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3 Beds
3 Baths
2,382 sqft

$12,000/month

509 Boston Post Road, Madison CT, 06443

Price per sqft$5.04
Built in1740
Property size2,382 sqft
Property typeResidential

Overview

Active

Listed Apr 14, 2026

Updated Jun 18

Sneak away from the hustle and bustle and spend the month of August at Captain Eber Judd House (circa 1740). This historical gem, reminiscent of Nantucket and Essex Whaling Captain's homes, oozes charm with its stunning wide plank floors, beams, and original fireplaces. Located in the heart of downtown Madison, it's just steps from the gorgeous beach, the quintessential downtown, and the Friday Farmer's Market. This home shines with historical moments, yet it is appointed with modern amenities, making time spent here a delight. Enjoy coffee in the morning in the three season sunroom, a glass of wine and views of the Long Island Sound by the firepit (s'mores anyone?), afternoon snoozes on the back terrace or cozy up with a book in the library or family room. The 1st floor features the cook's kitchen, elegant dining room, family room, library, sunroom, study, laundry room, and a full bath. You'll find 3 bedrooms and 2 full baths on the second floor. Tucked away, yet close to everything, this home is a wonderful place to hang your hat for the month of August. Truly one of a kind! Simply drop your bags and exhale. No pets or smoking, excellent credit is required.

Additional information

MLS® ID
24167301
Available since
April 14, 2026

Interior Features

Bedrooms
3
Bathrooms
3
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.71 Acres

 Courtesy of Phoebe Schreiner | William Pitt Sotheby's International Realty

Based on information from DASH - Sotheby's International Realty (SIR) as of 6/18/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Sotheby's International Realty (SIR). All rights reserved. 

Data last updated 1:22 PM UTC, 6/18/2026

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