NOMADEReal Estate

$485,000

Under Contract

275 Main Street

Chester, Connecticut, 06412 · Middlesex County

4

Beds

2

Baths

1,906

Sq Ft

1971

Built

MLS # 24173958

Price / Sq Ft

$254

Property Type

Single Family For Sale

Lot Size

2

Class

Property

About This Property

***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.

Property Details

275 Main Street, Chester Connecticut 06412 — Single Family For Sale listed at $485,000.

At a Glance

4

Bedrooms

2

Bathrooms

1,906

Sq Ft

2

Lot Size

--

Garage

1971

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodMiddlesex
Address275 Main Street
MLS Number24173958
Year Built1971
Square Footage1,906
Lot Size2
Bedrooms4
Bathrooms2
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedOven/Range,Refrigerator,Dishwasher,Washer,Dryer
Lockbox LocationFront Door
Parcel Number941547
Rooms AdditionalLaundry Room
ZoningR-2

Financial

Assessed Value275870
Mil Rate Total27.08
Property Tax7471
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionAccess Via Hatch
Attic YN1
Basement DescriptionFull,Partially Finished
Cooling SystemWindow Unit
Exterior FeaturesShed,Garden Area
Exterior SidingWood
Fireplaces Total3
Foundation TypeConcrete
Fuel Tank LocationIn Basement
Garage ParkingAttached Garage
Garages Number2
Heat Fuel TypeOil
Heat TypeHot Water
Hot Water DescriptionDomestic
Laundry Room InfoLower Level
Roof InformationAsphalt Shingle

All Photos (40)

Affordability Calculator

$485,000

Down Payment$97,000
Loan Amount$388,000
Principal & Interest$2,452/mo
Property Tax$485/mo
Insurance$100/mo
Est. Monthly$3,037/mo

Listing Agent

K

Kelly Puorro

Puorro Realty Group

Contact Kelly Puorro

Fill out the form below and we will respond promptly.

Quick Facts

StatusUnder Contract
TypeSingle Family For Sale
ClassProperty
MLS #24173958
Last Updated2026-05-19