Weston

Delightfully rural town with a strong community and unspoiled natural beauty.

Weston, CT Real Estate

Weston is known for it’s inspired natural beauty and award-winning public schools all of which are located on one sprawling, central campus. Nestled just a few minutes inland and along the Saugatuck Reservoir just north of Westport, Weston was founded in 1787 and is still known for its abundance of wide open spaces. The town boasts minimal commercial development and yet has blossomed into an affluent, well-known and picturesque destination that makes it a peaceful and incredibly special place to live with just over ten thousand residents. 

Over the years, these residents have cultivated a strong sense of community that adds to the overall appeal of living here. Charming Weston boasts a town center and two acre zoning which preserves it’s rural history. A sophisticated and culture-driven community known to attract city dwellers, retirees and wealthy families looking to live somewhere that is not overrun with buildings and tight corners, this town has secured its place on the map.

What to Love

  • Rustic charm 
  • Scenic views 
  • Spacious lots
  • Strong sense of community 
  • Devil’s Den Preserve
  • Hiking and Riding Trails

People & Lifestyle

Nature lovers, families, and individuals looking for peaceful living are attracted to the tranquil lifestyle that is prevalent in Weston. With minimal commercial development, nature reigns supreme in the town, which is why there are so many parks, trails, fishing holes and places to participate in other outdoor sports and activities. It is a unique environment with both elegant and pastoral refinements. 

Basic necessities can be found in the town’s heart—a gas station, the post office, a market, etc. Moreover, Weston is devoted to keeping itself centered on its community and environment without busy, traffic-heavy roads clogging things up. It is a much quieter—and friendly—existence than some of the other bigger cities. Neighbors get to know one another and volunteering is an enjoyable part of Weston culture.

Dining, Entertainment & Shopping 

Peter’s Weston Market offers a variety of sundries, from gourmet to practical items along with prepared meals. It is the best place to get organic and all-natural produce. Peter’s is a family-run business that has been around since 1972, priding themselves on their excellent customer service and high-quality groceries.

Weston’s agrarian roots are celebrated at Lachat Town Farm, whose sole mission is to unite both the community and residents spanning every generation by providing educational opportunities to learn more about our environment, sustainability, healthy nutrition, and encouraging the arts. 

Locals love visiting the barn to see the animals, volunteering in the community garden, and visiting the farmers’ market. Workshops include composting, birdhouse design, river rock painting, garlic harvesting, pumpkin decorating, and much more. It is the perfect place to spend a day with the whole family. 

After spending a day at the farm, why not head over to The Lunch Box for an early dinner? It is a popular neighborhood gathering spot for breakfast, lunch, and dinner. Serving specialty pizzas, sumptuous sandwiches, and plenty of finger-lickin’ good appetizers, there is something for everyone to enjoy.

Things to Do in Weston


Weston Field Club is a year-round recreation and social club that is one of the best places for families to visit. Over 29 gorgeous acres spread across the land owned by the club, creating a wooded refuge for anyone interested in participating in a number of outdoor activities, such as trapshooting, paddle tennis, fishing, diving, boating, and more.  Plus, members get to enjoy exclusive dining privileges as well as access to the clubhouse, top-ranked swim team and inter-club tennis tournament.

Another fantastic place for some fresh air is Lucius Pond Ordway, Fairfield County’s largest tract of protected land. The preservation keeps wetlands, rock ledges, woodlands, swamps, and streams intact, creating a gorgeous intact ecosystem fit for bird watchers and hikers who want to immerse themselves in nature’s untouched splendor.

Bisceglie-Scribner Park is open year-round and comprises over 53 acres of land fitted with a picnic area, walking trails, a playground, and a swimming pond. There are also several Little League-sized baseball fields.

Beyond that, Weston hosts fun festivals and events to promote community by bringing people together. Families look forward to the annual Memorial Day Fair, which includes amusement rides, vendors, food trucks, and live music, while also giving local organizations a chance to fundraise. 
Finally, residents are encouraged to make regular trips to the Weston Historical Society to participate in their programs or view their changing exhibits. The Historical Society preserves the history of Weston and teaches folks about the town’s heritage and culture.

Weston, CT School District

The award-winning Weston School District is filled with highly-esteemed teachers and excellent school ratings. Weston High School is of particular note. 

  • Weston High School

  • Weston Middle School

  • Weston Intermediate School

  • Weston Elementary School