27 Pine Ridge Drive
Madison, Connecticut 06443
Reduced from $500,000
- Beds
- 4
- Baths
- 2
- SqFt
- 2,592
- Acres
- 0.92
- Year Built
- 1965
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
- 50 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,592 sq ft
- Lot Size
- 0.92 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $8,087 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
36
26 under contract
Median List Price
$1.11M
36 active listings
Median Closed Price
$775,000
231 sales
Median Days on Market
46
36 active listings
Median $ / Sq Ft
$400
36 active listings
Sale-to-List Ratio
100.0%
231 sales
How this home compares
List Price
$450,000
vs $1.11M median
59.6% below median
Price / Sq Ft
$174
vs $400 median
56.5% below median
Days on Market
50 days
vs 46 days median
4 days longer than median
Based on 36 active and 231 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of September 25, 2026.
Location
27 Pine Ridge Drive, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$2,402
- Property Taxes$674
- Insurance$150
- 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
- Oil
- 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
- $8,087 / Annually
- Days on Market
- 50
- MLS #
- 24170767
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/25/2026. 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 9/25/2026 at 10:45 PM UTC.