836 Wolf Hill Road
Cheshire, Connecticut 06410
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,289
- Acres
- 0.60
- Year Built
- 1987
- 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
Classic style and timeless charm are found in this 4 bedroom Colonial. Remodeled eat-in kitchen complete with granite countertops, tile backsplash and stainless appliance opens to the step-down family room with dramatic 18' vaulted ceiling and floor to ceiling brick, raised hearth fireplace. The two skylights offer loads of light. From the family room slider step outside to a beautifully crafted newer composite deck done in 2024, overlooking the backyard and private wooded landscape views. The dining room features a box bay window with views of back yard. Upstairs, Brazilian cherry flooring in hall leading to the 4 bedrooms. Primary bedroom offers wood floors,ceiling fan and a walk-in closet plus 2 additional his & hers closets. Three additional well-sized bedrooms with wood floors complete the second floor. Throughout the almost 30 years the sellers have diligently maintained their home. Most major upgrades have been done, including a brand-new roof, newer boiler and Roth oil tank. Walk out lower level could be finished for additional space.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1987
- Days on Market
- 29 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,289 sq ft
- Lot Size
- 0.60 acres
- Garage / Parking
- 2 garage · 5 total
- Property Taxes
- $9,381 / 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
$579,000
vs $642,000 median
9.8% below median
Price / Sq Ft
$253
vs $270 median
6.3% below median
Days on Market
29 days
vs 33 days median
4 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
836 Wolf Hill Road, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,952
- Property Taxes$782
- Insurance$193
- 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
- 1987
- New Construction
- No/Resale
- Living Area
- 2,289 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerCable - AvailableSecurity System
Exterior & Lot
- Lot Size
- 0.60 acres
- Zoning
- R-20
- Garage / Parking
- 2 garage spaces5 total parking spacesAttached GaragePavedDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Deck
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $9,381 / Annually
- Days on Market
- 29
- MLS #
- 24187037
- MLS Status
- Under Contract - Continue to Show
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Karen Brimberg
William Raveis Real Estate
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 6:10 AM UTC.