Sold
Last Sold Price
4 beds2.5 baths5,190 sqft$24/sqft
377 Boston Post Rd, Madison, CT 06443
Single FamilyProperty Type
2.47 acresLot Size
2000Year Built
$24/sq ftPrice per sq ft
Listing closed: 08/21/2000 08:00 AM

Recent comparable sales

Median sold price

$972,000

Avg days on market

71

Sale-to-list ratio

91.3%

Madison, CT

9 comparable properties found

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4
Bedrooms
4,910
Square Feet
1.84
Acres
$925,000 | 38 Sportsman Hill Road, Madison, CT 06443
2

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4
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5,624
Square Feet
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a aerial view of a house with a garden
3

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Sold 06/29/26

4
Bedrooms
4,565
Square Feet
0.46
Acres
$1,100,000 | 513 Boston Post Road, Madison, CT 06443
4

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Sold 12/18/25

4
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$895,000 | 519 Boston Post Road, Madison, CT 06443
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Sold 02/02/26

4
Bedrooms
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Square Feet
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$1,000,000 | 30 Governors Way, Madison, CT 06443
6

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Sold 11/01/24

4
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3,197
Square Feet
0.92
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$500,000

Sold 05/13/26

4
Bedrooms
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Bathrooms
1,144
Square Feet
1.3
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$972,000 | 114 Neck Road, Madison, CT 06443
8

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Sold 06/20/25

4
Bedrooms
3,068
Square Feet
0.93
Acres
$700,000 | 14 Timber Ridge Road, Madison, CT 06443
9

$700,000

Sold 06/02/25

4
Bedrooms
2,008
Square Feet
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Acres

Location

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Payment Calculator

$3,259 per month

30 year fixed, 6.55% Interest

Principal and Interest

$635

Property Taxes

$2,624

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 377 Boston Post Road

Property Details
Building Information
  • Stories: 3
  • Year Built: 2000
  • Lot Size: 2.47 AC / 107,593 SF

Property History for 377 Boston Post Road

DateEvent & SourcePriceAppreciation
Aug 21, 2000

Closed (Public Record)

Public Record #92251595

$890,388
Aug 21, 2000

Closed (Public Record)

Public Record #92251594

$125,000
DateEvent & SourcePrice
08/21/2000

Closed (Public Record)

Public Record #92251595

$890,388
08/21/2000

Closed (Public Record)

Public Record #92251594

$125,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 377 Boston Post Road

Taxable ValueLand$337,500Additions$1,066,600Total$1,404,100
Tax Record2025$31,494 ($2,624 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt5,190 SqFtAbove Grade Finished SqFt5,190 SqFtStories3Lot Size107,593 SqFtStyleSingle Family ResidenceYear Built2000Year Renovated2000ZoningR-1CountySOUTH CENTRAL CONNECTICUAPNMADI M:36 B:38-1

Schools near 377 Boston Post Road

This home is within Madison School District.
Rating
School
Type
Grades
Distance
Public - K to 3
Public - 6 to 8
Public - 9 to 12
Public - K to 3
Rating
School
Distance
Kathleen H. Ryerson Elementary School
PublicK to 3

Walter C. Polson Upper Middle School
Public6 to 8

Daniel Hand High School
Public9 to 12

J. Milton Jeffrey Elementary School
PublicK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 377 Boston Post Road, Madison, CT 06443
$125,000
4
2.5
5,190
107,593
$1,050,000
4
3,472
130,680
$265,250
4
3
2,806
33,541
$1,875,000
4
5,007
91,040
$241,000
3
2
1,971
40,511
$1,100,000
4
5,918
131,986

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.