1466 Durham Road
Madison, Connecticut 06443
- Beds
- 3
- Baths
- 1
- SqFt
- 1,023
- Acres
- 4.13
- Year Built
- 1972
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Privately tucked away on 4.13 acres, this well maintained log cabin sanctuary offers a rare blend of serene homestead living and investment potential in a premier shoreline community. An inviting covered porch welcomes you into a updated interior highlighted by a cathedral ceiling, wide-plank flooring, a cozy fireplace, and a remodeled kitchen equipped with quartz countertops, seamlessly servicing a convenient first-floor bedroom and full bath. The expansive 24x40 climate-controlled garage/ barn-complete with a lean-to and a pine-paneled second-floor bonus room-presents a highly adaptable footprint perfect for a car collector, craftsman, or private home office. Outside, the partially cleared acreage features a scenic pond and a working sugar shack, making it an ideal canvas for a functional farm or equestrian estate. The parcel is potentially subdividable, presenting unique investment upside subject to buyer due diligence. Moments from Madison's pristine beaches, dining, and boutique shopping, this exceptional property offers an unparalleled opportunity to create a private homestead, manage a hobby farm, or house an impressive personal collection in a coveted shoreline town.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1972
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,023 sq ft
- Lot Size
- 4.13 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $7,187 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
24
43 under contract
Median List Price
$1.25M
24 active listings
Median Closed Price
$735,000
225 sales
Median Days on Market
66
24 active listings
Median $ / Sq Ft
$489
24 active listings
Sale-to-List Ratio
100.0%
225 sales
How this home compares
List Price
$561,000
vs $1.25M median
55.1% below median
Price / Sq Ft
$548
vs $489 median
12.1% above median
Days on Market
0 days
vs 66 days median
66 days fresher than median
Based on 24 active and 225 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 20, 2026.
Location
1466 Durham Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$2,887
- Property Taxes$599
- Insurance$187
- 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
- Cape Cod
- Year Built
- 1972
- New Construction
- No/Resale
- Living Area
- 1,023 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- BaseboardHeat PumpHot Water
- Heat Fuel
- ElectricOil
- Cooling
- Wall Unit
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedInterior AccessConcrete FloorFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 4.13 acres
- Zoning
- RU-1
- Garage / Parking
- 4 garage spacesBarnDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Logs
- Color
- Brown
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedPorchBarnDeckGarden Area
- Lot Description
- Lightly WoodedTreedSloping LotCleared
Listing & Financials
- Property Taxes
- $7,187 / Annually
- Days on Market
- 0
- MLS #
- 24199849
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
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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 8/20/2026. 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 8/20/2026 at 3:25 PM UTC.