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$499,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,774 Sq. Ft.
  • 2 Car Garage
  • Updated 20 hours ago
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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.

Full Property Details for 55 Wig Hill Rd

General

  • Price: $499,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24202647
  • Updated: 8/30/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 6
  • Rooms/Areas: Foyer, Laundry Room
  • Interior Features: Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: 6.2 x 12.8, Lower

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Ceiling Fan, Hardwood Floor, 14.2 x 12.1, Main
  • Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, 9.2 x 14.1, Main
  • Bedroom 2: Bedroom - Hardwood Floor, 9.8 x 11.7, Main

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Gas Log Fireplace, Hardwood Floor, 14.7 x 14.1, Main
  • Family Room: Family Room, 14.3 x 25.1, Lower
  • Kitchen: Kitchen, 6.8 x 6, Lower
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Balcony/Deck, Dining Area, Eating Space, Island, Til, 18.2 x 12.1, Main
  • Laundry: Lower Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Shed, Deck, Gutters, Stone Wall

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Under House Garage

Location

  • County: Middlesex
  • Neighborhood: Wig Hill
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Chester
  • Middle School: Winthrop
  • High School: Valley

Community

  • Community Name: Wig Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Raised Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Apartment, Partially Finished, Walk-out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,774
  • Above Ground: 1,174 Sq. Ft.
  • Below Ground: 600 Sq. Ft.
  • Year Built: 1983

Lot Features

  • Lot Size (Acres): 1.43
  • Zoning: R-2
  • Lot Description: Lightly Wooded, Level Lot

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $237,440
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 940812

Listed by Puorro Realty Group, Kelly Puorro and Puorro Realty Group, Brandon Puorro

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Listing agents

— 55 Wig Hill Rd —

  • Kelly Puorro

    Puorro Realty Group

  • Brandon Puorro

    Puorro Realty Group

Agent Contact: (860) 575-8666 Office Contact: (860) 558-9740

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 55 Wig Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/30/2026
Listed
$499,900
88.64%
MLS
6/28/2004
Sold
$265,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 55 Wig Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,430
11%
$237,440
—
2023
$5,805
15%
$237,440
40%
2023
$5,044
1%
$169,820
—
2022
$5,010
—
$169,820
—
2021
$5,010
3%
$169,820
—
2020
$4,860
-1%
$169,820
—
2019
$4,889
4%
$169,820
-2%
2018
$4,704
3%
$173,510
—
2017
$4,574
3%
$173,510
—
2016
$4,437
1%
$173,510
—
2015
$4,393
2%
$173,510
—
2014
$4,307
15%
$173,510
2%
2011
$3,733
—
$170,090
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 55 Wig Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Puorro Realty Group, Kelly Puorro and Puorro Realty Group, Brandon Puorro

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55 Wig Hill Road, Chester, CT 06412 (MLS# 24202647) is a Single Family property with 3 bedrooms and 2 full bathrooms. 55 Wig Hill Road is currently listed for $499,900 and was received on August 30, 2026. Want to learn more about 55 Wig Hill Road? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.

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