108 Boston Post Road, Madison, CT 06443
SOLD
FEB 13, 2026

$549,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,700 sqft (on 0.92 acres)

108 Boston Post Road, Madison, CT 06443

Est. Refi. Payment $3,900/mo*
Refinance Your Home
Currently Off Market - Sold Feb 13, 2026 for $535,000 (7% below list price)

Home Value

Trulia Estimate
$549K
Since last month
Increased$6K (+1%)
Since last year
Decreased$27K (-4.6%)
Since last sale
Increased$14K (+2.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$549K
August 2026$549K
July 2026$544K
June 2026$544K
May 2026$540K
April 2026$538K
March 2026$538K
February 2026$536K
January 2026$555K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
40 Green Acres Drive, Madison, CT
0.17
Single-Family Home
$537,500
10/07/25
3
1.5
1,864
22 Nathans Lane, Madison, CT
0.39
Single-Family Home
$526,000
03/30/26
3
2
2,582
19 Green Acres Drive, Madison, CT
0.14
Single-Family Home
$660,000
05/04/26
4
2
1,903
9 Old Farms Road, Madison, CT
0.31
Single-Family Home
$551,000
01/20/26
4
1.5
1,828
10 Salem Road, Madison, CT
0.46
Single-Family Home
$470,000
08/12/26
3
2
1,865
101 Sandelwood Drive, Madison, CT
0.43
Single-Family Home
$530,000
08/07/26
3
2.5
2,196
70 Wildwood Avenue, Madison, CT
0.37
Single-Family Home
$695,000
03/31/26
3
3
1,916
178 Mungertown Road, Madison, CT
0.81
Single-Family Home
$515,000
04/27/26
3
2
1,896
73 Garnet Park Road, Madison, CT
0.45
Single-Family Home
$925,000
07/22/26
3
2
2,166

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
109 Boston Post Road, Madison, CT 06443
0.03
$975,200
3
3
2,728
Off Market
94 Boston Post Road, Madison, CT 06443
0.09
$676,200
2
2.5
1,668
Off Market
96 Boston Post Road, Madison, CT 06443
0.11
$775,500
4
2.5
2,296
Off Market
19 Green Acres Drive, Madison, CT 06443
0.14
$660,000
4
2
1,903
Recently Sold
67 Boston Post Road #8, Madison, CT 06443
0.20
$587,500
2
2.5
1,816
Recently Sold
40 Green Acres Drive, Madison, CT 06443
0.17
$558,700
3
1.5
1,864
Off Market
67 Boston Post Road #13, Madison, CT 06443
0.20
$719,600
2
2
2,057
Off Market
67 Boston Post Road #7, Madison, CT 06443
0.21
$715,200
2
2.5
2,252
Off Market
67 Boston Post Road #11, Madison, CT 06443
0.21
$638,800
2
2.5
1,748
Off Market
52 Sandlewood Drive, Madison, CT 06443
0.23
$698,200
3
2.5
2,438
Off Market
30 Sandlewood Drive, Madison, CT 06443
0.26
$797,400
4
2.5
2,836
Off Market

Local Information

  • Map ViewExplore the area around 108 Boston Post Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
0.92 acre lot
1,700 sqft
$315/sqft

About this House

Welcome antique home lovers!! This beautifully preserved and tastefully updated antique home, ideally situated on a generous 0.92-acre lot in the heart of Madison. Offering three bedrooms and two full baths, this residence perfectly balances historic character with everyday comfort. The inviting kitchen features exposed beams that bring warmth and charm, while thoughtful updates ensure a seamless blend of rustic style and modern convenience. Throughout the home, you'll find wood floors, period details, and sun-filled living spaces that create a warm, welcoming atmosphere. Enjoy the large L-shaped front porch-perfect for relaxing with a book or greeting neighbors. The expansive yard offers plenty of space for gardening, outdoor dining, or play. Conveniently located close to Madison's town center, beaches, and commuter routes, this home offers timeless appeal with unbeatable access to all the area has to offer.
108 Boston Post Road, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 1,700 sqft single-family home built in 1900. It last sold for $535,000 on Feb 13, 2026 (7% below the $575,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $549,300, with a rent estimate of $3,576/month.
Last check for updates: about 2 hours ago
Listed by Cindy Breckheimer, (860) 690-3141
Forever Homes Real Estate LLC, (860) 690-3141
Bought with: Susan Clifford, (203) 215-7261, Coldwell Banker Realty, (203) 245-4700
Source: Smart MLS, MLS#24113442

Home Details for 108 Boston Post Road

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1700 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Gas Water HeaterDishwasherLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: StoneNo Private Pool
Parking & Garage
No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1700 Square Feet

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1156422

Price & Status

Price
List Price: $575,000Price Per Sqft: $315/sqft
Status Change & Dates
Off Market Date: Thu Jan 01 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1700 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.92 acres

Miscellaneous

BasementMls Number: 24113442Attic: Walk-upAttribution Contact: (860) 690-3141Above Grade Unfinished Area: 1700Activation Date: Sat Jul 26 2025

