363 Boston Post Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

$2,072,600

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 4,031 sqft (on 1.10 acres)

363 Boston Post Rd, Madison, CT 06443

Madison Center
Refinance Your Home
Currently Off Market - Sold Nov 8, 2018 for $950,000

Home Value

Trulia Estimate
$2.07M
Since last month
Increased$86K (+4.3%)
Since last year
Increased$208K (+11.1%)
Since last sale
Increased$1M (+119.1%)
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 +174% in the last 10 years
MonthEstimated value
2026
August 2026$2.08M
August 2026$2.07M
July 2026$2M
June 2026$2.18M
May 2026$2.11M
April 2026$2.02M
March 2026$1.98M
February 2026$1.92M
January 2026$1.85M
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
395 Boston Post Road, Madison, CT
0.15
Single-Family Home
$1,400,000
05/01/26
4
5
3,779
31 Stony Lane Lot 3 Road, Madison, CT
0.14
Single-Family Home
$1,875,000
06/29/26
4
3.5
4,565
31 Stony Lane Lot 6 Road, Madison, CT
0.11
Single-Family Home
$2,001,250
01/28/26
4
3.5
3,400
43 Burcam Drive, Madison, CT
0.50
Single-Family Home
$941,000
10/01/25
3
3
2,393
37 Lantern Hill Road, Madison, CT
0.45
Single-Family Home
$2,700,000
09/01/26
5
5.5
7,139
519 Boston Post Road, Madison, CT
0.67
Single-Family Home
$895,000
02/02/26
4
2.5
2,691
513 Boston Post Road, Madison, CT
0.64
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
584 Boston Post Road, Madison, CT
0.96
Single-Family Home
$1,525,000
10/01/25
5
5.5
6,278
115 River Edge Farms Road, Madison, CT
1.04
Single-Family Home
$1,300,000
10/20/25
5
2.5
3,077
62 Wellsweep Drive, Madison, CT
1.20
Single-Family Home
$1,080,000
11/14/25
4
3.5
3,660

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
374 Boston Post Road, Madison, CT 06443
0.08
$1,525,800
5
3.5
3,060
Off Market
31 Stony Lane Lot 6 Road, Madison, CT 06443
0.11
$2,001,250
4
3.5
3,400
Recently Sold
348 Boston Post Road, Madison, CT 06443
0.11
$1,679,900
3
2.5
2,100
Off Market
31 Stony Lane Lot 3 Road, Madison, CT 06443
0.14
$1,875,000
4
3.5
4,565
Recently Sold
395 Boston Post Road, Madison, CT 06443
0.15
$1,400,000
4
5
3,779
Recently Sold
27 Maplewood Lane, Madison, CT 06443
0.28
$765,200
3
2
1,938
Off Market
27 Sterling Park, Madison, CT 06443
0.34
$937,100
3
2.5
2,458
Off Market
287 Boston Post Road, Madison, CT 06443
0.36
$850,500
3
2
2,093
Off Market
30 Overlook Drive, Madison, CT 06443
0.37
$1,242,000
4
2.5
2,855
Off Market
50 Whedon Lane, Madison, CT 06443
0.40
$1,743,600
3
3
2,724
Off Market
33 Overlook Drive, Madison, CT 06443
0.40
$1,825,000
6
4.5
4,903
Off Market
273 Boston Post Road, Madison, CT 06443
0.43
$1,153,700
5
3.5
3,318
Off Market

Local Information

  • Map ViewExplore the area around 363 Boston Post Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1830
1.1 acre lot
4,031 sqft
$514/sqft

About this House

The Shelly House, an 1830 Greek Revival, has been a prominent Madison residence for many years. The house has now been transformed into an exquisite home for the 21st century with all the amenities desired for contemporary living while continuing to maintain its historic charm. Kitchen with maple cabinets, Carrara marble back splash, Wolf range, Sub Zero Refrigerator and Brazilian granite counters. Bathrooms with tumbled marble, natural stone & Grohe fixtures. Constructed with the highest standards, hurricane rated Andersen windows, hydro air heating and new septic. Three fireplaces, one with its original bee-hive oven. Legal apartment can be rented, used for in-law or out of town guests. Professionally landscaped with Pennsylvania blue stone and granite stone wall. Madison a charming town with beautiful beaches. Property is across from Madison County Club , near beaches and close to downtown. A short commute to New Haven via Madison train station.
363 Boston Post Rd, Madison, CT 06443 is a 5 bedroom, 5 bathroom, 4,031 sqft single-family home in Madison Center, built in 1830. It last sold for $950,000 on Nov 8, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,072,600, with a rent estimate of $6,703/month.

Home Details for 363 Boston Post Rd

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1830
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.10 acres

Price and Tax history

DateEventPrice
Nov 8, 2018
Source: Smart MLS #170021017
Sold
$950,000
Oct 6, 2018
Source: Agent Provided
Pending
$995,000
Jun 8, 2018
Source: Agent Provided
PriceChange
$995,000
Price decreased by 13%
Oct 6, 2017
Source: Agent Provided
PriceChange
$1,149,000
Price decreased by 4%
Aug 15, 2017
Source: Agent Provided
PriceChange
$1,195,000
Price decreased by 11%

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

Neighborhood Overview

Madison Center
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Madison Center

At least 1 Trulia users voted on each feature.

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say it's dog friendly

  • 100 % Say there's wildlife

  • 100 % Say neighbors are friendly

  • 50 % Say there are community events

  • 50 % Say streets are well-lit

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
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LGBTQ Local Legal Protections

Frequently asked questions about 363 Boston Post Rd

  • What is 363 Boston Post Rd estimated to be worth?
    Trulia's estimated value for 363 Boston Post Rd in Madison, CT is $2,072,600.
  • What is the price history for 363 Boston Post Rd?
    363 Boston Post Rd in Madison, CT last sold for $950,000 in November 2018.
  • 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.
  • How big is the lot at 363 Boston Post Rd?
    The lot at 363 Boston Post Rd in Madison, CT is about 1.1 acres.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Madison, CT

Explore by feature - Air Conditioning

18 rentals with air conditioning in Madison, CT

Explore by feature - Washer/dryer

21 rentals with a washer/dryer in Madison, CT

Apartments for Rent

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