each other and the community is tight-knit. The front porches of the pristine Victorians welcome passersby, and neighborhood associations lovingly maintain their beautiful beaches.

Leafy neighborhood shopping street with sidewalk cafés, pedestrians, and a dog.

White house with a covered porch, upper balcony, wide steps, and landscaped lawn.

Two women walk along a tree-lined neighborhood road toward a glimpse of water.

Unexpected Appeal

The palatial, privately owned library.

A Jeffersonian-style building with a children’s section that resembles a village green, the Perrot Memorial Library is named after Old Greenwich’s first private schoolmaster and beloved by locals.

Brick building with arched windows, a stone base, and a landscaped central entrance.

Library atrium with a vaulted skylit ceiling, white arches, indoor trees, and bookshelves.

The Market

Character-rich antique homes and sparkling modern mansions.

You’ll find Cape Cods and Colonials in the northern part of town under $1 million, but newly constructed houses and those on the waterfront (below Route 1) typically sell for exponentially more.

White shingle house with a tall brick chimney, red front door, and white picket fence.

Modern elevated dark-wood house at the end of a hedge-lined driveway, with a basketball hoop.

White clapboard house with a shingle roof and columned front porch, framed by mature trees.

White clapboard home with a wide porch beneath a large maple tree; a small dog sits by the front door.

You'll Fall In Love With

The panoramic Long Island Sound views.

The town’s 147-acre Greenwich Point Park (also called “Tod’s Point” for a banker who once had his estate there and “Elizabeth’s Neck” before that for a founding settler) stretches out into the water and boasts beautiful trails and beaches.

Two children explore shoreline rocks beside calm water and a grassy bank.