This affluent suburb has a beautiful ecological network of woods, streams, and rivers.

Welcome to Weston

A private, woodsy area with sprawling nature and a thriving arts community 
Weston, Connecticut is a quaint and quiet community with very little traffic that borders the Connecticut River and Saugatuck Reservoir. Wilton, Easton, and Westport border Weston in southwest Connecticut. Initially founded as an agricultural community, this affluent suburb has a beautiful ecological network of woods, streams, and rivers. In a turn of fortune, the lack of railroad access to Weston effectively preserved the natural environment to date. 
In Weston, a picture of rustic ambiance, the main roads run for several blocks in the direction of the Saugatuck Reservoir. The town has the Weston Field Club for a more casual family oriented environment, and Aspetuck Country Club for golf and numerous luxury amenities. Over 20 miles of trails traverse Devil’s Den Nature Preserve.

What to Love

  • Quiet, secluded community close to nature
  • Quality schools
  • Laid-back lifestyle
  • Walking trails in a nature preserve
  • Sister township to Westport offering beach rights to all beaches

Local Lifestyle

The lifestyle in Weston, Connecticut is idyllic. Residents enjoy the peaceful, uncrowded countryside, rights to Westport beaches, and small-town atmosphere. Here, you can be surrounded by the beauty and temperament of the great outdoors. Its scenic location and affluent community have made Weston an attractive destination. 
Newcomers to Weston find the town slow-paced and picturesque. Anyone can enjoy its beautiful wooded areas, which make Weston a popular summer spot. The lifestyle in Weston is so different from the hustle and bustle of a city. With two acre zoning for most of the town, it doesn't feel crowded or congested. The community is welcoming and packed with fun family gatherings. 

Dining, Entertainment & Shopping

Milestone is a neighborhood gathering place that has live music and serves dishes made from scratch with bold flavors. Wire Mill Saloon & Barbeque is a relaxed dining space with a country flair that serves BBQ dishes smoked right on site, stews, sandwiches, and cornbread. Lunchbox is a casual eatery with a central location that serves breakfast, lunch, and dinner. Lily’s Market is a bright space with groceries, fresh produce, prepared meals, a custom salad bar, and an extensive deli. Don’t miss the sandwiches!

Things to Do

Lachat Town Farm is located on the Juliana Lachat Preserve and is a 42-acre farm near Devil’s Den. The farm features animals, gardens, open meadows, and an educational facility that provides community events and programs. Devil’s Den Preserve is the largest in Connecticut, with 1,800 acres of land and wildlife. The preserve features many aquatic habitats and species, woodlands, wetlands, and valleys, and offers hiking and wildlife observation.
Weston residents have access to amenities at Longshore including golf and tennis and enjoy discounted pricing ($375) for a seasonal pass to Westport beaches.
Weston Arts is a nonprofit organization that promotes and showcases the arts through scholarships and the betterment of school art programs and community arts. Weston also holds many community events like the 4th of July celebration, Lachat Farmers Market, Garden tours, music in the meadow, spring barn dance, Memorial Day 5K, and more. Also, enjoy swimming at Bisceglie Park.


Weston Public Schools serve the Weston community with the convenient school road, where all the schools are located. The district is a caring and supportive education system that empowers students to achieve success and cultivate character.The administration very quickly becomes well-versed with its students, similar to a private school environment. 
Public schools:
Private schools:

Work With Us

Cindy Raney & Team is the elite, boutique real estate team in Fairfield County. They are extremely well versed in the industry, having sold over half a billion dollars in luxury real estate. Cindy’s team is particularly focused on the client experience, helping them throughout the home buying or selling process to ensure that their experience with the team is exceptional.

Follow Us on Instagram