395 Boston Post Rd, Madison, CT 06443
- $1,400,000
- 4
- BD
- 5
- BA
- 3,779
- SqFt
- Sold Price
- $1,400,000
- List Price
- $1,450,000
- Status
- CLOSED
- MLS#
- 24158296
- Closing Date
- May 01, 2026
- Year Built
- 1828
- Style
- Colonial
- Bedrooms
- 4
- Bathrooms
- 5
- Acres
- 0.92
- Living Area
- 3,779
- Neighborhood
- N/A
Property Description
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.
/u.realgeeks.media/coldwellbankerpremiere/Logo-min.png){kind=logo}
Additional Information
- Taxes
- $17,816
- Lot Size
- 40,075
- Interior Features
- Cable Available
- Heating
- Hot Water
- Cooling System Type
- Central Air
- Sewer
- Septic Tank
- Water Source
- Public
- Appliances
- Electric Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
- Fireplaces
- 1
- Basement
- Partial, Unfinished
- Exterior Features
- Porch-Wrap Around, Porch Screened, Shed, Porch, Patio
- Garage Spaces
- 2
- Parking Spaces
- 5
- Elementary School
- Neck River
- Middle School
- Per Board of Ed
- High School
- Daniel Hand
Mortgage Calculator
Listing courtesy of Laurie Mazzeo from William Pitt Sotheby's Int'l. (203) 641-6837 (203) 245-6700
Selling Office: RE/MAX Heritage.The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.