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Old Greenwich

Old Greenwich

A quaint yet polished seaside village. Most of this classic New England town sits on a peninsula that juts out into the Long Island Sound.

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Welcome to Old Greenwich

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

Old Greenwich Real Estate Market

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.
 
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. Many of whom were enticed to its sunny shores from Manhattan. To learn more about Old Greenwich, CT real estate, and homes for sale on the market, Realtors Russell Pruner, Mark Pruner & Timothy Agro are leading experts in Greenwich.
 

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.
 

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.
 

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.
 

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.
 

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.

FREQUENTLY ASKED QUESTIONS

Why hire a specialist real estate agent in Old Greenwich, CT?

Old Greenwich's waterfront and luxury inventory requires an agent who understands that segment specifically, not just the broader Greenwich market. Russell Pruner, Mark Pruner, and Dena Zarra of Greenwich Streets at Compass specialize here, with Mark and Russell's combined 50-plus years covering Greenwich's full range of home types and Dena known for guiding buyers closely through closing.

Which Greenwich Streets agent should I work with in Old Greenwich?

Old Greenwich buyers and sellers can work with Russell Pruner, Mark Pruner, Dena Zarra, or Timothy Agro. Dena Zarra is frequently noted by past clients as attentive and well connected, with a track record of guiding first-time and repeat buyers through closing.

Do Greenwich Streets agents have experience with Old Greenwich waterfront and luxury homes?

Yes. Mark and Russell Pruner's combined 50-plus years of experience spans Greenwich's full range of home types, including the waterfront and luxury segments concentrated in Old Greenwich, alongside more modest homes closer to the village center

How much is my Old Greenwich home worth in today's market?

Two homes that look similar on paper can have very different values in Old Greenwich, location, lot, condition, renovation history, and proximity to the water or village all move the number. The Greenwich Streets Team weighs actual closed sales, not just current asking prices, when evaluating a home. Russell Pruner, who has worked this market since 1985, and Dena Zarra, GRI and CSA, both advise homeowners on realistic pricing based on decades of local transaction history rather than broad market averages.


Work With Us

We are a dedicated group of Greenwich natives. We have a deep passion for our hometown and enjoy everything the town offers its residents from the beach front to the backcountry. That is why we don’t find you just any home, we find you the right home.