$935,570
SOLD AUG 14, 2025

109 Boston Post Rd Madison, CT 06443

3 Beds
3 Baths
2,728 Sq Ft
1 Acres

Recently Sold

$343 Per Sq Ft

6% Below List Price

42 Days on Market

Highlights

  • Detached Guest House
  • Colonial Architecture
  • Finished Attic
  • Walter C. Polson Upper Middle School Rated A
  • Deck
  • Attic

About This Home

As of August 2025

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.

Last Agent to Sell the Property

Jack Hill

Seabury Hill REALTORS License #REB.0795121 Listed on: 06/24/2025

Last Buyer's Agent

Anne-Marie Pagli

William Raveis Real Estate License #RES.0753464

William Raveis Real Estate

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,194

Year Built

  • Built in 1854

Lot Details

  • 1 Acre Lot
  • Sprinkler System
  • Garden
  • Property is zoned R-2

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Stone Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Wood Siding
  • Clap Board Siding
  • Radon Mitigation System

Interior Spaces

  • 2,728 Sq Ft Home
  • 2 Fireplaces
  • Unfinished Basement
  • Basement Fills Entire Space Under The House

Kitchen

  • Built-In Oven
  • Electric Cooktop
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 3 Full Bathrooms

Laundry

  • Laundry on lower level
  • Dryer
  • Washer

Attic

  • Walkup Attic
  • Finished Attic

Parking

  • 2 Car Garage
  • Parking Deck
  • Automatic Garage Door Opener
  • Driveway

Outdoor Features

  • Deck
  • Exterior Lighting
  • Rain Gutters

Utilities

  • Central Air
  • Radiator
  • Baseboard Heating
  • Heating System Uses Natural Gas
  • Cable TV Available

Additional Features

  • Detached Guest House
  • Property is near shops

Listing and Financial Details

  • Assessor Parcel Number 1156415

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,194

Year Built

Built in 1854

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 2728
  • Total Sq Ft: 2728
  • Year Built: 1854
  • New Construction: No/Resale
  • Nearby Amenities: Park, Shopping/Mall, Tennis Courts
  • In Law Access: Detached
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: Yes
  • Radon Mitigation Water Ynu: No
  • Directions: 109 Boston Post Road between Wildwood Avenue & Green Acres Drive
  • Financing Used: Cash
  • In Law Apartment: Possible
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Fireplaces: 2
  • Attic Description: Finished, Walk-up
  • Basement Description: Full, Unfinished
  • Interior Amenities: Auto Garage Door Opener, Cable - Available
  • Appliances: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Laundry Room Location: Basement laundry
  • Laundry Room Info: Lower Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Deck, Gutters, Garden Area, Lighting, Underground Sprinkler
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete, Stone
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Driveway Type: Crushed Stone
  • Total Parking Spaces: 4
  • Garage And Parking: Detached Garage, Off Street Parking, Driveway

Utilities

  • Cooling System: Central Air
  • Heat Type: Baseboard, Radiator
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Other
  • Water Source: Public Water Connected
  • Sewer: Septic

Lot Info

  • Acres: 1
  • Lot Description: Level Lot Professionally Landscaped
  • Zoning: R-2
  • Parcel #: 1156415

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 14194

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jun 24, 2025
Closed on
Aug 14, 2025
Sold by
Cohen Adam B
Bought by
Robert and Robert Tina Beltrone
Seller's Agent
Jack Hill
Seabury Hill REALTORS
Buyer's Agent
Anne-Marie Pagli
William Raveis Real Estate
List Price
$995,000
Sold Price
$935,570
Premium/Discount to List
-$59,430
-5.97%
Views
51
Current Estimated Value
$962,309

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$26,739
Avg. Annual Appreciation
7.70%

Purchase Details

Listed on
Mar 30, 2021
Closed on
Jun 28, 2021
Sold by
Bosco Dominic E and Bosco Cathi S
Bought by
Cohen Adam B
Seller's Agent
Diane Beckwith Popolizio
William Raveis Real Estate
Buyer's Agent
Jack Hill
Seabury Hill REALTORS
List Price
$749,900
Sold Price
$750,000
Premium/Discount to List
$100
0.01%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
5.50%
Original Mortgage
$600,000
Interest Rate
2.9%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
Aug 14, 1992
Sold by
Matthies William W and Matthies Marilyn N
Bought by
Bosco Dominic E and Hay Cathi S

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$131,166
Interest Rate
9%
Mortgage Type
Purchase Money Mortgage
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $935,570 --
Warranty Deed $750,000 None Available
Warranty Deed $750,000 None Available
Warranty Deed $151,166 --
Warranty Deed $151,166 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $600,000 Purchase Money Mortgage
Previous Owner $131,166 Purchase Money Mortgage
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
08/14/2025 08/14/25 Sold $935,570 -6.0% $343 / Sq Ft
08/08/2025 08/08/25 Pending -- -- --
06/26/2025 06/26/25 For Sale $995,000 +32.7% $365 / Sq Ft
06/28/2021 06/28/21 Sold $750,000 0.0% $244 / Sq Ft View Prior Sale
05/27/2021 05/27/21 Pending -- -- --
04/08/2021 04/08/21 For Sale $749,900 -- $244 / Sq Ft
Source: SmartMLS

Tax History Compared to Growth

Source: Public Records

Tax History

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 $14,194 $632,800 $190,600 $442,200
2024 $13,922 $632,800 $190,600 $442,200
2023 $12,719 $424,400 $119,300 $305,100
2022 $12,482 $424,400 $119,300 $305,100
2021 $12,244 $424,400 $119,300 $305,100
2020 $12,032 $424,400 $119,300 $305,100
2019 $12,032 $424,400 $119,300 $305,100
2018 $10,751 $383,400 $110,600 $272,800
2017 $10,467 $383,400 $110,600 $272,800
2016 $10,156 $383,400 $110,600 $272,800
2015 $9,876 $383,400 $110,600 $272,800
2014 $7,969 $316,600 $106,100 $210,500
Source: Public Records

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24106360

SmartMLS

APN: MADI-000044-000000-000033