$499,900

55 Wig Hill Rd Chester, CT 06412

Chester Area

Estimated payment $3,281/month

Total Views 1,030
3 Beds
2 Baths
1,774 Sq Ft
$282 Price per Sq Ft

Highlights

  • Hot Property
  • Deck
  • Attic
  • Valley Regional High School Rated A-
  • Raised Ranch Architecture
  • 1 Fireplace

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.

Listing Agent

Kelly Puorro

Puorro Realty Group Brokerage Phone: (860) 575-8666 License #REB.0792891 Listed on: 08/30/2026

Co-Listing Agent

Brandon Puorro

Puorro Realty Group Brokerage Phone: (860) 575-8666 License #REB.0794480

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,430

Year Built

  • Built in 1983

Lot Details

  • 1.43 Acre Lot
  • Stone Wall
  • Property is zoned R-2

Home Design

  • Raised Ranch Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • 1 Fireplace
  • Thermal Windows
  • Entrance Foyer
  • Attic or Crawl Hatchway Insulated

Kitchen

  • Oven or Range
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 2 Full Bathrooms

Laundry

  • Laundry Room
  • Laundry on lower level
  • Dryer
  • Washer

Partially Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Apartment Living Space in Basement

Parking

  • 2 Car Garage
  • Parking Deck

Outdoor Features

  • Deck
  • Shed
  • Rain Gutters

Location

  • Property is near shops

Schools

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

Utilities

  • Central Air
  • Heating System Uses Propane
  • Well
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 940812

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,430

Year Built

Built in 1983

Lot Details

1.43 Acres

Listing Details

  • Neighborhood: Wig Hill
  • Property Type: Single Family For Sale
  • Style: Raised Ranch
  • Sq Ft Est Heated Above Grade: 1174
  • Sq Ft Est Heated Below Grade: 600
  • Total Sq Ft: 1774
  • Year Built: 1983
  • New Construction: No/Resale
  • Nearby Amenities: Lake, Library, Park, Shopping/Mall, Stables/Riding
  • In Law Access: LOWER,ENTRY
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: GPS Friendly
  • In Law Apartment: Yes
  • Street Type: Road
  • Office Attribution Contact: (860) 558-9740
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Fireplaces: 1
  • Attic Description: Access Via Hatch
  • Basement Description: Full, Apartment, Partially Finished, Walk-out
  • Interior Amenities: Cable - Available
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Additional Rooms: Foyer, Laundry Room
  • Laundry Room Info: Lower Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Shed, Deck, Gutters, Stone Wall
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Under House Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Propane
  • Fuel Tank Location: Above Ground
  • Hot Water Description: Domestic
  • Water Source: Private Well
  • Sewer: Septic

Green Features

  • Energy Features: Thermopane Windows

Lot Info

  • Acres: 1.43
  • Lot Description: Lightly Wooded Level Lot
  • Zoning: R-2
  • Parcel #: 940812

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 6430

MLS Schools

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

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,430 $237,440 $57,680 $179,760
2024 $5,805 $237,440 $57,680 $179,760
2023 $5,044 $169,820 $57,710 $112,110
2022 $5,010 $169,820 $57,710 $112,110
2021 $5,010 $169,820 $57,710 $112,110
2020 $4,860 $169,820 $57,710 $112,110
2019 $4,889 $169,820 $57,710 $112,110
2018 $4,704 $173,510 $61,110 $112,400
2017 $4,574 $173,510 $61,110 $112,400
2016 $3,498 $173,510 $61,110 $112,400
2015 $4,393 $173,510 $61,110 $112,400
2014 $4,307 $173,510 $61,110 $112,400
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/30/2026 08/30/26 For Sale $499,900 -- $282 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $265,000 --
Warranty Deed $165,500 --
Source: Public Records

About the Listing Agent

Kelly Puorro

Puorro Realty Group

(860) 787-0895

Section Image

Kelly Puorro is a licensed Real Estate Broker in both Connecticut and Florida and a 20+ year veteran of the real estate industry.

Originally licensed in 2004 and earning her Connecticut Broker’s license in 2008, Kelly has built a reputation for strategic negotiation, market expertise, and unwavering client advocacy. She later earned her Florida Broker’s license, expanding her professional reach across state lines. Born and raised in Connecticut, she represents buyers, sellers, and

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Source: SmartMLS

MLS Number: 24202647

SmartMLS

APN: CHES-000008-000000-000146

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