Home › Homes for Sale › Chester, CT › 275 West Main Street

275 West Main Street, Chester, CT 06412

Single Family For Sale

$485,000
$254/sqft
275 West Main Street, Chester, CT
Active
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4
Bedrooms
2
Bathrooms
1,906
Sq Ft
2
Acres
1971
Year Built

About This Home

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.

Listed by Kelly Puorro (860) 575-8666 with Puorro Realty Group (860) 558-9740

Listing Snapshot

Price $485,000 Days on Our Site 0 days
Property Tax $7,471/yr Style Colonial
Year Built 1971 Total Sq Ft 1,906
Lot Size 2 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 10 Half Baths 0

Key Features

Appliances
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Shed
  • Garden Area
Nearby
  • Golf Course
  • Lake
  • Library
  • Park
  • Shopping/Mall
  • Stables/Riding

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Window Unit
Hot Water Domestic
Water Private Well
Sewer Septic

Schools

Elem Chester
Middle Winthrop
High Valley

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $623/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 13, 2026 Listed $485,000

Frequently Asked Questions

How much does 275 West Main Street in Chester, CT cost?
This property is listed at $485,000, which works out to $254 per square foot.
How many bedrooms does 275 West Main Street have?
This home has 4 bedrooms and 2 bathrooms.
What is the square footage of 275 West Main Street?
The home is 1,906 square feet, situated on 2 acres.
When was 275 West Main Street in Chester built?
This property was built in 1971.
Is 275 West Main Street, Chester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 275 West Main Street, Chester in?
This home is served by the Chester public school system, with Chester as the elementary school and Valley as the high school.
How do I schedule a tour of 275 West Main Street, Chester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Kelly Puorro · (860) 575-8666

Puorro Realty Group · (860) 558-9740

MLS# 24173958 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 13, 2026 4:10 AM UTC