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44 Sterling Park

Madison, Connecticut 06443

COMING SOON - NEW$755,000
Beds
3
Baths
2 | 1
SqFt
2,317
Acres
0.83
Year Built
1980
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,845

per 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

Homes with a close match in area, property type, and price.

Listed By

Joanne Combs

(203) 376-2685

Dan Combs Real Estate

(203) 265-2356

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.