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441 Opening Hill Road

Madison, Connecticut 06443

ACTIVE$1,975,000
Beds
4
Baths
2
SqFt
3,882
Acres
15.36
Year Built
1963
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Waterfront1-Car Garage2 Fireplaces

About This Home

Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below the home. Just updated with New Doors and Windows and 2 full baths. A traditional paneled downstairs family room with wood burning fireplace offers direct access to the basement and under house double length garage.

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1963
Days on Market
109 days
Beds
4
Baths
2 full
Living Area
3,882 sq ft
Lot Size
15.36 acres
Garage / Parking
1 garage · 4 total
Property Taxes
$8,694 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

57

29 active listings

Median $ / Sq Ft

$434

29 active listings

Sale-to-List Ratio

100.0%

223 sales

How this home compares

List Price

$1.98M

vs $1.30M median

52.0% above median

Price / Sq Ft

$509

vs $434 median

17.3% above median

Days on Market

109 days

vs 57 days median

52 days longer than median

Based on 29 active and 223 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 28, 2026.

Location

441 Opening Hill Road, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,453

per month

  • Principal & Interest$10,070
  • Property Taxes$725
  • Insurance$658
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Madison
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1963
New Construction
No/Resale
Living Area
3,882 sq ft
Below Grade
1,426 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Daniel Hand

Interior

Heating
Hot WaterWall UnitZoned
Heat Fuel
Gas In Street
Cooling
Split SystemWall Unit
Fireplaces
2
Laundry
Main Level
Laundry Location
1 ST FLOOR NEAR KICHEN
Appliances
Electric CooktopElectric RangeOven/RangeMicrowaveRefrigeratorIcemaker
Basement
FullHeatedPartially FinishedFull With Walk-Out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan

Exterior & Lot

Lot Size
15.36 acres
Zoning
RU-1
Garage / Parking
1 garage space4 total parking spacesUnder House GarageOn Street ParkingDrivewayUnpavedPrivateUnpavedCrushed Stone
Waterfront
Direct waterfront
Waterfront Details
PondWalk to WaterView
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
white
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGuttersGarden AreaStone WallPatio
Lot Description
SecludedLightly WoodedDryClearedProfessionally LandscapedRolling

Listing & Financials

Property Taxes
$8,694 / Annually
Days on Market
109
MLS #
24163897
MLS Status
Active
Financing
FHA,VA,CHFA,USDA

Similar Properties

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

Listed By

Steve Adkins

(203) 214-7682

Berkshire Hathaway NE Prop.

(203) 245-3100

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 7:45 AM UTC.