Skip to main content

125 Wallingford Road

Cheshire, Connecticut 06410

COMING SOON - NEW$450,000
Beds
3
Baths
2
SqFt
1,568
Acres
0.23
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt

About This Home

Welcome home to 125 Wallingford Road in Cheshire, CT! Loaded with curb appeal from the moment you arrive, this sweet 1900 home welcomes you with a wonderful wrap-around porch and fenced-in back yard. Extensively renovated in 2009, this charming 3-bedroom, 2-bath home beautifully blends modern updates with the character of its era. Inside, natural light fills the open main level, where wide red oak hardwood floors run throughout. The updated kitchen features white cabinetry, granite countertops, stainless steel appliances and a butcher-block-topped island with seating-perfect for casual meals, working from home or gathering with friends. Two dining areas offer flexibility for everyday living and entertaining. A convenient entry by the back door helps keep things organized, while an office off the kitchen provides a dedicated workspace. There is a main level, beautifully updated full bath with tiled shower. Upstairs are three comfortable bedrooms with hardwood floors and another updated full bath. Major improvements include a new septic tank in 2022 and a new roof and solar installation in 2023. Public water. Centrally located within walking distance of downtown coffee shops, the library, Town Hall and Cheshire Academy, plus a short drive to The Shops at Stone Bridge and convenient access to the Farmington Canal Heritage Trail. Beautifully updated, full of charm and close to so much-125 Wallingford Road is not to be missed!

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1900
Days on Market
0 days
Beds
3
Baths
2 full
Living Area
1,568 sq ft
Lot Size
0.23 acres
Property Taxes
$7,703 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

52

22 active listings

Median $ / Sq Ft

$277

22 active listings

Sale-to-List Ratio

101.9%

249 sales

How this home compares

List Price

$450,000

vs $599,450 median

24.9% below median

Price / Sq Ft

$287

vs $277 median

In line with median

Days on Market

0 days

vs 52 days median

52 days fresher than median

Based on 22 active and 249 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of September 10, 2026.

Location

125 Wallingford Road, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,129

per month

  • Principal & Interest$2,337
  • Property Taxes$642
  • Insurance$150
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Cheshire
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1900
New Construction
No/Resale
Living Area
1,568 sq ft

Schools

Elementary
Highland
Middle
Per Board of Ed
High
Cheshire

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Laundry
Lower Level
Laundry Location
Laundry is in basement
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageInterior AccessConcrete Floor
In-Law Apartment
No
Interior Features
Cable - Available

Exterior & Lot

Lot Size
0.23 acres
Zoning
R-20
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-Wrap AroundSidewalkPorchGuttersGarden AreaLightingPatio
Lot Description
Fence - PartialLevel Lot

Listing & Financials

Property Taxes
$7,703 / Annually
Days on Market
0
MLS #
24205907
MLS Status
Coming Soon
Financing
FHA,VA,CHFA,Renovation,USDA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Heather Dacey

(203) 314-1301

William Raveis Real Estate

(203) 453-0391

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/10/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/10/2026 at 5:20 PM UTC.