At a Glance

In Greenwich Proper, you can enjoy a diversity of options for living and entertainment. With renowned schools and a convenient commute, it’s the ideal suburb for hard-working families. 

BIGGEST APPEAL Diversity of shopping, restaurants, and culture

VIBE Sophisticated + lively

COMMUTE TO GRAND CENTRAL 45 minutes

A QUICK NOTE  

The town of Greenwich is broken into four main neighborhoods: Greenwich Proper, Cos Cob, Riverside and Old Greenwich. Each has its own mailing address and zip code, with Greenwich Proper having two separate zip codes. Greenwich Proper features several diverse areas within the region which include Back-Country, Mid-Country, Belle Haven, Byram and Byram Shore, Downtown Greenwich, Glenville and Pemberwick.

The Lifestyle

Small-town charm with cosmopolitan vibe

Founded in 1640, Greenwich Proper has evolved from a farming community to an affluent enclave with a cosmopolitan vibe. Known as the “Gateway to New England”, Greenwich Proper is the western-most town in beautiful Fairfield County. As a favored home base for many commuters, Greenwich Proper is only a 45-minute train ride to Grand Central.  

Combining small-town charm with city convenience, Greenwich Proper provides rich culture and sophisticated amenities surrounded by stunning shores and quaint countryside. Greenwich Avenue is the town’s main commercial district, offering high-end stores and trendy restaurants.  

The Appeal

Rich culture surrounded by natural splendor

Boasting 32 miles of shoreline, four beaches (including two islands with ferry service) and over 4,000 acres of parkland, all residents of Greenwich can enjoy the beautiful outdoors year round. For those with a love for art and film, there are ample offerings including the annual Greenwich International Film Festival and free movie screenings and discussions at the library every Friday night. The beloved Bruce Museum of Arts and Science, sitting atop a hill overlooking Greenwich Harbor, has garnered global acclaim for its art exhibitions. 

With its renowned schools, Greenwich is also perfect for families. Approximately 38% of the town’s budget is dedicated to education, with eleven elementary schools (including two International Baccalaureate schools), three middle schools and one high school. There are also numerous private school options throughout town. 

Want to Explore Before You Buy?
BROWSE VACATION RENTALS IN GREENWICH PROPER

We always recommend spending some time in a neighborhood before you start looking at houses. You can browse through some local vacation rentals at the link below. And If you'd like to spend a weekend here, we're happy to share our favorite spots to explore and even set you up with an itinerary.

The Ursini Team participates in the VRBO Affiliate Program. If you book a reservation through this link we may earn a small commission at no cost to you.

STAY HERE

The Greenwich Proper Market 

From shoreside estates to country manors 

Greenwich Proper offers a diversity of options, but modest homes under $1 million are in short supply. Near downtown Greenwich, you’ll find homes on smaller lots, providing quick access to the shopping, dining and retail of Greenwich Avenue and the train station. Closer to the shores sits Belle Haven, a gated waterfront community with its own yacht club and access to the beach and tennis club. Price points in this exclusive area are typically the highest in all of Greenwich. 

LEARN MORE ABOUT GREENWICH PROPER BELOW


As you travel further out to mid-country which is bounded by the Merritt Parkway to the north and Post Road to the South, you’ll find larger lots (typically 1-2 acres). Neighbors are close enough to develop a friendly community atmosphere, but properties are spread out enough to feel like a personal country retreat. Close enough yet away from it all, the average drive to the Greenwich train station to Manhattan is ten minutes.


Situated north of the Merritt Parkway and bounded by Westchester County and North Stamford, back-country offers larger lots (typically 4-acre zoning). Here you’ll find tree-lined streets, stately residences on rolling hills and historic estates on equestrian farms. There is also an abundance of nature trails, golf courses, horseback riding trails and plenty of outdoor spaces which have been preserved through the Greenwich Land Trust. Backcountry offers tranquility and privacy, but no shopping or dining options.