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MLS 24202647 Sale Pending Updated September 29, 2026
55 Wig Hill Road

Chester, Connecticut 06412

$499,900
On market 29 days
55 Wig Hill Road
1 / 38

About This Property

Set in the charming town of Chester, this three-bedroom, two-bath home offers a versatile layout with thoughtfully updated spaces throughout. The main level features an updated kitchen, wood floors, and an inviting living room anchored by a striking raised gas fireplace that serves as a beautiful focal point. Recent improvements include a new roof and new central air conditioning condenser, adding to the home's appeal. Step outside to a multilevel deck overlooking the private backyard, creating a wonderful extension of the living space. The lower level adds exceptional flexibility with an ADU featuring its own private entrance, along with a separate laundry room and access to the two-car garage. Whether used for additional living space, guests, a home office, or other needs, the layout offers plenty of possibilities. Just a short distance from Chester Village, known for its acclaimed restaurants, independent shops, galleries, and distinctive small-town atmosphere. A unique opportunity to enjoy flexible living, outdoor space, and all that Chester has to offer.

Property Details

Interior

Heat
Hot Air — Propane
Cooling
Central Air
Fireplaces
1
Basement
Full,Apartment,Partially Finished,Walk-out
In-Law Apartment
Yes
Interior Features
Cable - Available

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Exterior Features
Shed Deck Gutters Stone Wall
Lot Description
Lightly Wooded Level Lot
Garage & Parking
Under House Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic
Energy Features
Thermopane Windows

Community & Schools

Elementary
Chester
Middle
Winthrop
High
Valley
Neighborhood
Wig Hill
Nearby Amenities
Lake Library Park Shopping/Mall Stables/Riding

Appliances

Included
Oven/Range Refrigerator Dishwasher Washer Dryer

55 Wig Hill Road

Chester , Connecticut 06412

$499,900

On market 29 days

Beds
3
Baths
2
SqFt
1,774
Type
Single Family
County Middlesex
Garage 2
Rooms -
Lot Size 1.43 Acres
Property Tax $6,596
Assessed Value $237,440
Year Built 1983
Style Raised Ranch
Zoning R-2

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: PUOR01.

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