66 Wildcat Road
Madison, Connecticut 06443
- Beds
- 2
- Baths
- 1
- SqFt
- 625
- Acres
- 0.15
- Year Built
- 1947
- 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
Nestled in picturesque Madison, Connecticut, this cottage is your private sanctuary, tucked away from the city's hustle and bustle. Enjoy serene surroundings, lush trees, and the beauty of nature. Blissful Outdoor Living: Step outside to savor the fresh country air in your spacious yard. Perfect for gardening, outdoor dining, or lounging in the sun. The loft is a versatile space - use it as a bedroom, home office, art studio, or peaceful reading nook. This cottage offers comfortable living without unnecessary fuss. This home has its own drilled well and septic system, which was installed in 2008, the heating system is nearly new as well. Madison combines countryside tranquility with seaside charm, including several public beaches and a private beach club. A short drive from New York City, it's an ideal escape for city dwellers. Explore local boutiques, dine at exquisite restaurants, or unwind by strolling along the picturesque coastline. Don't miss this opportunity to make this sweet cottage your own country escape, whether for weekends or permanent residence. Embrace the charm, privacy, and simplicity of country living while staying close to New York City. Schedule a viewing today and experience the magic of this Madison cottage. Your country escape awaits - seize the moment and start living the life you've dreamed of!
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1947
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 1 full
- Living Area
- 625 sq ft
- Lot Size
- 0.15 acres
- Garage / Parking
- 3 total
- Property Taxes
- $3,750 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
29
43 under contract
Median List Price
$1.20M
29 active listings
Median Closed Price
$730,000
222 sales
Median Days on Market
51
29 active listings
Median $ / Sq Ft
$502
29 active listings
Sale-to-List Ratio
100.0%
222 sales
How this home compares
List Price
$349,900
vs $1.20M median
70.8% below median
Price / Sq Ft
$560
vs $502 median
11.6% above median
Days on Market
0 days
vs 51 days median
51 days fresher than median
Based on 29 active and 222 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 9, 2026.
Location
66 Wildcat Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$1,804
- Property Taxes$313
- Insurance$117
- 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
- 1947
- New Construction
- No/Resale
- Living Area
- 625 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Window Unit
- Laundry
- Lower Level
- Laundry Location
- basement
- Appliances
- Oven/RangeRefrigerator
- Basement
- Crawl SpacePartialStorageConcrete FloorPartial With Walk-Out
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 0.15 acres
- Zoning
- RU-2
- Garage / Parking
- 3 total parking spacesOff Street ParkingDrivewayUnpavedPrivateShared
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ShingleWood
- Color
- brown
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Covered Deck
- Lot Description
- DryOpen Lot
Listing & Financials
- Property Taxes
- $3,750 / Annually
- Days on Market
- 0
- MLS #
- 24197097
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
Similar Properties
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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 8/9/2026. 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 8/9/2026 at 12:15 AM UTC.