This home's estimate is 24% higher than the average sale price ($1.97M) of 6 comparable homes.
Search- Overview
- Sale & tax history
- Property details
- Neighborhood
- Climate
373 Boston Post Rd, Madison, CT 06443
About this home
Don’t miss this singular opportunity to live in a spectacular home known for its presence, style and privacy. Sitting high on a hill overlooking estate like grounds with seasonal views of Madison Golf Course and Long Island Sound, this property is truly one-of-a-kind. Just minutes from Madison center, Madison train station, I-95, and many beautiful beaches, this home is the principal residence of one of the town’s most respected builders. Its sun-filled interior highlights loving attention to detail, premium finishes and superior craftsmanship. There is an upscale, entertainment-size kitchen, an exquisite master suite, home office, fabulous exercise room complete with full bath, and a two story carriage-style garage with space for an office/studio above. A new roof, newer mechanicals, whole house generator, upgraded bathrooms, and town water and gas complete the picture. A rare opportunity and one not to be missed. VIRTUAL TOUR ATTACHED. Move in ready. Owner/ agent
Redfin Estimate
Earn from this home
List your home with Redfin and save $24,470
Get cash now or lower your monthly rate
List your home for rent
Market trends in 06443, CT
Last updated July 2026
Buyer's Market
Seller's Market
Seller's market
See all
Provided by Redfin
Sale history for 373 Boston Post Rd
$437/sq ft
$449/sq ft
$449/sq ft
$31/sq ft
Tax history for 373 Boston Post Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Detached Garage
- Garages Number: 2
Interior
- Virtual Tour Information
- Has Virtual Tour
- Interior Information
- Total Rooms: 10
- Laundry Room Info: Upper Level
- Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Security System
- Built In Audio, Thermostat(s)
- Fireplaces Total: 3
- Cooling System: Central Air, Zoned
- Appliances Included: Gas Cooktop, Electric Range, Oven/Range, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Disposal, Washer, Electric Dryer
- Bathroom Information
- # of Baths (Full): 4
- # of Baths (Half): 1
- Bedroom Information
- Beds Total: 4
- Room Information
- Rooms Additional: Exercise Room, Laundry Room
- Room Count: 11
- Basement Description: Full With Hatchway, Partially Finished, Liveable Space, Storage
- Has Attic
- Attic Description: Pull-Down Stairs
Exterior
- Exterior Features
- Roof Information: Asphalt Shingle
- Exterior Siding: Shake, Wood
- Exterior Features: Balcony, French Doors, Porch, Stone Wall, Underground Sprinkler, Underground Utilities
- Lot Information
- Lot Description: Dry, Water View, Golf Course View, Treed, Professionally Landscaped
- Building Information
- Foundation Type: Concrete
- Construction Description: Frame
- Color: Capecod gray
- Property Information
- Waterfront Description: View
- Radon Mitigation Air
- Property Type: Single Family For Sale
- Living Area SQFT Per Public Record: 4142
- Driveway Type: Private, Paved
Financial
- Assessments Information
- Assessed Value: $624,400
Utilities
- Utility Information
- Water Source: Public Water Connected
- Sewage System: Septic
- Hot Water Description: Electric, Tankless Hotwater
- Heat Type: Hydro Air, Zoned
- Heat Fuel Type: Natural Gas
- Energy Features: Generator
Location
- School Information
- High School: Daniel Hand
- Elementary School: Per Board of Ed
- Location Information
- State: Connecticut
- Nearby Amenities: Bocci Court, Golf Course, Library, Medical Facilities, Private School(s), Public Transportation, Putting Green, Tennis Courts
- Directions: RT 1 to 373 Boston Post Road
- County: New Haven
Public facts
- Beds: 4
- Baths: 4.5
- Sq. Ft.: 4,142
- Stories: 2.0
- Lot Size: 1.59 acres
- Style: Single Family Residential
- Year Built: 1997
- Year Renovated: —
- County: New Haven County
- APN: 1155668
Other
- Documents & Disclosures
- Supplement Count Public: 1
Around this home
Schools
Public K-3 • Assigned • 1.1mi
Public 6-8 • Assigned • 1.1mi
Public 9-12 • Assigned • 1.0mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 93° expected this year, 18 days in 30 years
80% chance of strong winds in next 30 years
5 unhealthy days expected this year, 8 days in 30 years
Sun exposure
In this area, properties receive around 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06443
Home values near 373 Boston Post Rd
| Address | Redfin Estimate |
|---|---|
4 Beds | 4 Baths | 3831 Sq. Ft. | $1,660,437 |
3 Beds | 3.5 Baths | 3091 Sq. Ft. | $1,238,193 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 4 Baths | 5224 Sq. Ft. | $1,904,107 |
5 Beds | 4.5 Baths | 4031 Sq. Ft. | $1,636,059 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 5 Baths | 5918 Sq. Ft. | $1,908,501 |
4 Beds | 5 Baths | 3779 Sq. Ft. | $1,532,049 |
More real estate resources
- Neighborhoods
- Minor Civil Divisions
- Cities
- Zip Codes
- Popular Searches
| Long Island homes for sale |
| Guilford homes for sale | |||
| Wallingford homes for sale | |||
| Southington homes for sale | |||
| Madison homes for sale | |||
| Branford homes for sale |
| New Haven homes for sale | |||
| Clinton homes for sale | |||
| Middletown homes for sale |
| 06443 homes for sale | |||
| 06413 homes for sale |
Find us
Subsidiaries
Affiliated Business
Copyright: © 2026 Redfin. All rights reserved.
Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.
Do not sell or share my personal information.
REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.
California DRE #01521930
Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures
New Mexico Real Estate Licenses
TREC: Info About Brokerage Services, Consumer Protection Notice
All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.
Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.
If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.
REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.




































United States
Canada