Why Families Are Moving from NYC to Greenwich
Every year, hundreds of families make the move from New York City to Greenwich, Connecticut. The reasons are consistent: more space, access to the Greenwich Public Schools system, lower taxes, and a quality of life that's hard to match — all while maintaining easy access to Manhattan.
As a real estate agent who has helped countless NYC families make this transition over the past 40+ years, I can tell you: the move is worth it, and it's smoother than you think when you have the right guidance.
The Commute: Closer Than You Think
One of the biggest concerns for NYC relocators is the commute. Here's the reality:
- Metro-North Railroad: Express trains from Greenwich to Grand Central Terminal take approximately 45–50 minutes. Old Greenwich and Riverside stations offer similar times.
- Frequency: Trains run every 15–30 minutes during peak commuting hours.
- Driving: 35–45 minutes to Midtown via I-95 in off-peak hours (longer during rush hour).
- Many Greenwich residents report that their door-to-door commute is comparable to what they experienced living in Brooklyn or the Upper West Side.
Schools: A Primary Factor
For most families, schools are a major factor in the move. The Greenwich Public Schools district includes 11 elementary schools, 3 middle schools, and Greenwich High School:
- Greenwich High School serves 2,700+ students with AP/IB programs and an 87% college enrollment rate
- 11 elementary schools each serve a specific neighborhood
- Riverside School has been designated a National Blue Ribbon School by the U.S. Department of Education
- Per-pupil spending is among the highest in Connecticut, funded by the town's $14B+ grand list
We encourage buyers to research schools directly at greenwichschools.org and GreatSchools.org.
Tax Advantages
Connecticut's tax structure offers meaningful savings for many NYC relocators:
- No city income tax: NYC residents pay a city income tax of 3–3.9% on top of state and federal taxes. Moving to Greenwich eliminates this entirely.
- Lower property taxes: Greenwich's mill rate (approximately 11.59) is among the lowest in Connecticut.
- Overall tax burden: For many high-income families, the net tax savings from leaving NYC can be significant, even accounting for Connecticut state income tax.
Consult your accountant for specifics, but the tax picture is almost always favorable.
Choosing Your Greenwich Neighborhood
Each Greenwich neighborhood offers a different lifestyle. Here's a quick guide for NYC relocators:
If you love the West Village or Brooklyn Heights:
Old Greenwich — Compact village center, local shops and restaurants close by, beach access, strong community feel.
If you're coming from the Upper East Side:
Belle Haven or Mid-Country — Elegant estates, manicured properties, a more formal atmosphere similar to what you're used to.
If you're a Park Slope family:
Riverside — Family-oriented neighborhood, National Blue Ribbon School, tree-lined streets, casual and welcoming.
If you want maximum space and privacy:
Back Country — Multi-acre estates, horse properties, complete privacy. Think of it as Greenwich's answer to the Hamptons, but year-round.
If you want an urban feel with suburban benefits:
Downtown Greenwich — Condos and townhouses on Greenwich Avenue, steps from shops, restaurants, and the train.
The Timeline: When to Start Looking
If you're planning a move for the next school year, here's a typical timeline:
- 6–9 months before: Begin working with a Greenwich real estate agent. Start exploring neighborhoods.
- 4–6 months before: Active home search. Tour properties, attend open houses.
- 3–4 months before: Make an offer, go under contract.
- 1–2 months before: Closing, moving logistics.
The Greenwich market is competitive, especially in the $1.5M–$4M range where most NYC relocators land. Starting early gives you the best selection.
What NYC Families Miss (and Don't Miss)
What you'll miss: Walking to restaurants at midnight, the energy of the city, cultural events on every corner.
What you won't miss: The noise, the cost, the cramped spaces, the school admissions stress.
What you'll gain: Space — both indoor and outdoor. A yard. A garage. Quiet mornings. Beach access. A community where people know your name.
How I Can Help
Relocating from NYC to Greenwich is a big decision, and having a local expert makes all the difference. I've been helping families navigate this transition for over 40 years. I know which neighborhoods match which lifestyles, which houses have good bones, and how to negotiate in Greenwich's competitive market.
Ready to explore? Let's talk.
Martha Z Jeffrey | Sotheby's International Realty | (203) 964-7800 | marthazjeffrey.com
Martha Z Jeffrey
Licensed real estate agent with Sotheby's International Realty in Greenwich, CT. 40+ years of experience specializing in luxury homes, waterfront properties, and NYC-to-CT relocations. Visit her website or call (203) 964-7800.