55 Wig Hill Road

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Active
$499,900
3 beds1,774 sqft$282/sqft
55 Wig Hill Rd, Chester, CT 06412
Est: $3,077/moGet pre-approved
Single FamilyProperty Type
1.43 acresLot Size
1983Year Built
$282/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.
2 days on Market
  • Listed by: Kelly Puorro 860.575.8666 kelly@puorrorealtygroup.com • Puorro Realty Group
  • Listed by: Brandon Puorro 860.558.9740 brandon@puorrorealtygroup.com • Puorro Realty Group
Last updated: 08/30/2026 04:01 AM • Source: SMARTMLS, MLS#: 24202647

Location

Listing Courtesy of Puorro Realty Group, Kelly Puorro; Puorro Realty Group, Brandon Puorro
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$3,077 per month

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Principal and Interest

$2,541

Property Taxes

$536

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Property Information for 55 Wig Hill Road

Property Details
  • Taxes: $6,430 / year
  • MLS Type: Residential
  • County: Middlesex County
  • Basement Description: Full, Apartment, Partially Finished, Walk-out
  • Direct Waterfront: No
  • Garages Number: 2
  • Neighborhood: Wig Hill
  • Style: Raised Ranch
  • Garage Parking Info: Under House Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1983
  • Lot Size: 1.43 AC / 62,290 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Chester
  • High School: Valley
  • Latitude: 41.405991
  • Longitude: -72.474252
  • Middle Jr High School: Winthrop
  • Neighborhood Amenities: Lake, Library, Park, Shopping/Mall, Stables/Riding
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,430
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Deck, Gutters, Stone Wall
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available
  • Laundry Room Info: Lower Level
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Gas Log Fireplace,Hardwood Floor
  • Room Length: 14.7
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.1
Room 2
  • Room Entry Order: 2
  • Room Features: Remodeled,Balcony/Deck,Dining Area,Eating Space,Island,Tile Floor
  • Room Length: 18.2
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 12.1
Room 3
  • Room Entry Order: 3
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 14.2
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 12.1
Room 4
  • Room Entry Order: 4
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 9.2
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 14.1
Room 5
  • Listing Key: 5A0FBFD3194DE8A5E0631A01100ACC10
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 9.8
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 11.7
Room 6
  • Room Entry Order: 6
  • Room Features: Remodeled
  • Room Length: 8.6
  • Room Level: Main
  • Room Type: Full Bath
  • Room Width: 12.1
Room 7
  • Room Entry Order: 7
  • Room Length: 14.3
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 25.1
Room 8
  • Room Entry Order: 8
  • Room Length: 6.8
  • Room Level: Lower
  • Room Type: Kitchen
  • Room Width: 6.0
Room 9
  • Listing Key: 5A0FBFD3194DE8A5E0631A01100ACC10
  • Room Entry Order: 9
  • Room Length: 6.2
  • Room Level: Lower
  • Room Type: Full Bath
  • Room Width: 12.8
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1983
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level, Separate Entry
  • In Law Apartment: Yes
  • Sq Ft Est Heated Below Grade: 600
  • Living Area SQFT Per Public Records: 1174
Lot Information
  • Lot Description: Lightly Wooded, Level Lot
  • Parcel Number: 940812
  • Sq Ft Est Heated Above Grade: 1174.0
  • Sq Ft Total: 1774.0
  • Zoning: R-2
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 55 Wig Hill Road

DateEvent & SourcePriceAppreciation
Jun 28, 2004

Closed (Public Record)

Public Record #139028634

$265,000

+10.0% / yr

Jul 26, 1999

Closed (Public Record)

Public Record #91990670

$165,500—
DateEvent & SourcePrice
06/28/2004

Closed (Public Record)

Public Record #139028634

$265,000

+10.0% / yr

07/26/1999

Closed (Public Record)

Public Record #91990670

$165,500

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 55 Wig Hill Road

Taxable ValueLand$57,680Additions$179,760Total$237,440
Tax Record2025$6,430 ($536 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,174 SqFtAbove Grade Finished SqFt1,174 SqFtUnfinished Basement SqFt498 SqFtStories1Lot Size62,291 SqFtStyleSingle Family ResidenceYear Built1983Year Renovated2002ZoningR-2CountyLOWER CONNECTICUT RIVERAPNCSTR M:8 B:146

Schools near 55 Wig Hill Road

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Chester Elementary School
Public - PK to 6
John Winthrop Middle School
Public - 7 to 8
Valley Regional High School
Public - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 55 Wig Hill Road, Chester, CT 06412

55 Wig Hill Road is a single family home for sale in Chester, CT 06412. This property was listed for sale on August 30, 2026 by Puorro Realty Group, it's currently listed at $499,900. It has been on the market for a total of 2 days and was last sold on June 28, 2004. This listing's school districts are Regional School District 04, Chester School District. Nearby schools include Chester Elementary School, John Winthrop Middle School and Valley Regional High School. 55 Wig Hill Road is a 3-bed, 2-bath, 1,774 sqft single family home built in 1983.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Puorro Realty Group, Kelly Puorro; Puorro Realty Group, Brandon Puorro

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.