275 W Main Street, Chester, CT 06412 (MLS # 24173958)

Save to Favorites
Print
Share
PRICE $485,000 dsIDX morgage calculator
BEDS 4
BATHS 2
HOME SIZE 1,906 sqft
LOT SIZE 2.00 ac

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 a detached 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.

DAYS ON MARKET 0 LAST UPDATED 5/12/2026
YEAR BUILT 1971 GARAGE SPACES 2.0
COUNTY Middlesex STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Chester
Jr. High School Winthrop
High School Valley


ADDITIONAL DETAILS
AIR Window Unit(s)
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Oven, Range, Refrigerator, Washer
BASEMENT Full, Partially Finished, Yes
CONSTRUCTION Frame, Wood Siding
EXTERIOR Garden
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Hot Water, Oil
LOT 2 acre(s)
PARKING Attached
SEWER Septic Tank
STYLE Colonial
TAXES 7471
WATER Well
ZONING R-2
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
P
I
*Estimate only



We respect your online privacy and will never spam you. By submitting this form with your telephone number you are consenting for Ryan Smith to contact you even if your name is on a Federal or State "Do not call List".

Listing courtesy of Puorro Realty Group
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.

This IDX solution is (c) Diverse Solutions 2026.

Bristol: 985 Farmington Ave, Bristol, CT 06010
Avon: 412 West Avon Rd, Avon, CT 06001
(860) 578-2016 | ryansmith@tier1realestate.com

Subscribe to New Listings

  • Click here to review our privacy policy.
  • This field is for validation purposes and should be left unchanged.
The information on this website is for general information purposes only. Nothing on this site should be taken as legal advice for any individual case or situation. This information is not intended to create, and receipt or viewing does not constitute, a real estate agent and client relationship. Tier 1 Real Estate is licensed & insured. Call (860) 578-2016. Email with any questions you may have regarding this website, or anything associated with it. @2019 All Rights Reserved. 

linkedin facebook pinterest youtube rss twitter instagram facebook-blank rss-blank linkedin-blank pinterest youtube twitter instagram