238 Scotland Road
Madison, Connecticut 06443
Reduced from $775,000
- Beds
- 5
- Baths
- 4
- SqFt
- 3,224
- Acres
- 0.97
- Year Built
- 1968
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
29
47 under contract
Median List Price
$1.30M
29 active listings
Median Closed Price
$729,500
222 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.