791 Wallingford Road
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 2 | 2
- SqFt
- 2,989
- Acres
- 12.30
- Year Built
- 1975
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
24
54 under contract
Median List Price
$642,000
24 active listings
Median Closed Price
$553,750
238 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.