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420 Summer Hill Road

Madison, Connecticut 06443

ACTIVE$1,350,000
Beds
4
Baths
2 | 1
SqFt
4,022
Acres
1.92
Year Built
1999
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage2 Fireplaces

About This Home

Set on nearly two private acres in a quiet, peaceful setting, this beautifully maintained home offers more than 4,000 square feet of spacious, light-filled living. Built in 1999 and presented in excellent condition, the home features an inviting open floor plan, generously sized rooms, four large bedrooms, and two fireplaces that add warmth and character. Abundant natural light highlights the home's beautiful architectural details and creates a bright, welcoming atmosphere throughout. The expansive living spaces offer wonderful flexibility for both everyday living and entertaining, while a peaceful deck provides the perfect place to relax and enjoy the privacy and natural surroundings. A full walk-out basement offers exceptional potential for additional finished living space-ideal for a home gym, recreation room, playroom, office, or media room. Completing the property is a spacious three-car garage. Offering impressive scale, privacy, natural light, and a serene setting, this exceptional home combines comfort and versatility with timeless appeal.

Key Facts

City/Town
Madison
Neighborhood
North Madison
Property / Style
Single Family · Colonial
Year Built
1999
Days on Market
15 days
Beds
4
Baths
2 full · 1 half
Living Area
4,022 sq ft
Lot Size
1.92 acres
Garage / Parking
3 garage · 8 total
Property Taxes
$13,833 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

50

33 active listings

Median $ / Sq Ft

$438

33 active listings

Sale-to-List Ratio

100.0%

227 sales

How this home compares

List Price

$1.35M

vs $1.20M median

12.5% above median

Price / Sq Ft

$336

vs $438 median

23.3% below median

Days on Market

15 days

vs 50 days median

35 days fresher than median

Based on 33 active and 227 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of September 12, 2026.

Location

420 Summer Hill Road, Madison, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,615

per month

  • Principal & Interest$7,012
  • Property Taxes$1,153
  • Insurance$450
  • HOA$0

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

Location

City/Town
Madison
Neighborhood
North Madison
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1999
New Construction
No/Resale
Living Area
4,022 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Upper Level
Laundry Location
Upper level 10' x 8' with sink
Appliances
Electric RangeWall OvenRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedFull With Hatchway
In-Law Apartment
No
Interior Features
Cable - AvailableCentral VacuumOpen Floor PlanSecurity System
Additional Rooms
Laundry Room

Exterior & Lot

Lot Size
1.92 acres
Zoning
RU-1
Garage / Parking
3 garage spaces8 total parking spacesAttached GarageOff Street ParkingDrivewayPrivate
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
Biege
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesDeckUnderground Sprinkler
Lot Description
TreedSloping Lot

Listing & Financials

Property Taxes
$13,833 / Annually
Days on Market
15
MLS #
24200477
MLS Status
Active

Similar Properties

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

Listed By

Mark McElrath

(860) 951-4918

William Pitt Sotheby's Int'l

(203) 453-2533

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/12/2026. 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 9/12/2026 at 3:15 AM UTC.