880 Boston Post Road
Madison, Connecticut 06443
Reduced from $2,475,000
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,697
- Acres
- 0.65
- Year Built
- 1907
- 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
The historic c. 1904 Scranton Homestead, described as a Colonial Revival gem, has come to the market! This much admired 3700 sf in town landmark offers an estate feel on a large, beautifully landscaped lot providing both privacy and convenience, moments from the village center and East Wharf Beach. With four bedrooms, this residence borrows from classic forms, with window styles, columns and porches found only in the most important homes of the era. Hand-worked trim, coffered ceilings, and detailed fireplaces speak to the craftsmanship available at the turn of the last century. Assets include a fully private primary suite with fireplace and custom dressing room, a third floor multi use space ready for special guests or activities. A well balanced blend of preserved history and modern comfort, the centerpiece of the home is an expansive fully updated chef's kitchen open to a great room with a cathedral, beamed ceiling and a wall of oversized glass bringing in light and showcasing the gardens, stone walls and patio features.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1907
- Days on Market
- 83 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,697 sq ft
- Lot Size
- 0.65 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $25,963 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
29
47 under contract
Median List Price
$1.30M
29 active listings
Median Closed Price
$729,000
223 sales
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
$2.29M
vs $1.30M median
76.7% above median
Price / Sq Ft
$621
vs $434 median
43.1% above median
Days on Market
83 days
vs 57 days median
26 days longer 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
880 Boston Post Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$11,702
- Property Taxes$2,164
- Insurance$765
- 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
- 1907
- New Construction
- No/Resale
- Living Area
- 3,697 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot WaterRadiantZoned
- Heat Fuel
- ElectricNatural Gas
- Cooling
- Central Air
- Fireplaces
- 5
- Laundry
- Upper Level
- Laundry Location
- 2nd Level
- Appliances
- Gas RangeOven/RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- FullUnfinishedStorageInterior AccessConcrete Floor
- In-Law Apartment
- PossibleUpper Level
- Interior Features
- Auto Garage Door OpenerCable - Available
- Additional Rooms
- FoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 0.65 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spaces6 total parking spacesDetached GarageOff Street ParkingDrivewayPrivateAsphaltCrushed Stone
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ShingleWood
- Color
- Beige
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- Porch-Wrap AroundPorchGarden AreaStone WallPatio
- Lot Description
- Professionally Landscaped
Listing & Financials
- Property Taxes
- $25,963 / Annually
- Days on Market
- 83
- MLS #
- 24171988
- MLS Status
- Under Contract - Continue to Show
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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 8:02 AM UTC.