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Sold on 02/12/2016
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566 Boston Post Rd, Madison, CT 06443

  • $1,350,000

    Last sold 02/12/2016 for $615K

  • 3

    bed

  • 1

    bath

  • 2,241

    Sqft ($274/Sqft)

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About 566 Boston Post Rd

Property type House
Year built 1675
HOA fee $0/month
Lot size 1.3 Acre
Movoto estimate
Parking 2 garage spaces
Property description
General George Washington was served lunch here! Long believed to be the oldest home in Madison (c.1675) recent research reveals the possibility of a slightly later birthdate, (c.1720). Add your own history to this fascinating landmark property across from the Town Green on this LARGE, 1.3 acre site. A perfect example of the Colonial saltbox style this home has been featured in many books & articles on period homes. A true piece of New England history yet very warm & liveable. When the locally prominent Dudley family owned the property they entertained George Washington. That was the Spring of 1776 -the home was operated as a tavern and reputedly offered the best food in then "East Guilford". For the purist, there is plenty to love. For modern use, the house is remarkably comfortable and easily adapts to improvements and updates. Original fireplaces, corner cupboards, wide plank floors, paneling, beams, and hand wrought hardware are just some of the original touches lovingly respected and preserved down through the generations. This is the beautiful white, wood roofed house with the charming decorative fence that defines the south side of Route One, bordered by picturesque Island Avenue. Be a part of the New England village experience-the 4th of July parade route will come just by your front gate, and you are only steps to all that downtown has to offer. Find yourself walking to everything, including LI Sound!See virtual tour for floor plan.
Listed by
Listing Agent - Margaret Muir
Listing Office - William Pitt Sotheby's Int'l
Source: CONNECT MLS mls logo
MLS#N10020145 • last updated 9 years ago
Movoto checked CONNECT MLS for data 4 minutes ago
Overview
Heating Radiator, Oil
Levels/Style Colonial
Type Single Family For Sale
Virtual Tour N/A
SqFt 2241
Lot Size (Acres) 1.3
Property Tax 8632
Interior
Total # of Bathrooms 1
# of Full Baths 1
Total # of Bedrooms 3
Total # of Rooms 7
Laundry Lower Level
Attic Walk-up
Interior Features Cable - Available
Exterior
Garage Detached Garage
# Garage Spaces 2
Amenities / Utilities
Sewer/ Septic Cesspool
Location
Elementary School Island Avenue
High School Daniel Hand
APN 1155940
Directions Boston Post Road To Corner Of Island Avenue
Lot/ Land Details
Lot Improvements Fence - Partial
$1.35M
Range: $1.05M-$1.64M
Last 30 days 
  • Feb 2016
    Public Records
  • Feb 16, 2016 Sold
    $615,000
  • Feb 2016
    mls logo MLS # N10020145
  • Feb 12, 2016 Sold
    $615,000 (-10.7%)
  • Jul 2, 2015 Price Change
    $689,000 (-5.5%)
  • Feb 12, 2015 Listed
    $729,000 (-2.8%)
  • Oct 2014
    mls logo MLS # M9145947
  • Oct 15, 2014 Withdrawn
  • Mar 6, 2014 Listed
    $750,000
  • Year Property taxes Tax assessment
  • 2024
    $16,605 +2.0%
    $740,300
  • 2023
    $16,287 +19.9%
    $740,300 +60.31%
  • 2022
    $13,582 +1.9%
    $461,800
  • 2021
    $13,323 +1.8%
    $461,800
  • 2020
    $13,092
    $461,800
  • 2019
    $13,092 +12.9%
    $461,800 +11.68%
  • 2018
    $11,595 +26.7%
    $413,500 +23.4%
  • 2017
    $9,148 +3.1%
    $335,100
  • 2016
    $8,877 +2.8%
    $335,100
  • 2015
    $8,632
  • 566 Boston Post Rd
    $615K
  • 06443
    $998K +26% y/y
  • Madison
    $784K -17% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
558 Boston Post Rd, Madison, CT 06443 $2,075,000 4/3 5,807 0.03
574 Boston Post Rd, Madison, CT 06443 $2,015,000 4/3 4,294 0.04
554 Boston Post Rd, Madison, CT 06443 $1,445,000 4/2 3,168 0.06
15 Island Ave, Madison, CT 06443 $2,497,000 5/5 5,030 0.06
582 Boston Post Rd, Madison, CT 06443 $637,000 2/1 1,204 0.07
548 Boston Post Rd, Madison, CT 06443 $1,960,000 4/2 2,704 0.08
21 Island Ave, Madison, CT 06443 $1,853,000 4/3 2,749 0.08
584 Boston Post Rd, Madison, CT 06443 $1,835,000 6/5 4,790 0.1

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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9/10
Walter C. Polson Upper Middle School
public Grades 6-8
Madison School District
Source: GreatSchools.org © 2026. All rights reserved.

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