
509 Boston Post Rd, Madison, CT 06443
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
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Madison, CT 06443

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
Travel and Transit

Local Education
Primary and Secondary Schools
Island Avenue Elementary School
Grades K-5
Public
Walter C. Polson Upper Middle School
Grades 6-8
Public
Daniel Hand High School
Grades 9-12
Public
Data provided by GreatSchools.org © 2026. All rights reserved.
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.
Nearby Properties You Might Like
Within 50 Miles of 509 Boston Post Rd


Axis 201

Grand Reserve Orange
12 Month Lease

Oasis
12 Month Lease

The Pavilions





