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24 Indigo Trail

Madison, Connecticut 06443

PENDING$2,650,000
Beds
4
Baths
4 | 1
SqFt
6,194
Acres
5.65
Year Built
2003
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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4-Car Garage2 Fireplaces

About This Home

Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the home is thoughtfully designed for both elegant living and everyday comfort, featuring expansive, light-filled spaces and exquisite millwork throughout. The custom chef's kitchen is a true centerpiece, appointed with premium appliances, striking imported granite countertops, and impeccable detailing. A grand entryway welcomes you with a sweeping staircase and a beautifully crafted coffered ceiling, setting the tone for the quality and sophistication found in every room. Layout designed for first floor primary suite. This is a home for those who appreciate enduring design, superior construction, and a setting that feels worlds away-yet remains close to everything Madison has to offer.

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Georgian Colonial
Year Built
2003
Days on Market
129 days
Beds
4
Baths
4 full · 1 half
Living Area
6,194 sq ft
Lot Size
5.65 acres
Garage / Parking
4 garage · 8 total
Property Taxes
$24,554 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

50

26 active listings

Median $ / Sq Ft

$438

26 active listings

Sale-to-List Ratio

100.0%

223 sales

How this home compares

List Price

$2.65M

vs $1.15M median

2.3× the median

Price / Sq Ft

$428

vs $438 median

In line with median

Days on Market

129 days

vs 50 days median

79 days longer than median

Based on 26 active and 223 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 15, 2026.

Location

24 Indigo Trail, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$16,567

per month

  • Principal & Interest$13,638
  • Property Taxes$2,046
  • Insurance$883
  • 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
Georgian Colonial
Year Built
2003
New Construction
No/Resale
Living Area
6,194 sq ft

Schools

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

Interior

Heating
Hot Air
Heat Fuel
OilPropane
Cooling
Central Air
Fireplaces
2
Laundry
Upper Level
Appliances
Gas CooktopOven/RangeMicrowaveRange HoodSubzeroDishwasherDisposalWasherDryer
Basement
FullUnfinishedInterior AccessConcrete Floor
In-Law Apartment
PossibleFirst FloorSeparate Entry
Interior Features
Audio SystemAuto Garage Door OpenerCentral VacuumSecurity System
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
5.65 acres
Zoning
RU-1
Garage / Parking
4 garage spaces8 total parking spacesAttached GarageOff Street ParkingDrivewayPrivateCircularGravel
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Brick
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Garden AreaCovered Deck
Lot Description
SecludedLightly Wooded

Listing & Financials

Property Taxes
$24,554 / Annually
Days on Market
129
MLS #
24159028
MLS Status
Under Contract - Continue to Show

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 8/15/2026. 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 8/15/2026 at 12:41 AM UTC.