Skip to content
  • Photo - 509 Boston Post Rd
$12,000 Total Monthly Price

509 Boston Post Rd, Madison, CT 06443

Last Updated:

What This House Offers

Call for Availability - 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. MLS# 24167301

Unit

  • $12,000 Total Monthly Price
  • 3 Beds
  • 3 Baths
  • 2382 sq. ft.
  • Available Now

509 Boston Post Rd is a single-family home for rent in Madison, CT

Home Details

Home Design

  • Built in 1740
  • Cape Cod Architecture

Interior Spaces

  • Fireplace
  • 2382 Sq Ft Home

Kitchen

  • Oven or Range
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Full Bathrooms
  • 3 Bedrooms | 3 Bathrooms
  • 3 Bedrooms

Laundry

  • Laundry Room
  • Dryer
  • Laundry on main level
  • Washer

Attic

  • Attic
  • Walk-In Attic

Basement

  • Crawl Space

Parking

  • Private Driveway
  • 2 Parking Spaces

Lot Details

  • 30928 Sq Ft Lot

Utilities

  • Central Air
  • Public Water Source
  • Heating System Uses Natural Gas

Listing and Financial Details

  • Assessor Parcel Number 1154704

Community Details

Pet Policy

  • No Pets Allowed

Explore Commute Options

Destination Address
  • Drive Time
    --
  • Walk Time
    --
  • Bike Ride Time
    --
  • Public Transit
    --

What's nearby 509 Boston Post Rd

Loading...

Get In Touch

Property Address:
509 Boston Post Rd,
Madison, CT 06443
Listed by
Phoebe Finch | William Pitt Sotheby's Int'l
Phone Number: (617) 645-3907
SmartMLS#CT

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Area Scores

Walkability

Somewhat walkable30 / 100

Transit

Some public transit40 / 100

Driveability

Exceptionally drivable100 / 100

Bikeability

Somewhat bikeable30 / 100

Scores provided by

Travel and Transit

Commuter Rail
5 min Drive
Commuter Rail
11 min Drive
Airport
Tweed/New Haven
26 min Drive
Tweed-New Haven

Local Education

Primary and Secondary Schools

undefined rating

Island Avenue Elementary School

Grades K-5

Public

9 rating

Walter C. Polson Upper Middle School

Grades 6-8

Public

10 rating

Daniel Hand High School

Grades 9-12

Public

Data provided by GreatSchools.org © 2026. All rights reserved.

GreatSchools Logo

Discover Guilford, Madison, CT

Shopping Centers

Shoppers will appreciate 509 Boston Post Rd proximity to Madison Shopping Plaza and Madison Commons. Madison Shopping Plaza is 0.7 miles away, and Madison Commons is within a 29 minute walk.

Commuting

With a TransitScore of 40, 509 Boston Post Rd has some public transit, including 5 transit stops within 12.9 miles. Transit options include Madison and Clinton.

Parks and Recreation

Recreational activities near 509 Boston Post Rd are plentiful. Discover 3 parks within 4 miles, including Meigs Point Nature Center, Hammonasset Beach State Park, and Guilford Salt Meadow Sanctuary.

Airports

Living in Guilford provides easy access to Tweed/New Haven, located just 25 minutes from 509 Boston Post Rd.

Protect yourself from fraud. Do not send money to anyone you don't know.
Avoid Scams

Nearby Properties You Might Like

Within 50 Miles of 509 Boston Post Rd

Find More Rentals in Madison

Call