275 West Main Street

Chester CT 06412

1906 sq. ft.

2 ac.

Single-Family

Last sold for $495,000

Kelly Puorro, last sold this property on 05 June 2026 after 23 days on market.

Overview

***Multiple offers received. Seller has asked for best and final by Monday 5/18 5pm*** Set on an exceptional 2-acre parcel in the charming Connecticut River town of Chester, this 4-bedroom, 2-bath Colonial offers endless potential in a truly special setting. Being offered for the first time in 55 years, this well-loved home is filled with warmth and character throughout, featuring hardwood floors and three fireplaces, including one in the spacious primary bedroom. Mature plantings surround the property, creating a peaceful outdoor backdrop complete with a pond perfect for relaxing and enjoying nature. Additional highlights include an attached 2-car garage, two shed/barn outbuildings, and newer major mechanical updates including the roof, furnace, and oil tank. The home also offers finished space in the basement complete with a fireplace, ideal for entertaining, a home office, or flexible additional living space. Located directly across the street from Cockaponset State Forest, this property is ideal for those who appreciate outdoor recreation and nature. Whether you're looking to preserve its timeless charm or add your own finishing touches, this is an exceptional opportunity to make it your own. Enjoy all that Chester has to offer, including acclaimed restaurants, art galleries, unique local shops, and the charm of one of Connecticut's most beloved river towns.

Features

4 bedrooms

2 bathrooms

2 carspaces

2 garage spaces

1906 sq. ft. floor area

2 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Chester over the last 12 months, the estimated median property value of 275 West Main Street is $817.5k.

Median value

$817.5k

Estimated value range

$420k - $1.14m

Median days on market

Estimated value trend

-3%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Chester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 275 West Main Street

2026

Sold

$495,000

05 Jun 2026 by Kelly Puorro, of Puorro Realty Group

Happy sellers in Chester

We have insufficient information to provide an overview of customer satisfaction for Chester. Viewing the agent profiles, reviews and sales for Chester can provide insights for this location.