509 Boston Post Road, Madison, Connecticut

$12,000

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3

Beds

3

Baths

2,382

Square feet

0.71

Acres

About 509 Boston Post Road

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.

Features of 509 Boston Post Road

MLS® # 24167301
Price $12,000
Bedrooms 3
Bathrooms 3.00
Full Baths 3
Square Footage 2,382
Acres 0.71
Type Residential Rental
Sub-Type Single Family Rental
Style Cape Cod
Status Active

Community Information

Address 509 Boston Post Road
Area N/A
City Madison
County New Haven
State Connecticut
Zip Code 06443

Amenities

Parking Spaces 2
Parking Driveway
Is Waterfront No
Waterfront Walk to Water, View
Has Pool No

Interior

Appliances Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Heating Hot Air, Natural Gas
Cooling Central Air
Fireplace No
Has Basement Yes
Basement Crawl Space

Exterior

Lot Description Sloping Lot, Cleared, Professionally Landscaped

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed April 15th, 2026
Days on Market 148
Zoning R-1
RE / Bank Owned No

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on September 10th, 2026 at 2:25am EDT.