23 Sheep Pasture Road
Madison, Connecticut 06443
Reduced from $2,595,000
- Beds
- 4
- Baths
- 5 | 1
- SqFt
- 4,700
- Acres
- 2.62
- Year Built
- 2025
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
- 250 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
Active Listings
35
28 under contract
Median List Price
$1.20M
35 active listings
Median Closed Price
$775,000
225 sales
Median Days on Market
55
35 active listings
Median $ / Sq Ft
$388
35 active listings
Sale-to-List Ratio
100.0%
225 sales
How this home compares
List Price
$2.21M
vs $1.20M median
84.6% above median
Price / Sq Ft
$471
vs $388 median
21.4% above median
Days on Market
250 days
vs 55 days median
195 days longer than median
Based on 35 active and 225 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of September 19, 2026.
Location
23 Sheep Pasture Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$11,730
- Property Taxes$252
- Insurance$738
- 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
- 250
- MLS #
- 24147939
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Steven Wollman
Wollman Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/19/2026. 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 9/19/2026 at 10:00 PM UTC.