Are you wondering what it's like to live in the great town of Watertown, Connecticut? In this episode of CT Life, I’m going to give you the pros and cons of living in this Waterbury suburb located right here in Litchfield County. As one of the fastest-growing real estate markets in all of the state, Watertown is a great choice to experience Connecticut life.

The Pros And Cons Of Watertown, Connecticut


The population of Watertown has grown to 22,500 people for good reason. One of the pros of living here is the collection of amazing schools, with the iconic Taft School in Watertown being one example. Taft was founded in 1819 and is home to a diverse student-base made of people from over 45 different countries. It is a boarding school that accepts grades 9-12.

Additional schools include John Trumbull Primary School, Judson Elementary, Polk Elementary, Swift Middle School, Watertown High School, and Watertown Transition Academy. Now that you know a little bit about the schools, let's go see some of the fun things to do here in Watertown.

Outdoor Activities

If the sun is shining, you’ll want to check out Veterans' Memorial Park. This park features playgrounds, soccer fields, baseball fields, gazebos, comfort stations, walking trails, and Latins Pond for fishing or hiking. You also have access to horseshoe pits, bocce courts, picnic tables throughout the park, and even an area designated for skateboarding.

Another great way to spend the afternoon is at Hawk Ridge Winery on Plungis Road. It's one of the coolest wineries here in Litchfield County, so you’ll want to be sure to check it out.

Food And Shopping

Main Street in Watertown is where you will find one of the pros of living here. There is a huge variety of stores selling everything from fresh-made bagels to comic books. You’ll also find hair salons, barbershops, automobile centers, fast food, and clothing stores—just to name a few.

Watertown is also known for its awesome restaurants, including Uncommon Grill, 16 Straits, Taps & Taverns, Sakura, the iconic Daveluy's, and one of the best rated Italian restaurants in all of Connecticut, Roma's. Back on Main Street, you're going to find Mangia, Thai Bowl, Jimmy's, Rock Garden Cafe, G's Burgers, and Carvel. Watertown truly has an endless supply of restaurants and all of them are great.

After a great main course, you're going to want to check out something for dessert. Head over to Hardcore Sweets, an amazing shop that’s been featured on the Food Network, Cupcake Wars, and the Cooking Network. You can get some of the best cupcakes here in all of New England.

Here in Watertown, you're going to get the hometown market feel when you shop at places like the Watertown Meat Center and LaBonne's. At the same time, you have the convenience of some big-box retailers like Stop & Shop and Staples.

Parking And Business Space

One con of living in Watertown is the lack of parking on Main Street. However, there's also currently a bunch of vacancies for businesses on this awesome little thoroughfare. Have a business idea? There's no better time than now to take the leap and open it. Give us a call and we'll help you walk through the process of setting up your business and leasing out some commercial space.


Now that you know a little bit about what there is to do here in Watertown, let's talk about whether or not this town is affordable and what you get for your money here. One con about living in Watertown, Connecticut is the home prices. When compared to neighboring towns like Waterbury and Thomaston, the values here are much higher—though you do get an awful lot for your money. In 2019, a total of 272 single-family homes were sold. These properties averaged three bedrooms, two baths, seven rooms, 1,685 square feet on 1.1 acres, and were listed on the market for 71 days. The average sales price was $235,664, working out to an average of $143 per square foot.

Also in 2019, a total of 39 condos were sold. These condos averaged five rooms, two bedrooms, two baths, 1,300 square feet, and an average sales price of $167,000. That works out to be an average price per square foot of $126.

Is Watertown Living Right For You?

So what did you think? There are so many other great things that we didn't have time to feature, like Watertown Historic Society, Black Rock State Park, and Sunset Grill just to name a few. There are a lot of reasons to love Watertown, Connecticut, which is why it's one of the hottest markets in the state.

Do you want to see some homes here? Give me or somebody on my team a call and we will get you out seeing properties immediately. While we're meeting with you, we'll also give you a local Watertown guide and introduce you to all the shops that we visited, along with all their contact info and our personal recommendations. We look forward to connecting with you!