81 Strawberry Hill Road
Madison, Connecticut 06443
Reduced from $2,199,000
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 2,850
- Acres
- 2.07
- Year Built
- 2023
- 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
Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the area's most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At the heart of the home, the chef's kitchen impresses with a Sub-Zero refrigerator, Wolf appliances, custom cabinetry, and stunning quartzite countertops. The space flows effortlessly into the expansive great room, where a dramatic floor-to-ceiling fireplace creates a striking focal point for gathering and entertaining. The main-level primary suite serves as a private retreat, featuring its own stone fireplace, spacious walk-in closet, and luxurious ensuite bath. The walkout lower level adds exceptional flexibility with two additional bedrooms, a shared full bath, two generous flex spaces ideal for a home office, gym, media room, or recreation area, plus an additional half bath. Designed with both efficiency and longevity in mind, the home is equipped with an energy-efficient geothermal heating and cooling system, providing year-round comfort while helping reduce utility costs. A premium metal roof offers outstanding durability, low maintenance, and lasting protection for decades to come. Additional features include a two-car garage and exceptional privacy, all just minutes from Madison's charming village center, beautiful beaches, and convenient access to I-95.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 2023
- Days on Market
- 211 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 2,850 sq ft
- Lot Size
- 2.07 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $11,369 / 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
$1.98M
vs $1.20M median
64.6% above median
Price / Sq Ft
$693
vs $388 median
78.6% above median
Days on Market
211 days
vs 55 days median
156 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
81 Strawberry Hill Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$10,459
- Property Taxes$947
- 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
- Contemporary
- Year Built
- 2023
- New Construction
- No/Resale
- Living Area
- 2,850 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- Hot Air
- Heat Fuel
- Geothermal
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Gas RangeOven/RangeRange HoodSubzeroDishwasherWine Chiller
- Basement
- FullHeatedPartially FinishedFull With Walk-Out
Exterior & Lot
- Lot Size
- 2.07 acres
- Zoning
- RU-1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Access
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Roof
- Metal
- Foundation
- Concrete
- Exterior Features
- DeckCovered DeckStone Wall
- Lot Description
- Interior LotLevel LotCleared
Listing & Financials
- Property Taxes
- $11,369 / Annually
- Days on Market
- 211
- MLS #
- 24155109
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
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 10:45 PM UTC.