125 Wallingford Road
Cheshire, Connecticut 06410
Reduced from $450,000
- Beds
- 3
- Baths
- 2
- SqFt
- 1,568
- Acres
- 0.23
- Year Built
- 1900
- Property Type
- Single Family

Matt Caiola
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About This Home
Welcome home to 125 Wallingford Road in Cheshire, CT! Loaded with curb appeal, this sweet home welcomes you with a wonderful wrap-around porch and fenced-in back yard. Built in 1900 and extensively renovated in 2009, this charming 3-bed, 2-bath home beautifully blends modern updates with the character of its era. Inside, natural light fills the main level, where red oak hardwood floors run throughout. The updated kitchen features white cabinetry, granite countertops, stainless steel appliances, including a new fridge, and a butcher-block-topped island with seating, perfect for casual meals or working from home. Two dining areas offer flexibility for everyday living and entertaining. A convenient entry by the back door keeps things organized, while an office off the kitchen provides a dedicated workspace. There is a main level, beautifully updated full bath with tub/shower combination. Upstairs are three comfortable bedrooms with hardwood floors and another updated full bath. Major improvements include a new septic tank in 2022, a new roof and a solar installation in 2023. A new washer and dryer are in the basement where you will find plenty of storage; more storage is in the shed in the backyard.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...Charm, updates and location make this home one not to miss!
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1900
- Days on Market
- 54 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
Active Listings
20
47 under contract
Median List Price
$725,000
20 active listings
Median Closed Price
$585,000
241 sales
Median Days on Market
33
20 active listings
Median $ / Sq Ft
$298
20 active listings
Sale-to-List Ratio
103.0%
241 sales
How this home compares
List Price
$425,000
vs $725,000 median
41.4% below median
Price / Sq Ft
$271
vs $298 median
9.1% below median
Days on Market
54 days
vs 33 days median
21 days longer than median
Based on 20 active and 241 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of November 3, 2026.
Location
125 Wallingford Road, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$2,317
- Property Taxes$642
- Insurance$142
- 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
- 54
- MLS #
- 24205907
- MLS Status
- Under Contract - Continue to Show
- Financing
- FHA,VA,CHFA,Renovation,USDA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/3/2026. 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 11/3/2026 at 11:01 PM UTC.