59 Wig Hill Rd

3,862 Sq. Ft.
$187 / Sq. Ft.
3,862
Sq. Ft.
$187
per Sq. Ft.

Description

The spacious main house and separate guest/rental house sit on 3.64 park like acres abutting Chester Land Trust property. The front to back living/dining room features two large picture windows overlooking the rear landscape and a vaulted ceiling with second floor balcony. The cook's kitchen features newer appliances, granite counters, tile floor and eating area with french doors to a deck with Pau Lope decking. There is also a comfortable sitting area and half bath. The other end of the first floor...The spacious main house and separate guest/rental house sit on 3.64 park like acres abutting Chester Land Trust property. The front to back living/dining room features two large picture windows overlooking the rear landscape and a vaulted ceiling with second floor balcony. The cook's kitchen features newer appliances, granite counters, tile floor and eating area with french doors to a deck with Pau Lope decking. There is also a comfortable sitting area and half bath. The other end of the first floor has the primary bedroom with a large dressing room and bath. A separate den/office overlooks another rear deck. To complete the first floor is a large family room or office. Upstairs are four more bedrooms and a hall bath. The separate guest house is 720 square feet and has a kitchen, full bath, living/dining room and comfortable bedroom. It is currently rented. The property is in a convenient area to Chester Village featuring restaurants and specialty shops, the elementary school and Route 9.
  1. Listed by Joe Kelly • William Pitt Sotheby's Int'l
    P: (860)-287-1222 C: (860)-287-1222 jkelly@wpsir.com

Property Details for 59 Wig Hill Road

Basement Description
Crawl Space, Unfinished
Direct Waterfront
No
Expected Active Date
04-15-2026
Garages Number
2
Neighborhood
Wig Hill
Style
Contemporary
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 04/11/2026 12:57 AM

Property Details for 59 Wig Hill Road

StatusComing Soon
MLS #24166010
Days on Market-
Taxes$11,400 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1977
Lot Size3.64 AC / 158,558 SF
CountyMiddlesex County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Joe Kelly
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Building Information for 59 Wig Hill Road

Stories-Year Built1977Building Size-Lot Size3.64 AC / 158,558 SF

Payment Calculator

$4,596 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,646

Property Taxes

$950

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 59 Wig Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: West Main Street to South Wig Hill Road then right on Wig Hill Road to 1st driveway on right. See Sign.
  • Elementary School: Chester
  • Flood Zone: No
  • High School: Valley
  • Latitude: 41.405522
  • Longitude: -72.47802
  • Neighborhood Amenities: Lake, Library, Public Rec Facilities
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $11,400
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, French Doors
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Attic Description: Storage Space, Walk-In
  • Cooling System: Central Air, Window Unit
  • Heat Type: Baseboard, Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Laundry Room Info: Main Level
  • Laundry Room Location: Off kitchen
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Vaulted Ceiling,Balcony/Deck
  • Room Length: 33.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.0
Room 2
  • Room Entry Order: 2
  • Room Features: Built-Ins,Granite Counters,Dining Area,French Doors,Half Bath
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Room 3
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 17.0
Room 4
  • Room Entry Order: 4
  • Room Features: Dressing Room,Full Bath
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 12.0
Room 5
  • Listing Key: 4F0D0D42990A7E9AE0631A01100AA247
  • Room Entry Order: 5
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 6
  • Room Entry Order: 6
  • Room Length: 12.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.5
Room 7
  • Room Entry Order: 7
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 8
  • Room Entry Order: 8
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 9
  • Listing Key: 4F0D0D42990A7E9AE0631A01100AA247
  • Room Entry Order: 9
  • Room Features: Skylight
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 11.0
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Exterior Siding: Shingle
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1977
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Possible
  • Sq Ft Description: Above grade.
  • Sq Ft Est Heated Below Grade: 0
Lot Information
  • Lot Description: Borders Open Space, Level Lot
  • Parcel Number: 999999999
  • Sq Ft Est Heated Above Grade: 3862.0
  • Sq Ft Total: 3862.0
  • Zoning: R-2
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Electric, Oil
  • Hot Water Description: Oil, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Schools near 59 Wig Hill Road

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
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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59 Wig Hill Road is a single family home Coming Soon in Chester, CT 06412. This property is currently priced at $724,000. 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. 59 Wig Hill Road is a 5-bed, 3-bath, 3,862 sqft single family home built in 1977.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 William Pitt Sotheby's Int'l, Joe Kelly

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.