This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/34
$12,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/34
Property Description
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.
Full Property Details
Full Property Details for 509 Boston Post Rd
General
- Rent: $12,000
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24167301
- Updated: 4/15/2026
- Added to Site: 90 day(s) ago
Rental Information
- Rental Type: One Month
- Lease Terms: Per Month
Interior
- Number of Rooms: 9
- Appliances: Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom - Full Bath, Upper
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
Other Rooms
- Family Room: Family Room, Main
- Kitchen: Kitchen, Main
- Dining Room: Dining Room, Main
- Study: Main
- Library: Library, Main
- Laundry: Main Level
Exterior
- Color: White
Parking
- Total Spaces: 2
- Parking: Driveway
Location
- County: New Haven
- Driving Directions: Boston Post Road heading south. Entrance across from Cherry Lane. Half moon driveway. Be mindful as you enter. The mailbox is on the far side.
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Basement Desc.: Crawl Space
- Attic: Yes
- Square Feet: 2,382
- Above Ground: 2,382 Sq. Ft.
- Year Built: 1740
Lot Features
- Lot Size (Acres): 0.71
- Driveway/Sidewalk: Private, Crushed Stone
- Zoning: R-1
- Lot Description: Sloping Lot, Cleared, Professionally Landscaped
Water Features
- Water Front Desc.: Walk to Water, View
Financial Considerations
- Tenant Pays: Not Applicable
Disclosures and Reports
- Property ID: 1154704
Listed by William Pitt Sotheby's Int'l, Phoebe Finch
Schools
Schools serving 509 Boston Post Rd
School District:Madison School District
| Name | Grades | Distance |
|---|---|---|
J. Milton Jeffrey Elementary School 331 Copse Road, Madison, CT 06443 | K-3 | 1.3 mi |
Dr. Robert H. Brown Middle School 980 Durham Road, Madison, CT 06443 | 4-5 | 4.4 mi |
Walter C. Polson Upper Middle School 302 Green Hill Road, Madison, CT 06443 | 6-8 | 1.4 mi |
Daniel Hand High School 286 Green Hill Road, Madison, CT 06443 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 509 Boston Post Rd
Date
Details
Price
Change
Source
4/14/2026
Listed
$12,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
509 Boston Post Road, Madison, CT 06443 (MLS# 24167301) is a Single Family property with 3 bedrooms and 3 full bathrooms. 509 Boston Post Road is currently listed for rent at $12,000 and was received on April 14, 2026. Want to learn more about 509 Boston Post Road? Do you have questions about finding other real estate for sale or rent in Madison? You can browse all Madison rentals or contact a Coldwell Banker agent to request more information.

