Martha Z Jeffrey(203) 964-7800
Neighborhoods

Chickahominy & Pemberwick Neighborhood Guide: What Buyers Need to Know

A guide to Chickahominy and Pemberwick in Greenwich, CT, two tight-knit communities offering accessible prices, strong neighborhood identity, and full Greenwich school access.

Why Chickahominy and Pemberwick?

Chickahominy and Pemberwick are two neighboring communities in the northwestern part of Greenwich that share something in common: they both offer genuine neighborhood identity, engaged community life, and access to the full Greenwich school system at price points that make homeownership realistic for a wider range of buyers.

I've sold homes across Greenwich for over 40 years, and these neighborhoods deserve more attention than they typically get. Here's what buyers should know.

Neighborhood Identity

What sets Chickahominy and Pemberwick apart from other parts of Greenwich is the strength of their community bonds:

  • Chickahominy has its own civic association that organizes events, maintains common spaces, and advocates for the neighborhood
  • Pemberwick has a similar community-driven culture, with active neighbors and local gathering spots
  • Both areas have a "small town within a town" feel that residents prize
  • Block parties, seasonal events, and neighborhood fundraisers are part of the rhythm here

In a town where many neighborhoods feel like collections of individual estates, Chickahominy and Pemberwick feel like actual communities where people know each other.

Schools

Families in Chickahominy and Pemberwick are served by:

  • Glenville School (K-5) — A neighborhood school with a loyal following and strong community involvement
  • Western Middle School (6-8)
  • Greenwich High School (9-12) — 2,700+ students, AP/IB programs

As with all Greenwich neighborhoods, the high school is shared across the entire town. A family buying a home here at $600K has the same access to Greenwich High School's AP/IB programs as a family in a $10M home elsewhere in town.

Glenville Center

Both neighborhoods are close to Glenville center, a small commercial area with local shops, services, and the Glenville Metro-North station. It's not as bustling as downtown Greenwich or Old Greenwich's Sound Beach Avenue, but it has the essentials and a friendly, unpretentious character.

The Glenville station provides direct Metro-North service to Grand Central Terminal in approximately 55 minutes.

Housing Stock

The homes in Chickahominy and Pemberwick are primarily:

  • Cape Cods and colonials from the mid-20th century
  • Ranches and split-levels on modest lots
  • Some newer renovations and additions as buyers discover the value here
  • Lot sizes are typically smaller than other Greenwich neighborhoods, ranging from a quarter acre to one acre

The housing stock is unpretentious and well-maintained. Many homes have been updated over the years, and the smaller lot sizes mean less yard maintenance, which appeals to busy families.

What Homes Cost

  • Starter homes and smaller capes: $500K-$800K
  • Updated 3-4 bedroom homes: $800K-$1.5M
  • Larger or renovated properties: $1.5M-$2M

These prices make Chickahominy and Pemberwick the second most affordable entry point to Greenwich after Byram, with arguably stronger neighborhood cohesion.

Is Chickahominy/Pemberwick Right for You?

These neighborhoods are a good fit if you're looking for:

  • A tight-knit community with active neighborhood involvement
  • Access to Greenwich schools at moderate price points
  • A neighborhood school (Glenville) with a loyal, engaged community
  • Metro-North access via Glenville station
  • An entry point to the Greenwich market with strong long-term value

If you'd like to explore homes in Chickahominy, Pemberwick, or any Greenwich neighborhood, I'd love to help. With over 40 years of experience, I know these communities inside and out.

Martha Z Jeffrey | Sotheby's International Realty | (203) 964-7800 | marthazjeffrey.com

About the Author

Martha Z Jeffrey is a licensed real estate agent with Sotheby's International Realty in Greenwich, CT. With 40+ years of experience, she specializes in luxury homes, waterfront properties, and NYC-to-CT relocations. Visit her website or call (203) 964-7800.