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Living in Greenwich CT is an incredible experience.. But how does it compare to living in New Canaan CT? We are going to explore living in both towns and provide you with some pros and cons of each, so you can decide which area is a fit for you!

Hi! If you are new to the blog my name is Charlie Vinci. I’m a Fairfield County Connecticut realtor covering Connecticut’s “Gold Coast”, and my team and I specialize in helping people move to the area.

Be sure to check out our other guides for different price brackets, as well as upcoming waterfront and luxury buyer’s guides. Check out our YouTube channel for those videos and our blog for the articles. You can also find the associated maps and guides mentioned in this article on our website!

Table of Contents:

General Overview:

You already know that you get more home for the money with New Canaan CT real estate, when compared to Greenwich CT real estate. So why aren't people flocking there in droves? What do you give up by going to New Cannan? Could it be a good fit for your family? Let's take a look and find out.

When I have clients considering these two towns they typically tell me it’s because they aren't finding their dream home in Greenwich. 

One thing that isn’t always obvious to them is the difference in train times to Manhattan, with New Canaan typically adding twenty-five to thirty minutes to the train commute, and often requiring a transfer at the Stamford station. This has become less a concern as more people are commuting less, and has created a surge of interest in New Canaan. 

Some people also come to New Canaan for the schools. If this is a concern for you we have compiled all of the school information in our buyers guides. You will find them at the link on the screen.

According to, the crime ratings are low in both towns, relative to Connecticut and the United States as a whole, and I don’t believe that any of our clients have chosen one over the other for this reason.

Greenwich does have lower taxes, but the small difference doesn’t seem to be a deterrent for our clients either.

Lifestyle & Amenities:

One thing that does matter to many people is the vibe of the town. Greenwich is larger, with about three times the population, and feels more like a suburban city. While New Cannan has a more small town feel. 

The larger population gives Greenwich an advantage when it comes to town amenities like parks, golf courses and beaches as New Canaan is located inland. I highly recommend watching our neighborhood tours for each of them and downloading our New Canaan and Greenwich self guided tour when you come to take a look for yourself. This is the best way to get an idea of which town is best for you.

Most of Greenwich's shopping is spread out along Route 1, Greenwich Ave, and in Old Greenwich. New Canaan has everything downtown, in one central location, and that definitely adds to the small town charm as you are likely to run into friends while you are there. If you are looking for a great walkable area in New Canaan, the downtown location is your best option. 

Property Expectations: 

If you are considering New Canaan CT real estate because you want a better home for your price range, you will find that on average, you get a home that is about a third bigger, a lot that is nearly twice as large, and a higher level of finish detail in New Canaan for the same money. 

Our clients often feel that New Canaan is a great value if the shortest possible commute is not the highest priority.


If you are thinking of moving to Connecticut's “Gold Coast”, I would like to work with you. If you aren't ready to call us yet, check out the rest of our website: and grab one of the many guides, maps and checklists that we have created for you. They will save you hundreds of hours of research, and help you make a better choice for you and your family.

I look forward to hearing from you!


Charlie Vinci

Lower Fairfield County Realtor


About the Author:

Charlie Vinci, the Founder and Lead Agent of the Charlie Vinci Team has become a mainstay in Connecticut’s real estate market, earning accolades as one of the top 3% of realtors within the state. Fueled by a dedication to the success of his clients and an ever-growing assortment of area-specific resources, the business continues to thrive in the constantly evolving real estate marketplace. An informative YouTube presence has been the primary driver/focus for the team, as it has allowed Charlie to engage directly with his audience and provide a consultative approach to an often ambiguous process. Whether an international client seeking relocation to the US or a local homeowner considering the sale of their property, The Charlie Vinci Team has the market knowledge, resources, and expedient level of service that clients not only desire, but deserve.

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