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791 Wallingford Road

Cheshire, Connecticut 06410

PENDING$749,900
Beds
3
Baths
2 | 2
SqFt
2,989
Acres
12.30
Year Built
1975
Matt Caiola

Matt Caiola

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Waterfront2-Car Garage2 Fireplaces

About This Home

Nestled on an exceptional 12.3-acre parcel, this one-of-a-kind property offers privacy,natural beauty,and spacious living. Set off the road,the home is surrounded by rolling lawns,mature trees,a picturesque pond,and endless opportunities to enjoy the outdoors. Step inside to find oversized windows throughout the main level,bringing in abundant natural light and showcasing the spectacular wooded views from nearly every room. The spacious eat-in kitchen features a center island and convenient access to a half bath & laundry. The formal dining room offers hardwood flooring and is perfect for entertaining. Relax in the comfortable family room with wall-to-wall carpeting and a fireplace, or gather in the impressive living room featuring soaring vaulted ceilings with exposed beams, hardwood flooring, and a stunning fireplace. A beautiful office with vaulted ceilings, exposed beams,and hardwood flooring provides the perfect work-from-home space. A second half bath with a distinctive curved wall adds architectural character to the front of the home. The second level features a spacious primary suite complete with wall-to-wall carpeting,a dressing area,walk-in closet,and an ensuite bath with double sinks,Jacuzzi tub,and separate shower. Two additional generously sized bedrooms,a full hall bath,and abundant closet space complete the upper level. Additional features include a two-car garage,central air,well & septic,and an extraordinary setting that is rarely available.

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1975
Days on Market
26 days
Beds
3
Baths
2 full · 2 half
Living Area
2,989 sq ft
Lot Size
12.30 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$13,624 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

33

24 active listings

Median $ / Sq Ft

$270

24 active listings

Sale-to-List Ratio

101.6%

238 sales

How this home compares

List Price

$749,900

vs $642,000 median

16.8% above median

Price / Sq Ft

$251

vs $270 median

7.0% below median

Days on Market

26 days

vs 33 days median

7 days fresher than median

Based on 24 active and 238 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of July 28, 2026.

Location

791 Wallingford Road, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,209

per month

  • Principal & Interest$3,824
  • Property Taxes$1,135
  • Insurance$250
  • 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
1975
New Construction
No/Resale
Living Area
2,989 sq ft

Schools

Elementary
Highland
High
Cheshire

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
Off of kitchen
Appliances
Electric CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasherDisposalWasherDryer
Basement
FullUnfinishedFull With Hatchway
Interior Features
Auto Garage Door OpenerCable - AvailableSecurity System
Additional Rooms
FoyerMud Room

Exterior & Lot

Lot Size
12.30 acres
Zoning
R-80
Garage / Parking
2 garage spaces6 total parking spacesAttached GarageOff Street ParkingDrivewayUnpavedPrivateUnpavedGravel
Waterfront
Direct waterfront
Waterfront Details
PondAccess
Water Source
Private Well
Sewer
Septic
Construction
ClapboardWood
Color
Juniper Blue
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
SidewalkGutters
Lot Description
SecludedTreedRolling

Listing & Financials

Property Taxes
$13,624 / Annually
Days on Market
26
MLS #
24188115
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Sally Bowman

(203) 687-8026

Berkshire Hathaway NE Prop.

(203) 272-2828

Co-Listed By

Katie Smith

Berkshire Hathaway NE Prop.

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.