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$575,000

  • For Sale
  • Under Contract
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,700 Sq. Ft.
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Welcome antique home lovers!! This beautifully preserved and tastefully updated antique home, ideally situated on a generous 0.92-acre lot in the heart of Madison. Offering three bedrooms and two full baths, this residence perfectly balances historic character with everyday comfort. The inviting kitchen features exposed beams that bring warmth and charm, while thoughtful updates ensure a seamless blend of rustic style and modern convenience. Throughout the home, you'll find wood floors, period details, and sun-filled living spaces that create a warm, welcoming atmosphere. Enjoy the large L-shaped front porch-perfect for relaxing with a book or greeting neighbors. The expansive yard offers plenty of space for gardening, outdoor dining, or play. Conveniently located close to Madison's town center, beaches, and commuter routes, this home offers timeless appeal with unbeatable access to all the area has to offer.

Full Property Details for 108 Boston Post Rd

General

  • Price: $575,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24113442
  • Updated: 1/1/2026
  • Added to Site: 186 day(s) ago

Interior

  • Number of Rooms: 9
  • Appliances: Oven/Range, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, 19 x 11.4, Upper
  • Bedroom 1: Bedroom, 14.1 x 12.9, Upper
  • Bedroom 2: Bedroom, 8.1 x 8.5, Upper

Other Rooms

  • Living Room: Living Room, 26 x 12.9, Main
  • Kitchen: Kitchen, 15.5 x 15.4, Main
  • Dining Room: Dining Room, 15.3 x 11.1, Main
  • Laundry: Main Level

Parking

  • Parking: None

Location

  • County: New Haven
  • Driving Directions: GPS friendly. Can park on side grass to make it easier to turn around

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Ceiling Fans
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Partial
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,700
  • Above Ground: 1,700 Sq. Ft.
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.92
  • Zoning: R-2
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $353,800
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1156422

Listed by Forever Homes Real Estate LLC, Cindy Breckheimer

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Listing agent

— 108 Boston Post Rd —

  • Cindy Breckheimer

    Forever Homes Real Estate LLC

Agent Contact: (860) 690-3141 Office Contact: (860) 690-3141

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 108 Boston Post Rd

School District:Madison School District
NameGradesDistance
Walter C. Polson Upper Middle School
302 Green Hill Road, Madison, CT 06443
6-81.2 mi
Daniel Hand High School
286 Green Hill Road, Madison, CT 06443
9-121.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 108 Boston Post Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/21/2025
Price Reduced
$575,000
-1.71%
MLS
10/24/2025
Price Reduced
$585,000
-1.68%
MLS
8/05/2025
Price Reduced
$595,000
-4.8%
MLS
7/26/2025
Listed
$625,000
155.1%
MLS
8/11/2010
Sold
$245,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 108 Boston Post Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,936
2%
$353,800
—
2023
$7,784
14%
$353,800
55%
2023
$6,839
2%
$228,200
—
2022
$6,711
2%
$228,200
—
2021
$6,584
2%
$228,200
—
2020
$6,469
—
$228,200
—
2019
$6,469
-1%
$228,200
-3%
2018
$6,567
3%
$234,200
—
2017
$6,394
3%
$234,200
—
2016
$6,204
3%
$234,200
—
2015
$6,033
2%
$234,200
—
2014
$5,895
15%
$234,200
-7%
2010
$5,126
—
$251,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 108 Boston Post Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Forever Homes Real Estate LLC, Cindy Breckheimer

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108 Boston Post Road, Madison, CT 06443 (MLS# 24113442) is a Single Family property with 3 bedrooms and 2 full bathrooms. 108 Boston Post Road is currently listed for $575,000 and was received on July 14, 2025. Want to learn more about 108 Boston Post Road? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.

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