735 Cook Hill Road
Cheshire, Connecticut 06410
Reduced from $729,900
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,748
- Acres
- 2.13
- Year Built
- 1997
- 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
NEW ROOF GOING ON JULY15TH AND 16TH. NEW RADON MITIGATION SYSTEM INSTALLED. This gorgeous home on Cook Hill Road sits set back from the road on a 2+ acer level lot. This open floor plan home is sure to please. Large kitchen featuring double ovens, cook top, plenty of counter space and multiple pantry's is a cook's dream. The kitchen is open to an ample casual dining area that overlooks the private level yard. Beyond the casual dining area are the inviting casual and formal living spaces featuring sliders and a fireplace. Finishing off the main level is a formal dining space, laundry area and half bath all from the kitchen. Upstairs, find 3 spacious bedrooms all with ample closet space. The primary suite is also on this level, featuring two walk-in closets, a full bath, sitting area, linen closet and an unfinished flex space waiting for your touches. Flex space would easily finish to a dream closet, dressing room, office or reading room are just a few ideas. This home also features a 3 car garage that was built with beams so there are no poles to contend with. The basement has tremendous height and can easily be finished to an additional living space. Very convenient location. Note: sale is contingent on sellers finding suitable housing.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1997
- Days on Market
- 97 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,748 sq ft
- Lot Size
- 2.13 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $12,270 / 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
$699,000
vs $642,000 median
8.9% above median
Price / Sq Ft
$254
vs $270 median
5.9% below median
Days on Market
97 days
vs 33 days median
64 days longer 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
735 Cook Hill Road, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,564
- Property Taxes$1,023
- Insurance$233
- 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
- 1997
- New Construction
- No/Resale
- Living Area
- 2,748 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Between kitchen and garage entrance.
- Appliances
- Electric CooktopWall OvenRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- Full
- In-Law Apartment
- No
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 2.13 acres
- Zoning
- R-80
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $12,270 / Annually
- Days on Market
- 97
- MLS #
- 24169111
- MLS Status
- Active
Similar Properties
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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 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 7:01 AM UTC.