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This... is Old Greenwich Connecticut. We are going to explore living in Old Greenwich CT and the differences between the areas within the neighborhoods, so you can decide which is a fit for you

Hi, my name is Charlie Vinci. I am a Greenwich CT Realtor, and my realty team and I specialize in helping buyers understand what living in Greenwich CT entails and how to relocate to the area.

Let me show you why you might want to move here, AND a few reasons why you might not.

Table of Contents:

Old Greenwich Tour Overview:

This is a different kind of tour. We will take a look at the train stations and the beaches. We'll talk about home values in each neighborhood. We will explore the schools, shopping and the breathtaking waterfront. I’ll even throw in a few easter eggs along the way. 

If you are new to the website, blog or YouTube channel, my name is Charlie Vinci and I am a Greenwich CT realtor that helps people move here. If you are thinking about buying a home in lower Fairfield County feel free to sign up on our website or subscribe to our Youtube Channel as we are constantly creating new content for you!

In order to follow along, it will be helpful to have our Old Greenwich Neighborhood Map. You can get the map here. Make sure to right click to save on your Mac/PC, or tap the image on your phone to save it.

We will start with a central hub of commuting in Greenwich.. Are you ready? Let's go!

Old Greenwich Train Station & Village:

If you were traveling home from Manhattan by train, you would get off here, at the Old Greenwich Train station. The fast train takes about 55 min. (Train Time estimates are pre-covid. We expect metro north to return to its old schedule)

This is an excellent walkable neighborhood and Old Greenwich village has everything you could need. 

On the way home you might grab a few things for dinner at Kings Food market. It’s so well stocked there is hardly a reason to go anywhere else, especially since Whole Foods can deliver anything that you don’t find at Kings.

You might also grab some fresh produce at the Old Greenwich Farmers Market on Wednesdays, its located at 38 West Ave. 

Or perhaps you want to meet friends or family at one of the top rated restaurants in the Old Greenwich village, including: Applausi Osteria, Le Fat Poodle, Sweet Peas Baking Co., ReNapoli Pizzeria, Beach House Cafe.

In fact, everything you need is in this one area. There's coffee shops, frozen yogurt, wine merchants, butcher shops, toy stores, banks, a post office, and more. Living here… is pretty easy. 

There is a good chance that your children are going to go to Old Greenwich Elementary, but to be sure you can grab our Greenwich buyers guide which includes a school look up feature and you can search all homes in each school district. 

Homes in this area are charming and eclectic and are generally closer together and they tend to be more upscale as you travel further south toward shore rd.

Prices typically range between $1.2MM and $3.5MM, with the finest examples selling for north of $4MM. 

On the weekend you might head over to Innis Arden Golf Club. It was created by John Kennedy Tod, a Scottish rugby player that moved to New York to become a banker. It’s said to be a fun but challenging course with great family amenities. The course has a rating of 70.3, and a slope of 128. It’s owned by its members, and membership does require a sponsor. 

Next, let's head over to Shorelands, where the real estate gets a bit more upscale.


Shorelands is a private community with its own private beach. Homes here are charming, closer together and eclectic. Just south of Shorelands, you will find the lots get bigger, and some homes are very luxurious.

Prices in this area typically range between $1.8MM and $4.4MM, with the finest examples selling for north of $6MM. Direct waterfront in this area typically starts around $4MM. This area is identified on our neighborhood map by three dollar signs.

Next, let's head over to the southern part of the peninsula and the eastern shore.

Tip of the Peninsula and Eastern Shore:

This is Old Greenwich’s premiere area with some stunning waterfront estates.

The streets in this area are all Private. You might imagine yourself being part of the small community that makes up each of these dead end roads.

This area also includes the community of Lucas Point  which boasts some stunning waterfront real estate as well as its own private beach. The sand is some of the best in the area. 

Prices in this area of old Greenwich typically range between $1.75MM and $6.4 MM, with the finest examples fetching north of $10MM. Direct waterfront typically starts around $4MM. This area is designated on our neighborhood map by four dollar signs.

If you like Old Greenwich, but prefer more land, Riverside is the neighborhood to the west and it shares many of Old Greenwich’s amenities, including the village. There, you will find homes with large lots, check out our Riverside neighborhood tour video.

Greenwich Point or Tod’s Point Beach:

We can't leave this area without showing you Greenwich Point beach, or Tod's Point as locals call it. Remember John Kennedy Tod, the Scottish rugby player that built the Innis Arden Golf course? This land was originally his estate. This public beach and park is one of the best in the entire county. In fact, it's more than a beach. Consider it an island that you don’t need a boat to get to, and it’s an excellent walking, running or biking location. Locals enjoy this spot year round. 

The private Rocky Point Club is also in this area, check it out if you like a club with a casual atmosphere along with sailing, swimming or tennis.

The next area we are going to explore is just north of the railroad station. It has some stunning amenities, let's go take a look.

North of the RR Tracks:

This is Binney Park, if you live in Old Greenwich or Riverside this will likely be your favorite park with its pond, trails, bridges and wildlife. Coming here for a walk is a great way to melt the stress away and get the blood flowing again.  Adjacent to the picturesque park are tennis courts and ball fields so you and the kids can burn off the frozen yogurt you had at Rosie’s.

Right across the street from Binney Park you will find the Perrot Library. The library is a neighborhood favorite. It even had a documentary written about it called “Perrot: The Story of a Small Town and its Dream for a Library” which takes a deep dive into the libraries founding 

And if Binney Park wasn't enough, you also have Laddins Rock Sanctuary and Rosa Hartman Park. They are both great places for a quick hike

Living in some parts of this neighborhood will give you access to the International School of Dundee, which is a magnet school. You can find out if a particular home has access by using the address look up and school district search on our website.

Adjacent to the Railroad station you will find Old Greenwich Gables Community. It’s a condo community along with some single family homes that have a pool and fitness center. If you live here, and plan to take the train to Manhattan, you would walk right out the backside of the complex to the Old Greenwich Train station. It doesn't get any easier than this.

Prices in this area typically range between $750k and $2.1MM with the least expensive homes typically being a small condo in the Old Greenwich Gables community that I just mentioned. Homes in this area tend to be more modest than in other parts of Old Greenwich, but the lifestyle is the same. This area is designated with a single dollar sign on our neighborhood map.

If you are thinking of living in Greenwich CT, call me when you are ready to tour homes. If you aren't ready yet, go over to my website and grab the buyer resources that we created for you, OR search ALL homes for sale in Greenwich. The link is on the screen and in the description. I hope you enjoyed this video as much as I enjoyed creating it for you.


If you are still thinking about living in Greenwich CT, check out my website where you will find my raved about local buyers guideneighborhood maps, and all of the homes listed for sale in Greenwich. 

I hope you enjoyed this tour as much as I enjoyed making it for you. When you are ready to start shopping, call me, I’ll help you find a great home.

I look forward to hearing from you!


Charlie Vinci


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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