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
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
What's nearby 509 Boston Post Rd
Get In Touch
Madison, CT 06443
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Area Scores
Walkability
Somewhat walkable
Transit
Some public transit
Driveability
Exceptionally drivable
Bikeability
Somewhat bikeable
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Driveability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
Soundscore™
Active
A Sound Score rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.
Travel and Transit
Commuter Rail
5 min Drive
Commuter Rail
11 min Drive
Airport
26 min Drive
Local Education
Primary and Secondary Schools
J. Milton Jeffrey Elementary School
Grades K-5
Public
Island Avenue Elementary School
Grades K-5
Public
Dr. Robert H. Brown Middle School
Grades K-5
Public
Lewin G. Joel Jr. School
Grades PK-5
Public
Walter C. Polson Upper Middle School
Grades 6-8
Public
Our Lady of Mercy Preparatory Academy
Grades K-8
Private
Our Lady of Mercy School
Grades PK-8
Private
Daniel Hand High School
Grades 9-12
Public
Oxford Academy
Grades 6-12
Private
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 9.7 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.
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