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$1,422,739

Listing Price

3beds

3.5baths

3,340sqft

40,075sqft lot

395 Boston Post Rd, Madison, CT 06443

Member Features

Find Real Estate Bargain!

  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Off Market

Single Family

Home type

425.97

Price / sqft

1828

Year built

Home Details

Introducing the historic Ebenezer Dudley Home, circa 1828, a beautifully preserved residence set along the iconic stretch of Boston Post Road in the charming shoreline town of Madison, Connecticut. Situated on nearly an acre of picturesque grounds, this special property seamlessly blends early New England character with thoughtful modern updates, offering both historic charm and everyday comfort. During the past five years of ownership, the current homeowners have undertaken extensive improvements and updates throughout the property. Among them are the addition of a spectacular wraparound screened porch with bluestone flooring, a birch board ceiling and wood burning stove, the conversion to natural gas heat and tankless hot water, installation of a new 50-year architectural shingle roof, an updated kitchen, and a beautifully renovated first-floor bathroom, are just a few of the many thoughtful enhancements made to the home. A significant addition completed in 2003 expanded the home's living space to include the kitchen, family room, and a spacious primary bedroom suite designed for modern living. The private primary suite features a generous full bath, a dressing room and walk-in closet, creating a comfortable and elegant retreat. Two additional ensuite bedrooms complete the second floor, along with a large, gracious landing that connects the three bedrooms and enhances the sense of space.

Interior Details

Square Feet
  • 3340

Bedrooms
  • 3

Bathrooms
  • 3.5

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Hot Water

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    N/A

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Gas

Basement
  • Has Basement:

    No

  • Basement Type:

    Basement (unspecified)

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    N/A

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 40075

Water
  • No

Sewer
  • No

Parking
  • Type:

    N/A

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    N/A

Deck
  • N/A

Patio
  • N/A

Fence
  • N/A

Pool
  • N/A

Porch
  • N/A

Stoop
  • N/A

Breezeway
  • N/A

Construction Details

Number of Stories
  • 2

Style
  • Colonial

Exterior
  • Wood Siding

Foundation
  • N/A

Roof
  • Gable

Roofing Material
  • Asphalt

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$14,164

$173,000

$326,600

--%

$499,600

2019

$14,164

$173,000

$326,600

--%

$499,600

2018

$13,487

$143,000

$338,000

--%

$481,000

2017

$13,131

$143,000

$338,000

--%

$481,000

2016

$12,742

$143,000

$338,000

--%

$481,000

2014

$12,107

$143,000

$338,000

--%

$481,000

percent-home-icon

Average Home Price in 06443

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$1,300,000

4 Beds

3 Baths

3,031 Sqft

25,265 Lot (sqft)

Sold 10/26/2026

$1,422,739

3 Beds

3.5 Baths

3,340 Sqft

40,075 Lot (sqft)

Sold 10/27/2026

$625,000

3 Beds

3 Baths

3,768 Sqft

43,560 Lot (sqft)

Sold 10/26/2026

percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
1,422,739
$
Down payment
284,547.8
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
8,536.43
$
HOA (Monthly)
0
$
PMI
0
$
$9,210
Your Payment
Total Monthly Payment:$9,210
Percent of Income:158%
Affordable:No

Details for 395 BOSTON POST RD

Property Debt

Foreclosure Contact Details