***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.
Sold for $495,000
$495,000
275 West Main Street, Chester, CT 06412
4beds
1,906sqft
Single Family Residence
Built in 1971
2 Acres Lot
$495,200 Zestimate®
$260/sqft
$2,999 Estimated rent
Home value
$495,200
$470,000 - $520,000
$2,999/mo
Zestimate® history
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List your homeWhat's special
Three fireplacesHardwood floorsIdeal for entertainingPeaceful outdoor backdrop
Zillow last checked:
Listing updated:
Listed by:
Kelly Puorro (860)575-8666,
Puorro Realty Group 860-558-9740,
Brandon Puorro 860-575-8799,
Puorro Realty Group
Bought with:
Donna Genovese, RES.0809491
Great Estates, CT
Source: Smart MLS,MLS#: 24173958
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Fireplace, Hardwood Floor
- Level: Upper
- Area: 188.37 Square Feet
- Dimensions: 11.7 x 16.1
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 128.52 Square Feet
- Dimensions: 10.8 x 11.9
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 120.99 Square Feet
- Dimensions: 10.9 x 11.1
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 138.06 Square Feet
- Dimensions: 11.7 x 11.8
Bathroom
- Level: Main
- Area: 87.75 Square Feet
- Dimensions: 11.7 x 7.5
Bathroom
- Level: Upper
- Area: 57.27 Square Feet
- Dimensions: 6.9 x 8.3
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 126.44 Square Feet
- Dimensions: 10.9 x 11.6
Family room
- Features: French Doors, Hardwood Floor
- Level: Main
- Area: 131.89 Square Feet
- Dimensions: 10.9 x 12.1
Kitchen
- Features: Hardwood Floor
- Level: Main
- Area: 124.2 Square Feet
- Dimensions: 10.8 x 11.5
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 228.15 Square Feet
- Dimensions: 11.7 x 19.5
Other
- Level: Main
- Area: 132.86 Square Feet
- Dimensions: 14.6 x 9.1
Rec play room
- Features: Fireplace
- Level: Lower
- Area: 497.48 Square Feet
- Dimensions: 22.5 x 22.11
Heating
- Hot Water, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- Basement: Full,Partially Finished
- Attic: Access Via Hatch
- Number of fireplaces: 3
Interior area
- Total structure area: 1,906
- Total interior livable area: 1,906 sqft
- Finished area above ground: 1,906
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Exterior features: Garden
Lot
- Size: 2 Acres
- Features: Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 941547
- Zoning: R-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1971
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Community
- Community features: Golf, Lake, Library, Park, Shopping/Mall, Stables/Riding
Location
- Region: Chester
Price history
| Date | Event | Price |
|---|---|---|
| 6/5/2026 | Sold | $495,000+2.1%$260/sqft |
Source:  Smart MLS #24173958 Report a problem | ||
| 5/19/2026 | Pending sale | $485,000$254/sqft |
Source: Smart MLS #24173958 Report a problem | ||
| 5/13/2026 | Listed for sale | $485,000$254/sqft |
Source: Smart MLS #24173958 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,471 +10.8% | $275,870 |
| 2024 | $6,745 +15.5% | $275,870 +40.3% |
| 2023 | $5,838 +0.7% | $196,570 |
| 2022 | $5,799 | $196,570 |
| 2021 | $5,799 +3.1% | $196,570 |
| 2020 | $5,626 -0.6% | $196,570 |
| 2019 | $5,659 +5.1% | $196,570 -1% |
| 2018 | $5,384 +2.8% | $198,580 |
| 2017 | $5,235 +4.1% | $198,580 |
| 2015 | $5,028 +2% | $198,580 |
| 2014 | $4,929 +1.6% | $198,580 -10.2% |
| 2013 | $4,852 -2.3% | $221,030 |
| 2012 | $4,967 +1.6% | $221,030 |
| 2011 | $4,887 | $221,030 |
| 2010 | $4,887 +4.7% | $221,030 |
| 2009 | $4,666 +3.1% | $221,030 +16.6% |
| 2008 | $4,526 +3.2% | $189,600 |
| 2007 | $4,384 +3.4% | $189,600 |
| 2006 | $4,241 +1.1% | $189,600 |
| 2005 | $4,194 +1% | $189,600 |
| 2004 | $4,152 +11.9% | $189,600 +40.7% |
| 2003 | $3,711 +10.9% | $134,800 |
| 2001 | $3,347 -15.8% | $134,800 -34.4% |
| 1995 | $3,975 | $205,450 |
Find assessor info on the county website
Neighborhood: 06412
Nearby schools
GreatSchools rating
- 7/10Chester Elementary SchoolGrades: PK-6Distance: 3.1 mi
- 4/10John Winthrop Middle SchoolGrades: 7-8Distance: 3.6 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 3.8 mi
Schools provided by the listing agent
- Elementary: Chester
- Middle: Winthrop
- High: Valley
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Middlesex County
- Chester
- 06412
- 275 West Main Street
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