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836 Wolf Hill Road

Cheshire, Connecticut 06410

PENDING$579,000
Beds
4
Baths
2 | 1
SqFt
2,289
Acres
0.60
Year Built
1987
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,927

per 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.

Listed By

Roberta Havlick

(203) 435-5256

William Raveis Real Estate

(203) 272-0001

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.