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72 Strawberry Hill Road

Madison, Connecticut 06443

ACTIVE$1,100,000
Beds
3
Baths
2 | 2
SqFt
4,092
Acres
1.12
Year Built
1993
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

This exceptional ranch-style home is set on a beautifully landscaped lot just minutes from Madison's charming town center and sandy beaches. A semi-circular driveway, classic brick and clapboard exterior, stone walls, and mature plantings create a stunning first impression.Step into the sun-filled two-story foyer and discover elegant finishes throughout, including hardwood floors, crown molding, tray ceilings, custom millwork, wainscoting, and built-in cabinetry. The inviting Great Room is anchored by a propane fireplace with an inset heater, while the chef's kitchen features off-white cabinetry, soapstone countertops, a Viking 6-burner propane cooktop, Thermador refrigerator, Bosch dishwasher, wine cooler, undermount microwave drawer, plus a pantry. The heated sunporch with two new skylights opens to an expansive Trex deck with awning and fenced backyard-perfect for relaxing. The spacious primary suite offers walk-in closets, a spa-inspired bath with travertine counters, tiled shower, private deck access, and a convenient stackable washer and dryer in an adjacent closet. Two additional bedrooms, a private office (or potential fourth bedroom), a second laundry room, and a finished lower level (983 sq ft) with custom built-in cabinetry and bookshelves provide extra living space. A walk-up floored attic with a cedar closet offers added storage. 3 zone hydro-air heating and cooling, a whole-house generator, irrigation system, solar panels, a 3 car garage with epoxy floor too!

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1993
Days on Market
15 days
Beds
3
Baths
2 full · 2 half
Living Area
4,092 sq ft
Lot Size
1.12 acres
Garage / Parking
3 garage
Property Taxes
$13,588 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

57

29 active listings

Median $ / Sq Ft

$434

29 active listings

Sale-to-List Ratio

100.0%

223 sales

How this home compares

List Price

$1.10M

vs $1.30M median

15.3% below median

Price / Sq Ft

$269

vs $434 median

38.0% below median

Days on Market

15 days

vs 57 days median

42 days fresher than median

Based on 29 active and 223 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 28, 2026.

Location

72 Strawberry Hill Road, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,108

per month

  • Principal & Interest$5,609
  • Property Taxes$1,132
  • Insurance$367
  • 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
Colonial
Year Built
1993
New Construction
No/Resale
Living Area
4,092 sq ft
Below Grade
983 sq ft

Schools

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

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central AirZoned
Laundry
Main Level
Laundry Location
Laundry Rm & 2nd Laundry stackable units
Appliances
Gas CooktopOven/RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullHeatedStorageCooledInterior AccessPartially Finished
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
1.12 acres
Zoning
RU-1
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ClapboardBrick
Color
creme and brick
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesAwningsDeckGuttersLightingStone WallUnderground Sprinkler
Lot Description
Level Lot

Listing & Financials

Property Taxes
$13,588 / Annually
Days on Market
15
MLS #
24190527
MLS Status
Active

Similar Properties

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

Listed By

Sheila Tinn Murphy

(203) 915-7530

Berkshire Hathaway NE Prop.

(203) 245-3100

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:50 AM UTC.