Seller's Agent in 2026
Laurie Mazzeo
William Pitt
(203) 641-6837
20 in this area
52 Total Sales
395 Boston Post Rd Madison, CT 06443
4
Beds
5
Baths
3,779
Sq Ft
0.92
Acres Lot
Highlights
- Colonial Architecture
- Attic
- Screened Porch
- Walter C. Polson Upper Middle School Rated A
- 1 Fireplace
- Patio
About This Home
As of May 2026Introducing 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.
Last Agent to Sell the Property
William Pitt Sotheby's Int'l Brokerage Phone: (203) 641-6837 License #RES.0761609 Listed on: 03/19/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $17,816
Year Built
- Built in 1828
Lot Details
- 40,075 Sq Ft Lot
- Stone Wall
Home Design
- Colonial Architecture
- Concrete Foundation
- Stone Foundation
- Frame Construction
- Asphalt Shingled Roof
- Clap Board Siding
- Vinyl Siding
Interior Spaces
- 3,779 Sq Ft Home
- 1 Fireplace
- French Doors
- Screened Porch
- Unfinished Basement
- Partial Basement
Kitchen
- Built-In Oven
- Electric Cooktop
- Range Hood
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
- 5 Full Bathrooms
Laundry
- Laundry on upper level
- Electric Dryer
- Washer
Attic
- Pull Down Stairs to Attic
- Unfinished Attic
Home Security
- Smart Locks
- Smart Thermostat
Parking
- 2 Car Garage
- Automatic Garage Door Opener
- Private Driveway
Outdoor Features
- Patio
- Shed
Location
- Property is near golf course and shops
Schools
- Neck River Elementary School
- Daniel Hand High School
Utilities
- Central Air
- Hot Water Heating System
- Gas Available at Street
- Tankless Water Heater
- Hot Water Circulator
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 1155692
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Mar 19, 2026
Closed on
Apr 30, 2026
Sold by
Bought by
Seller's Agent
Laurie Mazzeo
William Pitt Sotheby's Int'l
Buyer's Agent
Steven Elek
RE/MAX Heritage
List Price
$1,450,000
Sold Price
$1,400,000
Premium/Discount to List
-$50,000
-3.45%
Views
49
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
23.94%
Purchase Details
Listed on
Jun 3, 2020
Closed on
Feb 25, 2021
Sold by
Bought by
Seller's Agent
Margaret Muir
William Pitt Sotheby's Int'l
Buyer's Agent
Laurie Mazzeo
William Pitt Sotheby's Int'l
List Price
$745,000
Sold Price
$703,000
Premium/Discount to List
-$42,000
-5.64%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
14.22%
Original Mortgage
$540,000
Interest Rate
2.7%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Mar 28, 2013
Sold by
Bought by
Purchase Details
Closed on
Jul 18, 2011
Sold by
Bought by
Purchase Details
Closed on
Aug 8, 2003
Sold by
Bought by
Purchase Details
Closed on
Sep 5, 1997
Sold by
Bought by
Purchase Details
Closed on
Jul 1, 1996
Sold by
Bought by
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,400,000 | -- | |
| Deed | $703,000 | None Available | |
| Deed | -- | -- | |
| Quit Claim Deed | -- | -- | |
| Warranty Deed | $765,000 | -- | |
| Warranty Deed | $399,900 | -- | |
| Warranty Deed | $125,000 | -- | |
| Warranty Deed | $125,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $540,000 | Purchase Money Mortgage | |
| Previous Owner | $479,100 | Stand Alone Refi Refinance Of Original Loan | |
| Previous Owner | $66,000 | No Value Available |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/01/2026 05/01/26 | Sold | $1,400,000 | -3.4% | $370 / Sq Ft | |
| 04/06/2026 04/06/26 | Pending | -- | -- | -- | |
| 03/29/2026 03/29/26 | For Sale | $1,450,000 | +106.3% | $384 / Sq Ft | |
| 02/25/2021 02/25/21 | Sold | $703,000 | -5.6% | $210 / Sq Ft | View Prior Sale |
| 01/18/2021 01/18/21 | Pending | -- | -- | -- | |
| 06/03/2020 06/03/20 | For Sale | $745,000 | -- | $223 / Sq Ft |
Source: SmartMLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $17,816 | $794,300 | $313,500 | $480,800 |
| 2024 | $17,475 | $794,300 | $313,500 | $480,800 |
| 2023 | $15,186 | $506,700 | $172,900 | $333,800 |
| 2022 | $14,690 | $499,500 | $172,900 | $326,600 |
| 2021 | $14,411 | $499,500 | $172,900 | $326,600 |
| 2020 | $14,164 | $499,600 | $173,000 | $326,600 |
| 2019 | $14,164 | $499,600 | $173,000 | $326,600 |
| 2018 | $13,487 | $481,000 | $143,000 | $338,000 |
| 2017 | $13,131 | $481,000 | $143,000 | $338,000 |
| 2016 | $12,742 | $481,000 | $143,000 | $338,000 |
| 2015 | $12,391 | $481,000 | $143,000 | $338,000 |
| 2014 | $13,468 | $535,100 | $196,100 | $339,000 |
Source: Public Records
Agents Affiliated with this Home
-
Laurie Mazzeo
-
Steven Elek
Buyer's Agent in 2026
Steven Elek
RE/MAX Heritage
(203) 843-6767
7 in this area
29 Total Sales
-
Margaret Muir
Seller's Agent in 2021
Margaret Muir
William Pitt
(203) 415-9187
95 in this area
128 Total Sales
Map
Source: SmartMLS
MLS Number: 24158296
APN: MADI-000037-000000-000002
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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