44 Pent Road
Madison, Connecticut 06443
- Beds
- 2
- Baths
- 2
- SqFt
- 1,010
- Acres
- 0.17
- Year Built
- 1940
- Property Type
- Single Family

Matt Caiola
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About This Home
Discover the charm of shoreline living at this beautifully maintained cottage tucked away in one of Madison's most desirable beachside neighborhoods. Just steps from Long Island Sound and moments from Madison's vibrant town center, this unique home offers the perfect blend of coastal character, privacy, and convenience. Featuring approximately 1,010 square feet of thoughtfully designed living space, the home boasts an open floor plan filled with natural light, hardwood floors, and updated finishes throughout. The remodeled kitchen showcases granite countertops, an island with seating, built-ins, and quality appliances, flowing seamlessly into the dining and living areas. realtor +1 The spacious second-floor primary suite features vaulted ceilings, hardwood flooring, and a private full bath, creating a relaxing retreat. An additional room on the main level with access to a full bath offers flexibility for guests, a home office, or creative space. realtor +1 Outside, enjoy professionally landscaped grounds, a private yard, screened porch, detached garage, and the tranquil setting that makes this property a true shoreline escape. Whether you're seeking a year-round residence, weekend getaway, or condominium alternative, this special property offers an exceptional opportunity to enjoy all that Madison has to offer, including beaches, boutiques, restaurants, concerts on the Town Green, and easy access to New Haven, Hartford, New York, and Boston.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1940
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,010 sq ft
- Lot Size
- 0.17 acres
- Garage / Parking
- 1 garage · 4 total
- Property Taxes
- $14,503 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
29
46 under contract
Median List Price
$1.30M
29 active listings
Median Closed Price
$730,000
220 sales
Median Days on Market
54
29 active listings
Median $ / Sq Ft
$502
29 active listings
Sale-to-List Ratio
100.0%
220 sales
How this home compares
List Price
$1.20M
vs $1.30M median
7.7% below median
Price / Sq Ft
$1,187
vs $502 median
2.4× the median
Days on Market
0 days
vs 54 days median
54 days fresher than median
Based on 29 active and 220 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 7, 2026.
Location
44 Pent Road, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$6,183
- Property Taxes$1,209
- Insurance$400
- 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
- 1940
- New Construction
- No/Resale
- Living Area
- 1,010 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- Baseboard
- Heat Fuel
- Electric
- Cooling
- Split System
- Laundry
- Main Level
- Laundry Location
- First Floor
- Appliances
- Oven/RangeConvection OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- Crawl SpaceUnfinished
- In-Law Apartment
- No
- Interior Features
- Cable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.17 acres
- Zoning
- R-5
- Garage / Parking
- 1 garage space4 total parking spacesDetached GarageDrivewayPrivateAsphalt
- Waterfront Details
- Walk to WaterWater CommunityAccess
- Water Source
- Public Water Connected
- Sewer
- Cesspool
- Flood Zone
- Yes
- Construction
- Shingle
- Color
- natural with green t
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedPorch-EnclosedShedPorchGarden Area
- Lot Description
- TreedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $14,503 / Annually
- Days on Market
- 0
- MLS #
- 24195682
- MLS Status
- Active
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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 8/7/2026. 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 8/7/2026 at 6:16 PM UTC.