275 West Main Street Chester, CT $ 485,000
275 West Main Street
$ 485,000
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275 West Main Street

Chester, CT, 06412
$ 485,000
Bedrooms4 Baths2.0 Sq 1,906

Monthly Estimate*

$ 2,986

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Single Family Home for sale in Chester, CT

for $485,000 with 4 bedrooms and 2 full baths. This 1,906 square foot home was built in 1971 on a lot size of 2.

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.

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Single Family Active

Price

$ 485,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 7,471

Style

Lot Size

2

Year Built

1971

Town/City

Chester

MLS | Web ID

24173958

Features
General
Zoning R-2
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2
Directions GPS Friendly
High School Valley
City Chester
Elementary School Chester
Sq Ft Total 1906
DOM 0
Year Built 1971
Style Colonial
Year Built Source Public Records
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Interior
Cooling System Window Unit
Total Rooms 10
Basement Description Full Partially Finished
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Exterior
Water Source Private Well
Lot Description Professionally Landscaped
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* Excluded Features
List By
Kelly Puorro

Listing Agent

Puorro Realty Group

Broker

kelly@puorrorealtygroup.com

Email

Affordability Calculator

$3,609
Per Month
83%
17%
0%
Monthly Principal & Interest
$2,986
Monthly Property Taxes
$623
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3042126 Elementary School
4789714 Middle School
Valley High School High School
Pricing History
DatePricePrice ChangeDescription
5/13/2026$485,000 Listed Price

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275 West Main Street, Chester, CT, 06412 is a Single Family Home for sale at $485,000 with 1,906 sqft and a lot size of 2. 275 West Main Street has 4 bedrooms, 2.0 baths, and was built in 1971. The property's zip code is 06412 which is in Chester, CT