#24106565, Jen Bordonaro, Listing office: William Pitt Sotheby's Int'l

109 Boston Post Rd Madison, CT 06443
Property details
About 109 Boston Post Rd
Built in 1854 for the Chittenden family, this historic Madison home sits on a beautifully landscaped, level one-acre lot and blends classic New England charm with modern upgrades. The main residence features three bedrooms on the second floor, plus a finished third-floor loft that serves as a fourth bedroom, office, or playroom. A highlight is the detached oversized garage with a connected studio suite and full bath-ideal as a guest house, gym, studio, or office. The interior has been meticulously restored, including windows, doors, and moldings, with fully updated HVAC, plumbing, and electrical systems. The formal living room includes hardwood floors, wood-burning fireplaces, and custom built-ins. The dramatic dining room boasts vaulted ceilings, exposed beams, a stone fireplace, and wide-plank floors. A sunlit kitchen features garden views on three sides, granite counters, stainless appliances, and opens to a deck overlooking the yard. A den with built-ins, family room, and full bath complete the first floor. Upstairs, the primary suite has vaulted ceilings with skylights, carpet, and a spa-style bath with sauna shower. Two additional bedrooms with hardwood floors share a tiled bath with claw-foot tub. A bonus room offers flex space. The finished third-floor loft adds even more. Just minutes from beaches, shops, dining, trails, trains, and highways-this is a rare chance to own a piece of Madison history with space to live, create, and entertain.
Highlights
(Under Contract - Continue to Show)
Summary
- Full Bathrooms: 3
- Appliances: Electric Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
- Basement: Yes
- Interior: Auto Garage Door Opener, Cable - Available
- Total Bedroom Count: 3
- Garage Space: 2 spaces
- Attached Garage: No
- Private Pool: No
- Parking: Detached Garage, Off Street Parking, Driveway
- Exterior: Deck, Gutters, Garden Area, Lighting, Underground Sprinkler
- Architectural Style: Colonial
- Heating: Baseboard, Radiant
- Cooling: Central Air
- List Price: $995,000
- Price/SqFt: $364
- Annual Tax Amount: $13,922
- Tax Year: 2024
- Lot: Level, Landscaped
- Directions: 109 Boston Post Road between Wildwood Avenue & Green Acres Drive
- Year Built: 1854
- Living Area: 2,728 SqFt
- Lot Size: 1 Acres
- MLS Number: 24106360
- Office Name: Seabury Hill REALTORS
- Office Phone: (203) 562-1220
- Office Email: jack@seaburyhill.com
- Listing Agent: John Hill
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Price information
Property sales
Date | Event | Price |
---|---|---|
Jul 01, 2021 | Home Sold | $750,000 |
Aug 14, 1992 | Home Sold | $151,166 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2024 | $632,800 | $13,922 |
2023 | $424,400 | $12,719 |
2022 | $424,400 | $12,482 |
2021 | $424,400 | $12,244 |
2020 | $424,400 | $12,032 |
2019 | $424,400 | $12,032 |
History based on county public records data.
Nearby schools
7
Calvin Leete Elementary School
Public District KG-4
1.6 mi
•280 S Union St
7
A. W. Cox Elementary School
Public District KG-4
3.1 mi
•143 Three Mile Crse
9
Dr. Robert H. Brown Intermediate School
Public District 4-5
3.9 mi
•980 Durham Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $91,362. The most common annual income of people living in Madison, CT is between $35k-100k. Most families are single, no kids. The majority of residents in this area have post secondary degree education.
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Frequently asked questions
About 109 Boston Post Rd
The listing price of 109 Boston Post Rd property is $995,000.
The property 109 Boston Post Rd is a house located in Madison, Connecticut, 06443.
Accepting Backup Offers: 109 Boston Post Rd is Accepting Backup Offers (Active Under Contract), there is still a chance to have your real estate agent submit an offer.
The nearby schools for 109 Boston Post Rd are: Calvin Leete Elementary School (GreatSchools Rating 7/10), A. W. Cox Elementary School (GreatSchools Rating 7/10), Dr. Robert H. Brown Intermediate School (GreatSchools Rating 9/10), Walter C. Polson Middle School (GreatSchools Rating 9/10), Elisabeth C. Adams Middle School (GreatSchools Rating 8/10), Jared Eliot School (GreatSchools Rating 5/10), Daniel Hand High School (GreatSchools Rating 10/10), Guilford High School (GreatSchools Rating 9/10), The Morgan School (GreatSchools Rating 6/10).
According to the records, the last property tax for 2024 is $13,922 (source: MLS/based on county public records data).
The last sale was on July 1, 2021 for $750,000 (source: MLS/tax record).
The property at 109 Boston Post Rd has 3 bedrooms and 3 bathrooms.
The property 109 Boston Post Rd is 2,728 SqFt (source: MLS/tax record).
The year of construction for 109 Boston Post Rd is 1854.
This home is located at 109 Boston Post Rd in Madison, CT and zip code 06443. This 2,728 square foot home, which was built in 1854, sits on a 1.00 acre lot. Features: 3 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 24, 2025 and is currently priced at $995,000.
In June 2025 more than 19 listings in Madison, CT were sold above the asking price. During the same period more than 2 listings were sold at asking price, while more than 9 were sold below. The number of listings in Madison, CT remained the same between May and June 2025.