104 Scotland Rd

2,108 Sq. Ft.
$365 / Sq. Ft.
2,108
Sq. Ft.
$365
per Sq. Ft.

Description

Set on what is arguably the most beautiful lot in downtown Madison. This enchanting 5-bedroom farmhouse perfectly blends timeless charm with modern convenience. The nearly one-acre, meticulously manicured property makes a lasting impression. Complete with majestic stone walls & a stunning brick patio. Inside, the home welcomes you with a thoughtfully designed mudroom, creating a private and practical entry point. The oversized family room is filled with natural light and anchored by a cozy wood stove,...Set on what is arguably the most beautiful lot in downtown Madison. This enchanting 5-bedroom farmhouse perfectly blends timeless charm with modern convenience. The nearly one-acre, meticulously manicured property makes a lasting impression. Complete with majestic stone walls & a stunning brick patio. Inside, the home welcomes you with a thoughtfully designed mudroom, creating a private and practical entry point. The oversized family room is filled with natural light and anchored by a cozy wood stove, offering a warm and inviting atmosphere. The fully remodeled eat-in kitchen is truly the heart of the home, featuring abundant storage & spacious dining room, & a seamless flow into a versatile living room that can also serve as a formal dining space. A bright first-floor office with a skylight provides flexibility and can easily function as a guest bedroom, conveniently located near a full bath. Upstairs, you'll find five charming bedrooms with built-ins, generous closet space, and a beautifully updated full bathroom. The primary bedroom stands out with its high ceilings & airy feel, while the entire second floor is bathed in sunlight. Additional highlights include newer gas heating, central air, city water, a two-car garage and an updated roof. All of this and is just a short walk to downtown Madison's shops, beach, restaurants, train station, and movie theater. This is a rare opportunity to own a truly special home in an unbeatable location.
  1. Listed by Susan Santoro • William Pitt Sotheby's Int'l
    P: (203)-605-5297 C: (203)-605-5297 susansantoro11@gmail.com

Property Details for 104 Scotland Road

Basement Description
Full
Direct Waterfront
No
Expected Active Date
04-23-2026
Garages Number
2
Neighborhood
Hammonasset
Style
Cape Cod
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 04/17/2026 09:17 PM

Property Details for 104 Scotland Road

StatusComing Soon
MLS #24161452
Days on Market-
Taxes$8,867 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1910
Lot Size0.80 AC / 34,848 SF
CountyNew Haven County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Susan Santoro
Add your commute

Building Information for 104 Scotland Road

Stories-Year Built1910Building Size-Lot Size0.80 AC / 34,848 SF

Payment Calculator

$4,611 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,872

Property Taxes

$739

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 104 Scotland Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Lovers Lane to Scotland Road
  • Elementary School: Neck River
  • Flood Zone: No
  • High School: Daniel Hand
  • Intermediate School: Per Board of Ed
  • Latitude: 41.286472
  • Longitude: -72.577371
  • Middle Jr High School: Polson Middle School
  • Neighborhood Amenities: Library, Medical Facilities, Public Transportation, Shopping/Mall, Tennis Courts, Walk to Bus Lines
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,867
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Garden Area, Stone Wall, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher
  • Attic Description: Storage Space, Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: in bath on main level
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 12.0
Room 2
  • Room Entry Order: 2
  • Room Features: Remodeled,Dining Area,Eating Space
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 15.0
Room 3
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 10.0
Room 4
  • Room Entry Order: 4
  • Room Features: Wood Stove,Sliders,Hardwood Floor
  • Room Length: 29.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 18.0
Room 5
  • Listing Key: 4DA166C1B6A00DCAE063E201100A8A2B
  • Room Entry Order: 5
  • Room Features: Cathedral Ceiling,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.0
Room 8
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 9
  • Listing Key: 4DA166C1B6A00DCAE063E201100A8A2B
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding, Aluminum
  • Foundation Type: Slab
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Gable
  • Year Built: 1910
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Living space
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 1157031
  • Sq Ft Est Heated Above Grade: 2108.0
  • Sq Ft Total: 2108.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Domestic
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 104 Scotland Road

DateEvent & SourcePriceAppreciation
May 20, 2004

Closed (Public Record)

Public Record #137670347

$465,000

+12.3% / yr

Mar 31, 1997

Closed (Public Record)

Public Record #92238579

$202,800—
DateEvent & SourcePrice
05/20/2004

Closed (Public Record)

Public Record #137670347

$465,000

+12.3% / yr

03/31/1997

Closed (Public Record)

Public Record #92238579

$202,800

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 104 Scotland Road

Taxable ValueLand$105,400Additions$289,900Total$395,300
Tax Record2024$8,867 ($739 / month)
Home Facts
Beds5Baths2Total Finished SqFt2,108 SqFtAbove Grade Finished SqFt2,108 SqFtStories2Lot Size34,848 SqFtStyleSingle Family ResidenceYear Built1910ZoningR-2CountyNEW HAVENAPNMADI M:50 B:79

Schools near 104 Scotland Road

This home is within Madison School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 6 to 8
Public - 9 to 12
Public - K to 3
Rating
School
Distance
Island Avenue Elementary School
PublicK to 4

Walter C. Polson Upper Middle School
Public6 to 8

Daniel Hand High School
Public9 to 12

J. Milton Jeffrey Elementary School
PublicK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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104 Scotland Road is a single family home Coming Soon in Madison, CT 06443. This property is currently priced at $769,000. This listing's school district is Madison School District. Nearby schools include Island Avenue Elementary School, Walter C. Polson Upper Middle School and Daniel Hand High School. 104 Scotland Road is a 5-bed, 2-bath, 2,108 sqft single family home built in 1910.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Susan Santoro

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.