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55 Wig Hill Road, Chester, CT 06412

Single Family For Sale

$499,900
$282/sqft
55 Wig Hill Road, Chester, CT
Active
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3
Bedrooms
2
Bathrooms
1,774
Sq Ft
1.43
Acres
1983
Year Built

About This Home

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.

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

Listing Snapshot

Price $499,900 Days on Our Site 17 days
Property Tax $6,430/yr Style Raised Ranch
Year Built 1983 Total Sq Ft 1,774
Lot Size 1.43 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 6 Half Baths 0

Key Features

Interior
  • Cable - Available
Appliances
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Shed
  • Deck
  • Gutters
  • Stone Wall
Nearby
  • Lake
  • Library
  • Park
  • Shopping/Mall
  • Stables/Riding

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Under House Garage
Below Grade 600 sq ft

Systems & Utilities

Heat Hot Air
Fuel Propane
Cooling Central Air
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 $536/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Aug 30, 2026 Listed $499,900

Frequently Asked Questions

How much does 55 Wig Hill Road in Chester, CT cost?
This property is listed at $499,900, which works out to $282 per square foot.
How many bedrooms does 55 Wig Hill Road have?
This home has 3 bedrooms and 2 bathrooms.
What is the square footage of 55 Wig Hill Road?
The home is 1,774 square feet, situated on 1.43 acres.
When was 55 Wig Hill Road in Chester built?
This property was built in 1983.
Is 55 Wig Hill Road, 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 55 Wig Hill Road, 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 55 Wig Hill Road, 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# 24202647 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 9, 2026 11:59 PM UTC