Price and Tax history

DateEventPrice
Feb 13, 2026
Source: Smart MLS #24113442
Sold
$535,000
Jan 2, 2026
Source: Smart MLS #24113442
Pending
$575,000
Nov 22, 2025
Source: Smart MLS #24113442
PriceChange
$575,000
Price decreased by 2%
Oct 24, 2025
Source: Smart MLS #24113442
PriceChange
$585,000
Price decreased by 2%
Oct 3, 2025
Source: Smart MLS #24113442
PendingToActive
$595,000

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$710K
$53.67KMoM
Sale-to-List Price
101.6%
0.9%MoM
Price per sq ft
$334
$7MoM
Available listings
63
8MoM

Around this home

What Locals Say about Madison

At least 57 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 90 % Say yards are well-kept

  • 89 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 85 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 66 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 39 % Say there are community events

  • 31 % Say streets are well-lit

  • 29 % Say it's walkable to grocery stores

  • 26 % Say it's walkable to restaurants

  • 12 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Bussiere
    "My commute to work is under 15mins. I love the easy access to highways. There is public transportation available but I haven’t used it as of yet"
    0
    Flag
  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
    Flag
  • Ginavan1
    "Good schools . Neighbors are nice and welcoming. Good sense of community. Clean, safe and great outdoors."
    0
    Flag
  • Jv4450
    "I’m just trying my luck with this and it doesn’t look too great for the job and the way the company looks I just have no confidence "
    0
    Flag
  • Trulia User
    "I’ve lived here for 30 years. Home prices continue to go up with the NYC families inching this way causing taxes to get out of control. "
    1
    Flag
  • Diana
    "I see people walking dogs but there is no dog park like in neighboring towns. However, there are many walking trails that you can take your leashed dog to walk in."
    4
    Flag
  • Elizabeth L.
    "Great neighborhood. Great schools. Beautiful town. Great library. Great beaches. New England vibe. Shoreline East train takes you to new Haven with direct connection to NYC. "
    2
    Flag
  • Cassidy W.
    "Great place. Been here for 23 years, wouldn’t change a thing. Very small town. Not a lot of commercial business in Madison, close by in Guilford, very local business oriented. "
    1
    Flag
  • Diana
    "People seem friendly enough but aren’t nosy neighbors. I think it would be fairly easy for young families to socially connect."
    2
    Flag
  • Jcimino5
    "Nice community with good school system and organized sports teams. Nice beach and walking trails. Can get a bit crowded in the summer."
    2
    Flag
  • Mike H.
    "A wonderful seaside community. Colonial New England meets the beach. Great Resaurant’s and small businesses. "
    0
    Flag
  • Junedday1
    "I've lived in this neighborhood for 9 years and love it. Great neighbors, quite, well-maintained and very safe."
    3
    Flag
  • Bob B
    "Great community. Families partipate in local activities. Safe town. Beautiful town beach properties. Great local shopping and restaurants. School system is top notch and lots of state parks close by. It’s really a picture perfect town. Lived in Madison for 42 years "
    0
    Flag
  • Robuess
    "Its the best town in America hands down. We love the local restaurants and can ride our bikes to the beach. Friendly locals who will stop and ask if you need help. Very fortunate to have lived here for 40 years!!"
    0
    Flag
  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
    Flag
  • Pamelajbrown1234
    "Almost everyone has a dog, we take them everywhere. There is a dog park in town. People walk their dogs all over town and down at Hammonasette State Park. Dogs mostly seem very well trained and socialized"
    7
    Flag
  • Nicole L.
    "There is a real sense of community and people actually care about each other here. Schools are excellent and our beaches make it feel like you're always on vacation. "
    0
    Flag
  • Mike H.
    "I’ve lived here since 1990 and love it! There’s everything here, from great dining and great bookstore, coffee shops and terrific local cinema!"
    0
    Flag
  • David F.
    "Great for young families!"
    0
    Flag
  • Robert S.
    "We have lived in Madison for 15 years. This is a great neighborhood with only 12 houses. It is quiet and private as well as being a friendly and considerate group of folks. Mix of retierees and families with close proximity to many local amenities."
    0
    Flag

LGBTQ Local Legal Protections

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Frequently asked questions about 108 Boston Post Road

  • What is 108 Boston Post Road estimated to be worth?
    Trulia's estimated value for 108 Boston Post Road in Madison, CT is $549,300.
  • What is the price history for 108 Boston Post Road?
    108 Boston Post Road in Madison, CT last sold for $535,000 in February 2026.
  • Is Madison a buyer's or seller's market?
    Madison is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $710K. That is down $53.67K from the prior month.
  • Does 108 Boston Post Road have air conditioning?
    Yes, 108 Boston Post Road in Madison, CT has air conditioning.
  • Does 108 Boston Post Road have laundry facilities?
    Yes, 108 Boston Post Road in Madison, CT has laundry facilities.

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