3 Little Hollow Road
Madison, Connecticut 06443
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,572
- Acres
- 1.37
- Year Built
- 1979
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome home to this classic four-bedroom Colonial offering timeless charm, modern updates, and an ideal layout for everyday living, complete with gorgeous wide plank flooring throughout. Freshly updated, the home features stylish new light fixtures and major mechanical upgrades, including a new roof (2022) and a new Carrier HVAC system for the second floor (2026). At the heart of the main level is an eat-in kitchen with cabinets painted in 2022, a new dishwasher (2024), and a spacious dining area set in front of a cozy fireplace. Sunlight pours into the breathtaking family room featuring soaring vaulted ceilings and a warm gas fireplace. Glass French doors open from the welcoming foyer into the living room, which boasts its own fireplace and connects seamlessly to the formal dining room. A dedicated mudroom off the kitchen includes a new washer and dryer (2024), alongside a convenient first-floor half bath. Upstairs, the primary suite serves as a peaceful retreat with vaulted ceilings, an expansive walk-in closet, and a private full bath. Three additional generous bedrooms share a renovated full bath with double sinks. Step outside to an impressive deck overlooking a lush yard-perfect for outdoor dining, playing, or relaxing. Ideally located just minutes from top-rated schools, vibrant town amenities, and picturesque local beaches, this move-in-ready property offers the ultimate combination of space, style, and peace of mind.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1979
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,572 sq ft
- Lot Size
- 1.37 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $9,106 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
33
28 under contract
Median List Price
$1.20M
33 active listings
Median Closed Price
$770,000
227 sales
Median Days on Market
53
33 active listings
Median $ / Sq Ft
$438
33 active listings
Sale-to-List Ratio
100.0%
227 sales
How this home compares
List Price
$795,000
vs $1.20M median
33.7% below median
Price / Sq Ft
$309
vs $438 median
29.5% below median
Days on Market
0 days
vs 53 days median
53 days fresher than median
Based on 33 active and 227 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of September 17, 2026.
Location
3 Little Hollow Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$4,129
- Property Taxes$759
- Insurance$265
- 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
- 1979
- New Construction
- No/Resale
- Living Area
- 2,572 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Laundry
- Main Level
- Laundry Location
- Combo mudroom and laundry room.
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedFull With Hatchway
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
- Additional Rooms
- Laundry RoomMud Room
Exterior & Lot
- Lot Size
- 1.37 acres
- Zoning
- RU-1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersGarden Area
- Lot Description
- Corner LotTreedLevel LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $9,106 / Annually
- Days on Market
- 0
- MLS #
- 24205125
- MLS Status
- Active
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 9/17/2026. 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 9/17/2026 at 3:00 AM UTC.