273 Horse Pond Road
Madison, Connecticut 06443
- Beds
- 5
- Baths
- 2
- SqFt
- 2,240
- Acres
- 1.33
- Year Built
- 1972
- 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
**Offered for the first time in over 54 years, this oversized ranch provides exceptional space, flexibility, and charm. Originally built in 1972 by a longtime Madison resident for his two daughters, this 2,240squarefoot home has been thoughtfully designed to accommodate a variety of living arrangements. Located in Madison's desirable southern section on a generous 1.33acre lot, the property offers convenient access to the downtown village, sandy town beaches, Hammonasset State Park's walking trails, and Madison's Town Campus. It's a rare opportunity to enjoy privacy while remaining close to everything Madison has to offer. This unique residence was constructed as a true duplex ranch, featuring two full kitchens, two living rooms, and two full baths-all connected and all on one level. A welcoming front foyer provides two separate entrances, complemented by two additional rear entrances. With three bedrooms on one side and two bedrooms on the other, the layout is ideal for an inlaw suite, multigenerational living, or simply enjoying the benefit of five total bedrooms and abundant square footage. Craftsmanship from a bygone era is evident throughout, with many rooms showcasing the original parquet hardwood floors. Both kitchens open directly to the expansive and private rear yard, offering wonderful outdoor enjoyment and potential for future expansion if desired. Don't miss this rare chance to own two homes in one-a truly special offering in Madison.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1972
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full
- Living Area
- 2,240 sq ft
- Lot Size
- 1.33 acres
- Garage / Parking
- 6 total
- Property Taxes
- $7,432 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
35
27 under contract
Median List Price
$1.03M
35 active listings
Median Closed Price
$775,000
229 sales
Median Days on Market
48
35 active listings
Median $ / Sq Ft
$388
35 active listings
Sale-to-List Ratio
100.0%
229 sales
How this home compares
List Price
$600,000
vs $1.03M median
41.6% below median
Price / Sq Ft
$268
vs $388 median
30.9% below median
Days on Market
0 days
vs 48 days median
48 days fresher than median
Based on 35 active and 229 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of September 28, 2026.
Location
273 Horse Pond Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$3,203
- Property Taxes$619
- Insurance$200
- 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
- Ranch
- Year Built
- 1972
- New Construction
- No/Resale
- Living Area
- 2,240 sq ft
Schools
- Elementary
- Neck River
- High
- Daniel Hand
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- Main Level
- Laundry Location
- Left Hand Kitchen
- Appliances
- Electric RangeGas RangeRefrigeratorWasherDryer
- Basement
- FullUnfinishedConcrete FloorFull With Hatchway
- In-Law Apartment
- YesFirst FloorSeparate Entry
- Interior Features
- Cable - Pre-wired
- Additional Rooms
- Foyer
- Accessibility
- Accessible Bath,Bath Grab Bars,Exterior Curb Cuts,Hard/Low Nap Floors,Ramps
Exterior & Lot
- Lot Size
- 1.33 acres
- Zoning
- RU-2
- Garage / Parking
- 6 total parking spacesPavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Access
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ShingleShakeCedar
- Color
- WHITE
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedFruit TreesGuttersGarden Area
- Lot Description
- Lightly WoodedLevel LotCleared
Listing & Financials
- Property Taxes
- $7,432 / Annually
- Days on Market
- 0
- MLS #
- 24210111
- MLS Status
- Coming Soon
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 9/28/2026. 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 9/28/2026 at 4:00 PM UTC.