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Back 395 Boston Post Rd
Off Market

395 Boston Post Rd

Madison Center CT 06443

4
5
5
3779 sq. ft.
0.92 ac.
Single-Family
Last sold for $1,400,000
Laurie MazzeoLaurie Mazzeo, last sold this property on 01 May 2026 after 33 days on market.

Overview

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.

Features

4 bedrooms
5 bathrooms
5 carspaces
2 garage spaces
3779 sq. ft. floor area
0.92 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Madison Center over the last 12 months, the estimated median property value of 395 Boston Post Rd is $805.25k.

Median value
$805.25k
Estimated value range
$300k - $3.4m
Median days on market
7
Estimated value trend
3%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Madison Center. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 395 Boston Post Rd

2026
Sold
$1,400,000
01 May 2026 by Laurie Mazzeo, of William Pitt Sotheby's Int'l
2021
Sold
$703,000
25 Feb 2021 by Margaret Muir, of William Pitt Sotheby's Int'l

Happy sellers in Madison Center

87%
87% of sellers in Madison Center reported that their sale price either exceeded or met their price expectations.

Madison Center stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Madison Center over the last 12 months.

Local market activity for 4 bedroom single-family properties in Madison Center

In the last 12 months, 91 four-bedroom single-family properties similar to 395 Boston Post Rd, have been sold.

This represents a 15% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Madison Center

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Kelly Whiteman

Kelly Whiteman is a recommended agent for Madison Center.  They have 3 local sales and collected 2 local reviews across the last 12 months.

  •   5   (8 reviews)
  •  2 Reviews in Madison Center
  •  3 Sales in Madison Center
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Rose Ciardiello

Rose Ciardiello is a recommended agent for Madison Center.  They have 12 local sales and collected 1 local review across the last 12 months.

  •   5   (10 reviews)
  •  1 Review in Madison Center
  •  12 Sales in Madison Center
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Rob McConville

Rob McConville is a recommended agent for Madison Center.  They have 6 local sales and collected 1 local review across the last 12 months.

  •   5   (3 reviews)
  •  1 Review in Madison Center
  •  6 Sales in Madison Center
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Cathy Lynch

Cathy Lynch is a recommended agent for Madison Center.  They have 31 local sales across the last 12 months.

  •  31 Sales in Madison Center
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