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135 Wallingford Road

Cheshire, Connecticut 06410

COMING SOON - NEW$315,000
Beds
3
Baths
1
SqFt
1,400
Acres
0.44
Year Built
1920
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Opportunity meets location in Cheshire! Situated on just under a half acre corner lot with its very own brook running through the property, this 1920 Colonial offers charm, character, and the opportunity to make it your own. With approximately 1,400 square feet, 3 bedrooms, and 1 full bathroom, this home is ready for its next chapter. Bring your imagination and explore the possibilities! Update the kitchen with new cabinetry, countertops, and appliances, refresh the flooring, introduce modern lighting, or simply start with fresh paint and cosmetic improvements. Whether you envision preserving its vintage charm or creating a more contemporary feel, there's plenty of potential to personalize this home over time. The traditional layout provides a starting point for your ideas, while the unfinished basement offers additional storage and utility space. Outside, the corner lot offers opportunities for gardening, landscaping, and outdoor enjoyment, with the brook adding a distinctive natural feature. Conveniently located near Cheshire Academy, shopping, restaurants, and everyday amenities. If you've been looking for a property where you can build equity through thoughtful improvements rather than paying for someone else's renovations, this could be the opportunity you've been waiting for! Bring your vision and make this Cheshire Colonial your own. Sale is subject to probate approval.

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1920
Days on Market
0 days
Beds
3
Baths
1 full
Living Area
1,400 sq ft
Lot Size
0.44 acres
Property Taxes
$6,513 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

33

23 active listings

Median $ / Sq Ft

$297

23 active listings

Sale-to-List Ratio

103.0%

243 sales

How this home compares

List Price

$315,000

vs $675,000 median

53.3% below median

Price / Sq Ft

$225

vs $297 median

24.2% below median

Days on Market

0 days

vs 33 days median

33 days fresher than median

Based on 23 active and 243 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of October 29, 2026.

Location

135 Wallingford Road, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,379

per month

  • Principal & Interest$1,731
  • Property Taxes$543
  • Insurance$105
  • 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
Colonial
Year Built
1920
New Construction
No/Resale
Living Area
1,400 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardHot Water
Heat Fuel
Oil
Cooling
None
Appliances
None
Basement
FullUnfinished

Exterior & Lot

Lot Size
0.44 acres
Zoning
R-20
Waterfront
Direct waterfront
Waterfront Details
BrookWalk to WaterAccess
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
Yes
Construction
WoodOther
Color
White
Roof
Shingle
Foundation
Concrete
Exterior Features
ShedPorch
Lot Description
Corner LotTreed

Listing & Financials

Property Taxes
$6,513 / Annually
Days on Market
0
MLS #
24216381
MLS Status
Coming Soon

Similar Properties

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Listed By

Devon Taylor Assael

(203) 499-7168

Dave Jones Realty, LLC

(203) 758-0264

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/29/2026. 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 10/29/2026 at 1:05 AM UTC.