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27 Pine Ridge Drive

Madison, Connecticut 06443

ACTIVE - NEW$500,000
Beds
4
Baths
2
SqFt
2,592
Acres
0.92
Year Built
1965
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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2-Car Garage

About This Home

Opportunity to make sweat equity, this home needs work. Kitchen, living room, dining room, 4 bedrooms, 2 baths, 2 car garage make up this expanded ranch on a lovely level lot on cul-de-sac. The dining room could be a second family room. Open flow for entertaining. Just minutes to downtown Madison and beaches. Top schools. Owner is not in position to make repairs. Perfect home to update to your style and build equity!

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1965
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
2,592 sq ft
Lot Size
0.92 acres
Garage / Parking
2 garage
Property Taxes
$7,866 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

54

28 active listings

Median $ / Sq Ft

$500

28 active listings

Sale-to-List Ratio

100.0%

221 sales

How this home compares

List Price

$500,000

vs $1.30M median

61.5% below median

Price / Sq Ft

$193

vs $500 median

61.4% below median

Days on Market

0 days

vs 54 days median

54 days fresher than median

Based on 28 active and 221 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 6, 2026.

Location

27 Pine Ridge Drive, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,394

per month

  • Principal & Interest$2,571
  • Property Taxes$656
  • Insurance$167
  • 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
Ranch
Year Built
1965
New Construction
No/Resale
Living Area
2,592 sq ft

Schools

Elementary
Neck River
Middle
Per Board of Ed
High
Daniel Hand

Interior

Heating
Hot Water
Heat Fuel
Electric
Cooling
Window Unit
Appliances
Electric RangeRefrigeratorDishwasherWasherElectric Dryer
Basement
Crawl Space
Interior Features
Open Floor Plan

Exterior & Lot

Lot Size
0.92 acres
Zoning
RU-1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGutters
Lot Description
Lightly WoodedLevel LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$7,866 / Annually
Days on Market
0
MLS #
24170767
MLS Status
Active

Similar Properties

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

Listed By

Judith Libby

(203) 215-1375

Berkshire Hathaway NE Prop.

(203) 245-3100

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/6/2026. 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 8/6/2026 at 8:50 PM UTC.