395 Boston Post Road, Madison, CT 06443
Local realty services provided by:CENTURY 21 Alliance Realty Group
395 Boston Post Road,Madison, CT 06443
$1,450,000
- 4 Beds
- 5 Baths
- - sq. ft.
- Single family
- Coming Soon
Listed by: laurie mazzeo(203) 641-6837
Office: william pitt sotheby's int'l
MLS#:24158296
Source:CT
Price summary
- Price:$1,450,000
About this home
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....
Contact an agent
Home facts
- Year built:1828
- Listing ID #:24158296
- Added:1 day(s) ago
- Updated:March 20, 2026 at 04:48 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:5
- Rooms Total:9
- Kitchen Description:Dishwasher, Electric Cooktop, Microwave, Range Hood, Refrigerator, Wall Oven
- Basement Description:Partial, Unfinished
Heating and cooling
- Cooling:Central Air
- Heating:Hot Water
- Central air:Yes
Structure and exterior
- Roof:Asphalt Shingle
- Year built:1828
- Lot Features:Fence - Partial, Fence - Wood, Level Lot
- Architectural Style:Colonial
- Construction Materials:Clapboard, Vinyl Siding
- Exterior Features:French Doors, Patio, Porch, Porch-Screened, Porch-Wrap Around, Shed, Stone Wall
Schools
- High school:Daniel Hand
- Middle school:Per Board of Ed
- Elementary school:Neck River
Utilities
- Water:Public Water Connected
Finances and disclosures
- Price:$1,450,000
- Tax amount:$17,816 (July 2025-June 2026)
Features and amenities
- Appliances:Dishwasher, Electric Cooktop, Electric Dryer, Microwave, Range Hood, Refrigerator, Wall Oven, Washer
- Amenities:Auto Garage Door Opener, Cable - Available, Golf Course, Library, Private School(s), Public Rec Facilities, Shopping/Mall, Tennis Courts
Parking
- Total parking spaces:5
- Parking description:Asphalt, Detached Garage, Driveway, Paved, Private
- Garage:Yes
New listings near 395 Boston Post Road
- Coming Soon
$1,299,000Coming Soon3 beds 3 baths24 Cherry Lane, Madison, CT 06443
MLS# 24161056Listed by: Coldwell Banker Realty - Coming Soon
$1,450,000Coming Soon4 beds 5 baths395 Boston Post Road, Madison, CT 06443
MLS# 24158296Listed by: William Pitt Sotheby's Int'l - New
$599,000Active2 beds 2 baths1,476 sq. ft.6 Sandgate Circle, Madison, CT 06443
MLS# 24159942Listed by: Berkshire Hathaway NE Prop. - New
$469,900Active3 beds 3 baths1,824 sq. ft.18 St. Francis Woods Road, Madison, CT 06443
MLS# 24157945Listed by: Shoreline Real Estate Company - Coming SoonOpen Sat, 12 to 2pm
$850,000Coming Soon3 beds 2 baths46A Beach Avenue, Madison, CT 06443
MLS# 24158460Listed by: Coldwell Banker Realty - Open Sat, 12 to 2pmNew
$719,000Active3 beds 3 baths1,589 sq. ft.21 Little Hollow Road, Madison, CT 06443
MLS# 24158538Listed by: Coldwell Banker Realty
$724,500Pending3 beds 3 baths2,446 sq. ft.98 Bartlett Drive, Madison, CT 06443
MLS# 24158336Listed by: Real Broker CT, LLC
$525,000Active3 beds 2 baths1,896 sq. ft.178 Mungertown Road, Madison, CT 06443
MLS# 24155150Listed by: Century 21 AllPoints Realty
$725,000Pending3 beds 4 baths1,916 sq. ft.70 Wildwood Avenue, Madison, CT 06443
MLS# 24157672Listed by: William Pitt Sotheby's Int'l
$1,950,000Active3 beds 4 baths2,574 sq. ft.24 Ridgewood Avenue, Madison, CT 06443
MLS# 24157465Listed by: Coldwell Banker Realty