44 Sterling Park
Madison, Connecticut 06443
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,317
- Acres
- 0.83
- Year Built
- 1980
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Move right into this meticulously maintained home, proudly offered for sale for the very first time by its original owners. This distinctive contemporary 3-bedroom home welcomes you with an inviting natural setting surrounded by mature trees, charming stone walls, and striking rock outcroppings. Inside, abundant natural light fills the thoughtfully designed living spaces, including a formal living room, dining room, and a cozy family room with a gas fireplace. The sunroom is a true highlight, featuring cathedral ceilings, skylights, and walls of windows that bring the beauty of the outdoors inside, creating a peaceful retreat to enjoy throughout the seasons. The fully applianced eat-in kitchen offers a breakfast bar, tile flooring, and a comfortable dining area ideal for morning coffee, casual meals, and entertaining. Upstairs, the spacious front-to-back primary suite serves as a private retreat with its own full bath, a walk-in closet, and a second lighted closet. Two generously sized bedrooms offer excellent closet space, with one featuring a private balcony. Additional features include central air and whole house generator. Set on a peaceful cul-de-sac, the home is just a short stroll to downtown shops, restaurants, coffee shops, beaches, and the country club. Perfectly positioned along the Connecticut shoreline, it also offers convenient rail access to both Boston and New York City, making it an exceptional year-round residence or weekend getaway.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1980
- Days on Market
- 1 day
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,317 sq ft
- Lot Size
- 0.83 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $8,920 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
28
47 under contract
Median List Price
$1.25M
28 active listings
Median Closed Price
$729,000
219 sales
Median Days on Market
57
28 active listings
Median $ / Sq Ft
$449
28 active listings
Sale-to-List Ratio
100.0%
219 sales
How this home compares
List Price
$755,000
vs $1.25M median
39.6% below median
Price / Sq Ft
$326
vs $449 median
27.4% below median
Days on Market
1 day
vs 57 days median
56 days fresher than median
Based on 28 active and 219 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 30, 2026.
Location
44 Sterling Park, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,850
- Property Taxes$743
- Insurance$252
- 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
- Contemporary
- Year Built
- 1980
- New Construction
- No/Resale
- Living Area
- 2,317 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- Heat PumpHot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- In Kitchen area
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- FullUnfinished
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 0.83 acres
- Zoning
- R-1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Wood
- Color
- Grey
- Roof
- Other
- Foundation
- Concrete
- Exterior Features
- BalconyDeck
- Lot Description
- Lightly WoodedSloping LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $8,920 / Annually
- Days on Market
- 1
- MLS #
- 24194435
- MLS Status
- Coming Soon
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 7/30/2026. 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 7/30/2026 at 6:55 PM UTC.