Why Old Greenwich?
Old Greenwich is one of the most sought-after neighborhoods in all of Fairfield County — and for good reason. With its compact village center, direct Metro-North access to Grand Central Terminal, proximity to some of Connecticut's best beaches, and access to Greenwich Public Schools, Old Greenwich offers a lifestyle that attracts families from across the tri-state area.
As a real estate agent who has worked in Greenwich for over 40 years, I've helped dozens of families find their perfect home in Old Greenwich. Here's what you should know if you're considering a move.
The Village Center
Old Greenwich's village center along Sound Beach Avenue is the heart of the neighborhood. You'll find a curated mix of local shops, restaurants, coffee houses, and service businesses — all close by for most residents. It's the kind of place where you run into neighbors, grab coffee, and feel like part of a genuine community.
Schools in Old Greenwich
Old Greenwich is served by the following Greenwich Public Schools:
- Old Greenwich School (K-5)
- Eastern Middle School (6-8)
- Greenwich High School (9-12) — 2,700+ students, AP/IB programs, 87% college enrollment rate
Many families relocating from New York City choose Old Greenwich in part for its access to the Greenwich school system. We encourage buyers to research schools directly through the Greenwich Public Schools website and GreatSchools.org.
Waterfront Living
Old Greenwich offers some of Greenwich's most desirable waterfront and water-view properties. From estates overlooking Long Island Sound to charming cottage-style homes near Tod's Point (Greenwich Point Park), the waterfront inventory is varied.
Key waterfront areas include:
- Shore Road and Lucas Point — Direct waterfront with Sound views
- Tod's Driftway area — Near Greenwich Point beach access
- Binney Park vicinity — Charming homes along the Indian Harbor waterway
Keep in mind that waterfront properties in Old Greenwich often come with flood zone considerations. An experienced local agent can help you navigate flood insurance requirements and understand which properties have been elevated or renovated to current standards.
Commuting to New York City
The Old Greenwich Metro-North station provides express service to Grand Central Terminal in approximately 50 minutes. For commuters, this is a major draw — you get the suburban Connecticut lifestyle without sacrificing a reasonable commute to Manhattan.
The station has a commuter parking lot, and the train is a short trip from surrounding neighborhoods.
What Homes Cost in Old Greenwich
Old Greenwich spans a wide price range depending on property type and proximity to the water:
- Condos and townhouses: Starting around $500,000–$800,000
- Single-family homes: Typically $1.2M–$4M for updated 3–5 bedroom homes
- Waterfront estates: $5M–$15M+ for direct Sound-front properties
The market in Old Greenwich remains competitive, particularly for move-in-ready homes in the $1.5M–$3M range.
Is Old Greenwich Right for You?
Old Greenwich is an ideal fit if you're looking for:
- A compact, village-oriented community with shops and dining nearby
- Access to Greenwich Public Schools
- Easy commuter rail access to NYC
- Beach and waterfront lifestyle
- A strong sense of neighborhood identity within the larger Greenwich community
If you'd like to explore homes in Old Greenwich or any Greenwich neighborhood, I'd love to help. With over 40 years of local experience, I can provide the context and guidance that makes all the difference in finding your perfect home.
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.