Skip to main content

238 Scotland Road

Madison, Connecticut 06443

PENDING$725,000

Reduced from $775,000

Beds
5
Baths
4
SqFt
3,224
Acres
0.97
Year Built
1968
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Pool2-Car GaragePrice Reduced

About This Home

Welcome to 238 Scotland Road, a rare 5-bedroom home with private in-law accommodations, pool, situated on nearly an acre of privacy. A lovingly cared-for home offering exceptional space, comfort, and versatility. Features include hardwood floors throughout, central air conditioning, and a beautiful new primary suite designed for relaxation and convenience. The heart of the home is the updated kitchen, thoughtfully renovated and perfect for everyday living or entertaining. Just beyond, a bright and inviting three season sunroom provides the ideal place to unwind year-round and opens onto a Trex deck to the backyard and pool. Cozy up on cooler evenings beside the charming wood-burning stove, creating the perfect setting for relaxing nights at home. Step outside to enjoy the private inground vinyl-lined pool with a newer liner, offering endless opportunities for summer fun, entertaining, and making lasting memories with family and friends. Adding incredible flexibility, the property includes an attached in-law apartment with its own separate entrance and full bath, making it ideal for extended family, guests, or multi-generational living. Additional highlights include a newer roof, public water, generous living spaces, and a peaceful setting that feels secluded while remaining just minutes from town, beaches, shopping and dining. This well-loved home offers the perfect combination of privacy, thoughtful updates, and room to grow-ready for its next chapter.

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1968
Days on Market
54 days
Beds
5
Baths
4 full
Living Area
3,224 sq ft
Lot Size
0.97 acres
Garage / Parking
2 garage
Property Taxes
$10,076 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

58

29 active listings

Median $ / Sq Ft

$434

29 active listings

Sale-to-List Ratio

100.0%

222 sales

How this home compares

List Price

$725,000

vs $1.30M median

44.2% below median

Price / Sq Ft

$225

vs $434 median

48.2% below median

Days on Market

54 days

vs 58 days median

4 days fresher than median

Based on 29 active and 222 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 29, 2026.

Location

238 Scotland Road, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,779

per month

  • Principal & Interest$3,697
  • Property Taxes$840
  • Insurance$242
  • 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
Colonial
Year Built
1968
New Construction
No/Resale
Living Area
3,224 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Daniel Hand

Interior

Heating
Hot AirWood/Coal Stove
Heat Fuel
Oil
Cooling
Central AirWindow Unit
Laundry Location
Basement
Appliances
Electric RangeOven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherElectric Dryer
Basement
FullUnfinished
In-Law Apartment
YesFirst FloorSeparate Entry
Interior Features
Auto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
0.97 acres
Zoning
R-2
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Pool
VinylIn Ground Pool
Construction
Wood
Color
Yellow
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GrillSidewalkDeckGuttersGarden Area
Lot Description
Lightly Wooded

Listing & Financials

Property Taxes
$10,076 / Annually
Days on Market
54
MLS #
24179660
MLS Status
Under Contract

Similar Properties

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

Listed By

Debra Pardales

(203) 868-2166

William Pitt Sotheby's Int'l

(203) 245-6700

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.