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23 Sheep Pasture Road

Madison, Connecticut 06443

ACTIVE$2,360,000

Reduced from $2,595,000

Beds
4
Baths
5 | 1
SqFt
4,700
Acres
2.62
Year Built
2025
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplaceVirtual TourPrice ReducedNew Construction

About This Home

Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant interior anchored by an eat-in kitchen with a 5' x 7.5' quartz island, Sub-Zero refrigeration, a six-burner Wolf gas range, double wall ovens, farmhouse sink, and wet bar with wine chiller and refrigerator drawers. The living room offers coffered ceilings, a stone-surround gas fireplace, and sliding doors to a partially covered bluestone patio, creating seamless indoor-outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a soaking tub, oversized rain shower, dual vanities, and a walk-in closet. Three additional bedrooms each include en-suite baths, complemented by a bonus room with cathedral ceilings and full bath. Additional highlights include a private office, formal dining room, custom pantry and mudroom, set up for a generator, and a well-appointed laundry room.

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
2025
Days on Market
198 days
Beds
4
Baths
5 full · 1 half
Living Area
4,700 sq ft
Lot Size
2.62 acres
Garage / Parking
2 garage
Property Taxes
$3,021 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

58

29 active listings

Median $ / Sq Ft

$434

29 active listings

Sale-to-List Ratio

100.0%

222 sales

How this home compares

List Price

$2.36M

vs $1.30M median

81.7% above median

Price / Sq Ft

$502

vs $434 median

15.7% above median

Days on Market

198 days

vs 58 days median

140 days longer than median

Based on 29 active and 222 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 29, 2026.

Location

23 Sheep Pasture Road, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$13,072

per month

  • Principal & Interest$12,033
  • Property Taxes$252
  • Insurance$787
  • 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
Contemporary
Year Built
2025
New Construction
Completed/Never Occupied
Living Area
4,700 sq ft

Schools

Elementary
Per Board of Ed
High
Daniel Hand

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Gas RangeWall OvenMicrowaveRange HoodSubzeroDishwasherDisposalWasherDryerWine Chiller
Basement
FullUnfinishedGarage AccessFull With Walk-Out
In-Law Apartment
PossibleOver GarageSeparate Entry
Interior Features
Auto Garage Door OpenerCentral VacuumOpen Floor PlanSecurity System
Additional Rooms
Laundry RoomMud Room

Exterior & Lot

Lot Size
2.62 acres
Zoning
RV-1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Hardie Board
Roof
Shingle
Foundation
Concrete
Exterior Features
Underground SprinklerPatio
Lot Description
Lightly WoodedLevel Lot

Listing & Financials

Property Taxes
$3,021 / Annually
Days on Market
198
MLS #
24147939
MLS Status
Active

Similar Properties

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

Listed By

Steven Wollman

(860) 205-5999

Wollman Realty

(860) 829-0313

Co-Listed By

Jillian Wollman

Wollman Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.