856 Boston Post Rd, Madison, CT 06443
OFF MARKET

$2,133,300

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 5,586 sqft (on 1.81 acres)

856 Boston Post Rd, Madison, CT 06443

Madison Center
Est. Refi. Payment $14,762/mo*
Refinance Your Home
Currently Off Market - Sold Jan 26, 2009 for $350,000

Home Value

Trulia Estimate
$2.13M
Since last month
Increased$57K (+2.7%)
Since last year
Increased$24K (+1.1%)
Since last sale
Increased$2M (+509.5%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$2.13M
July 2026$2.08M
June 2026$2.12M
May 2026$2.13M
April 2026$2.05M
March 2026$2.03M
February 2026$2.02M
January 2026$2.01M
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
880 Boston Post Road, Madison, CT
0.05
Single-Family Home
$2,145,000
08/17/26
4
3.5
3,697
37 Lovers Lane, Madison, CT
0.34
Single-Family Home
$1,100,000
06/15/26
5
4.5
3,194
36 Cedar Lane, Madison, CT
0.34
Single-Family Home
$2,310,000
07/15/26
4
4
3,926
32 Park Ave, Madison, CT
0.53
Single-Family Home
$146,000
06/01/26
5
5
5,472
584 Boston Post Road, Madison, CT
0.40
Single-Family Home
$1,525,000
10/01/25
5
5.5
6,278
77 East Wharf Road, Madison, CT
0.32
Single-Family Home
$2,500,000
04/20/26
5
6
4,450
40 Puritan Lane, Madison, CT
0.53
Single-Family Home
$625,000
03/02/26
4
3.5
2,656
52 East Wharf Road, Madison, CT
0.20
Single-Family Home
$1,940,000
08/17/26
5
3
2,920
16 Yankee Peddler Path, Madison, CT
0.79
Single-Family Home
$645,000
05/12/26
4
3.5
3,590
55 Island Avenue, Madison, CT
0.41
Single-Family Home
$1,400,000
07/17/26
4
3
3,046

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
880 Boston Post Road, Madison, CT 06443
0.05
$2,145,000
4
3.5
3,697
Recently Sold
875 Boston Post Road APT 3, Madison, CT 06443
0.08
$837,600
2
2.5
1,513
Off Market
826 Boston Post Road, Madison, CT 06443
0.10
$2,176,300
7
5.5
5,023
Off Market
5 East Wharf Road #5, Madison, CT 06443
0.10
$1,743,000
3
2.5
3,736
Off Market
27 Evarts Lane #27, Madison, CT 06443
0.11
$1,116,100
2
2.5
2,353
Off Market
908 Boston Post Road #908, Madison, CT 06443
0.12
$1,250,000
3
2.5
2,368
Recently Sold
29 Evarts Lane #29, Madison, CT 06443
0.11
$1,583,300
3
3.5
3,059
Off Market
25 Evarts Lane #25, Madison, CT 06443
0.12
$1,060,300
2
2.5
2,356
Off Market
24 Evarts Lane #24, Madison, CT 06443
0.12
$1,078,700
2
2.5
2,418
Off Market
5 Evarts Lane #5, Madison, CT 06443
0.13
$1,200,000
2
2.5
2,418
Recently Sold
3 Evarts Lane #3, Madison, CT 06443
0.13
$1,824,300
2
2.5
2,881
Off Market
21 Evarts Lane #21, Madison, CT 06443
0.13
$1,225,000
2
2.5
2,587
Recently Sold

Local Information

  • Map ViewExplore the area around 856 Boston Post Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1903
Lot Size
1.81 acres
Living Area
5,586 sqft
Price/Sqft
$382

About this House

Welcome to "The Ledges" an INTOWN, south of the Post Road PRIVATE estate/family compound like no other on the Ct Shoreline. Referred to as the flagship property of downtown Madison, this turn of the century house, built in 1903, sits proudly on top of a hill on 1.81 acres offering convenience yet total privacy. The house is an architectural gem w/high ceilings, hand-carved period moldings, French doors, bay windows, balconies a large porch and beautiful bluestone terrace. As you enter the front door, the 'piece de resistance' is a two-story spiral staircase. Light filled rooms w/plaster walls exude old-world charm throughout. The four of 4.5 bathrooms have all been custom designed w/marble floors, imported tiles & Waterworks fixtures. Large eat-in kitchen w/original tall glass front cabinets w/ a butler's pantry & wet bar. The greenhouse has French doors w/north & south access to the yard. Comfortable study/sitting rm has views of the property from its large bay window. Elegant south facing dining & living room to the right & left of the foyer...elevator. 4 beautiful bedrooms on the 2nd floor. Finished attic rooms for studio/office/storage.A gardener's dream property includes topiary gardens, specimen plantings, sprawling stone walls & terraced yard. 4 car detached carriage house includes a caretaker's/in law apart. 2nd apart creates au pair quarters/ or in-home office. Sub-divide possibilty-Owner/agent.Walk to beach, train and town... Amazing in town, private property
856 Boston Post Rd, Madison, CT 06443 is a 5 bedroom, 5 bathroom, 5,586 sqft single-family home in Madison Center, built in 1903. It last sold for $350,000 on Jan 26, 2009. More recently, it was listed as a rental in August 2017 with an asking price of $1,300 per month. That rental listing was removed on August 10, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,133,300, with a rent estimate of $7,523/month.

Home Details for 856 Boston Post Rd

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 15
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherGardenPatio

Property Information

Year Built
Year Built: 1903
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Lot Information

Lot Area: 1.81 acres

Price and Tax history

DateEventPrice
Oct 3, 2020
Source: Agent Provided
ListingRemoved
$2,250,000
Mar 22, 2020
Source: Agent Provided
Listed For Sale
$2,250,000
Sep 20, 2019
Source: Agent Provided
ListingRemoved
$2,250,000
Sep 10, 2019
Source: Agent Provided
PriceChange
$2,250,000
Price decreased by 2%
Jun 21, 2019
Source: Agent Provided
PriceChange
$2,300,000
Price decreased by 4%

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 856 Boston Post Rd

  • What is 856 Boston Post Rd estimated to be worth?
    Trulia's estimated value for 856 Boston Post Rd in Madison, CT is $2,133,300.
  • What is the price history for 856 Boston Post Rd?
    856 Boston Post Rd in Madison, CT last sold for $350,000 in January 2009.
  • 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 856 Boston Post Rd?
    The lot at 856 Boston Post Rd in Madison, CT is about 1.8 acres.

Explore by feature - Pet Friendly

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Explore by feature - Washer/dryer

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