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$995,000

109 Boston Post Rd Madison, CT 06443

3 beds
3 full
2,728 sqft
1.0 acres
$365 / sqft
House

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

Home typeOther
HeatingBaseboard, Radiant
StatusAccepting Backup Offers
(Under Contract - Continue to Show)
CoolingCentral Air
Size2,728 sqft
BasementYes
Lot size1 Acres
Year built1854
ParkingDetached Garage, Off Street Parking, Driveway
MLS #24106360
Garage2 spaces

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

IDXCopyright © 2025 Smart MLS. 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.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/15/2025, 6:45:30 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Jul 01, 2021
Home Sold
$750,000
Aug 14, 1992
Home Sold
$151,166

Tax history

YearAssessmentProperty 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.

All data from GreatSchools

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.

How much money do the neighbors make?

22%
<35k
34%
35k-100k
34%
100k-200k
10%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

41%
Single, No Kids
6%
Single, with Kids
31%
Married, No Kids
22%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

12%
<11 yrs old
9%
12-17 yrs old
9%
18-34 yrs old
44%
35-64 yrs old
26%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • BJs Wholesale ClubBJs Wholesale Club
  • Stein MartStein Mart
  • KmartKmart

Where do the neighbors go to eat?

  • PaneraPanera
  • Cracker BarrelCracker Barrel
  • Bob EvansBob Evans

What do the neighbors drive?

  • InfinitiInfiniti
  • LexusLexus
  • LincolnLincoln

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • News/Talk/InformationNews/Talk/Information
All data provided by Home Junction and Claritas

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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.

From Rocket Homes Real Estate and based on county public records data.

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