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

$2,322,900

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,956 sqft (on 3 acres)

383 Boston Post Rd, Madison, CT 06443

Madison Center
Est. Refi. Payment $16,251/mo*
Refinance Your Home
Currently Off Market - Sold Nov 18, 2022 for $1,800,000

Home Value

Trulia Estimate
$2.32M
Since last month
Increased$17K (+0.7%)
Since last year
Increased$134K (+6.1%)
Since last sale
Increased$529K (+29.4%)
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 +99% in the last 10 years
MonthEstimated value
2026
August 2026$2.33M
August 2026$2.32M
July 2026$2.31M
June 2026$2.39M
May 2026$2.34M
April 2026$2.29M
March 2026$2.27M
February 2026$2.24M
January 2026$2.2M
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
31 Stony Lane Lot 3 Road, Madison, CT
0.23
Single-Family Home
$1,875,000
06/29/26
4
3.5
4,565
31 Stony Lane Lot 6 Road, Madison, CT
0.19
Single-Family Home
$2,001,250
01/28/26
4
3.5
3,400
395 Boston Post Road, Madison, CT
0.21
Single-Family Home
$1,400,000
05/01/26
4
5
3,779
37 Lantern Hill Road, Madison, CT
0.36
Single-Family Home
$2,700,000
09/01/26
5
5.5
7,139
43 Burcam Drive, Madison, CT
0.33
Single-Family Home
$941,000
10/01/25
3
3
2,393
584 Boston Post Road, Madison, CT
0.87
Single-Family Home
$1,525,000
10/01/25
5
5.5
6,278
36 Cedar Lane, Madison, CT
1.14
Single-Family Home
$2,310,000
07/15/26
4
4
3,926
513 Boston Post Road, Madison, CT
0.58
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
101 Garnet Park Road, Madison, CT
1.24
Single-Family Home
$2,175,000
08/27/26
4
3.5
3,822
519 Boston Post Road, Madison, CT
0.60
Single-Family Home
$895,000
02/02/26
4
2.5
2,691

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
27 Sterling Park, Madison, CT 06443
0.18
$937,100
3
2.5
2,458
Off Market
31 Stony Lane Lot 6 Road, Madison, CT 06443
0.19
$2,001,250
4
3.5
3,400
Recently Sold
395 Boston Post Road, Madison, CT 06443
0.21
$1,400,000
4
5
3,779
Recently Sold
31 Stony Lane Lot 3 Road, Madison, CT 06443
0.23
$1,875,000
4
3.5
4,565
Recently Sold
43 Fort Path Road, Madison, CT 06443
0.28
$503,000
3
1.5
1,346
Recently Sold
374 Boston Post Road, Madison, CT 06443
0.26
$1,525,800
5
3.5
3,060
Off Market
43 Burcam Drive, Madison, CT 06443
0.33
$978,400
3
3
2,393
Off Market
51 Lantern Hill, Madison, CT 06443
0.32
$3,568,300
5
6.5
6,000
Off Market
45 Burcam Drive, Madison, CT 06443
0.36
$1,171,000
5
4
4,449
Off Market
23 Lantern Hill, Madison, CT 06443
0.35
-
-
-
-
Off Market
37 Lantern Hill, Madison, CT 06443
0.36
$2,102,800
4
4.5
5,400
Off Market
37 Lantern Hill Road, Madison, CT 06443
0.36
$2,700,000
5
5.5
7,139
Recently Sold

Local Information

  • Map ViewExplore the area around 383 Boston Post Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
3 acre lot
4,956 sqft
$469/sqft

About this House

SEEKING A 5 BEDROOM HOME CLOSE TO TOWN? Situated in one of the nicest enclaves in Madison, complete with natural gas heat and public water, this Peter Smith built home offers an open floor plan with over 5000sf of living space. The first floor hosts a stylish Kitchen with granite counters, stainless appliances and island. The inviting Family Room overlooks the backyard and offers a gas fireplace. Adjacent to the Kitchen, is the elegant and oversized Dining Room. To complete the 1st floor, there is a bedroom (with full bath) for those that need one level living. The 2nd floor is home to 4 other bedrooms, including the an immaculate Master Suite. The bonus room, over the garage, is perfect for any combination of play space, gym, office or even movie theater! The 3 acre "rectangular" lot offers tons of privacy. Additional features include: a gunite heated pool, with spa feature, surround patio, deck and fenced in area, full house generator and professional landscaping. This home provides LOADS of privacy, but is close to downtown Madison, the Madison Country Club and the Madison Surf Club. The house has all the bells and whistles and offers the discerning Buyer everything they may be seeking. Come see.
383 Boston Post Rd, Madison, CT 06443 is a 5 bedroom, 4 bathroom, 4,956 sqft single-family home in Madison Center, built in 1999. It last sold for $1,800,000 on Nov 18, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,322,900, with a rent estimate of $7,624/month.

Home Details for 383 Boston Post Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherPatio
Pool
Pool

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 3.00 acres

Price and Tax history

DateEventPrice
Nov 18, 2022
Source: Smart MLS #170526688
Sold
$1,800,000
Oct 2, 2022
Source: Smart MLS #170526688
Listed For Sale
$2,000,000
May 19, 2020
Source: Agent Provided
ListingRemoved
$1,149,000
Feb 28, 2020
Source: Agent Provided
Listed For Sale
$1,149,000
Jan 19, 2020
Source: Agent Provided
ListingRemoved
$1,200,000

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

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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 383 Boston Post Rd

  • What is 383 Boston Post Rd estimated to be worth?
    Trulia's estimated value for 383 Boston Post Rd in Madison, CT is $2,322,900.
  • What is the price history for 383 Boston Post Rd?
    383 Boston Post Rd in Madison, CT last sold for $1,800,000 in November 2022.
  • 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 383 Boston Post Rd have air conditioning?
    Yes, 383 Boston Post Rd in Madison, CT has air conditioning.
  • Does 383 Boston Post Rd have a pool?
    Yes, 383 Boston Post Rd in Madison, CT has a pool.

Explore by feature - Pet Friendly

8 pet-friendly rentals in Madison, CT

Explore by feature - Air Conditioning

19 rentals with air conditioning in Madison, CT

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Madison, CT

Apartments for Rent

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Off Market Homes Near 383 Boston Post Rd

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