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20 Forest Hills Drive

Madison, Connecticut 06443

PENDING$739,000

Reduced from $749,000

Beds
3
Baths
2
SqFt
1,913
Acres
1.07
Year Built
1935
Matt Caiola

Matt Caiola

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2-Car Garage1 FireplacePrice Reduced

About This Home

Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its original corner cabinet. It offers a sun-filled kitchen and a family room that opens to a rear deck overlooking a beautiful acre of private grounds. A full bath completes the first floor. Upstairs, three bedrooms are served by a centrally located hall bath featuring a classic tub that reflects the home's period character, with excellent potential for future expansion. The property also includes a detached two-car garage with a heated 350-square-foot studio/office-perfect for working from home, creative pursuits, a fitness space, or a private retreat. Set on a truly special property just 1.5 miles from downtown Madison and its beaches, this exceptional home offers the perfect blend of historic charm, privacy, and convenience.

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1935
Days on Market
36 days
Beds
3
Baths
2 full
Living Area
1,913 sq ft
Lot Size
1.07 acres
Garage / Parking
2 garage
Property Taxes
$7,999 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

57

29 active listings

Median $ / Sq Ft

$434

29 active listings

Sale-to-List Ratio

100.0%

223 sales

How this home compares

List Price

$739,000

vs $1.30M median

43.1% below median

Price / Sq Ft

$386

vs $434 median

11.1% below median

Days on Market

36 days

vs 57 days median

21 days fresher than median

Based on 29 active and 223 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 28, 2026.

Location

20 Forest Hills Drive, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,681

per month

  • Principal & Interest$3,768
  • Property Taxes$667
  • Insurance$246
  • 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
1935
New Construction
No/Resale
Living Area
1,913 sq ft

Schools

Elementary
Neck River
Middle
Per Board of Ed
High
Daniel Hand

Interior

Heating
Steam
Heat Fuel
Oil
Cooling
Split SystemWindow Unit
Fireplaces
1
Laundry
Lower Level
Laundry Location
Laundry in basement
Appliances
Electric RangeRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageFull With Hatchway
In-Law Apartment
PossibleDetached

Exterior & Lot

Lot Size
1.07 acres
Zoning
R-1
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Clapboard
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Deck
Lot Description
In SubdivisionLevel Lot

Listing & Financials

Property Taxes
$7,999 / Annually
Days on Market
36
MLS #
24181268
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Dana Weinstein

(203) 927-8687

Coldwell Banker Realty

(203) 245-4700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:01 AM UTC.