Google street view image for 536 Boston Post Rd, Madison, CT 06443

Off Market Sep 1992 for $490K

$1,785,201

Est. refi paymentEst. refi $3,058/mo

•

3.5 ba

•

3,804

sq ft

536 Boston Post Rd, Madison, CT 06443

About this home

536 Boston Post Rd is a 3,804 square foot house on a 4.19 acre lot with 5 bedrooms and 3.5 bathrooms. - it last sold on September 29, 1992 for $490,000. Based on Redfin's Madison data, we estimate the home's value is $1,785,201.

Single-familyProperty Type

1822Year Built

4.19 acresLot Size

$469Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,785,201

$1.3M since sold in September 1992$34K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.8% higher than the average sale price ($1.61M) of 6 comparable homes.

SOLD AUG 17, 2026
$2,145,000
A
4 beds3.5 baths3,697 sq ft
880 Boston Post Rd, Madison, CT 06443
SOLD JUL 15, 2026
$2,310,000
B
4 beds4 baths3,926 sq ft
36 Cedar Ln, Madison, CT 06443
SOLD MAY 29, 2026
$875,000
C
5 beds3.5 baths3,568 sq ft
114 Rolling Meadow Rd, Madison, CT 06443
SOLD AUG 17, 2026
$1,940,000
D
5 beds3 baths2,920 sq ft
52 E Wharf Rd, Madison, CT 06443
SOLD JUL 17, 2026
$1,400,000
E
4 beds3 baths3,046 sq ft
55 Island Ave, Madison, CT 06443
SOLD JUL 7, 2026
$1,000,000
F
4 beds2.5 baths3,909 sq ft
125 Wildcat Rd, Madison, CT 06443

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Earn from this home

Sell

$1,680,646

Est. take-home

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Est. cash available

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Rent

$4,795/mo

Redfin rental estimate

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Market trends in 06443, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

+0.1% MoM

Median sale price

$731K

$26K MoM

Avg. days on market

45d

6 days MoM

Recently sold homes

15 MoM

New listings for sale

NEW 30 HRS AGO
$524,000
3 beds2 baths1,288 sq ft
35 Aileen Dr, Madison, CT 06443
$500,000
2 beds2 baths1,280 sq ft
22 Thelbridge St #22, Madison, CT 06443
COMING SOON
$4,499,000
6 beds6.5 baths5,817 sq ft
14 Middle Beach Rd W, Madison, CT 06443
$561,000
3 beds1 bath1,023 sq ft
1466 Durham Rd, Madison, CT 06443
COMING SOON
$1,700,000
3 beds3 baths2,674 sq ft
50 Webster Point Rd, Madison, CT 06443
$350,000
4 beds2.5 baths2,004 sq ft
22 Pine Ridge Dr, Madison, CT 06443
$3,000,000
4 beds5 baths4,833 sq ft
17 Barberry Ln, Madison, CT 06443
$349,900
2 beds1 bath625 sq ft
66 Wildcat Rd, Madison, CT 06443
$210,000
1 bed0.5 baths732 sq ft
40 East St, Madison, CT 06443
$260,000
1 bed1 bath806 sq ft
10 Brantwood Dr #10, Madison, CT 06443
See all

Provided by Redfin

Sale history for 536 Boston Post Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,424 (+1.9%)

$211,800 + $436,300

$648,100

2022

$19,061 (+1.9%)

$211,800 + $436,300

$648,100

2021

$18,698 (+1.8%)

$211,800 + $436,300

$648,100

2020

$18,374

$211,800 + $436,300

$648,100

2019

$18,374 (+7.3%)

$211,800 + $436,300

$648,100

2018

$17,124 (+2.7%)

$184,100 + $426,600

$610,700

2017

$16,672 (+3.1%)

$184,100 + $426,600

$610,700

2016

$16,177 (+5.0%)

$184,100 + $426,600

$610,700

2014

$15,409 (−19.4%)

$184,100 + $428,100

$612,200

2010

$19,118

$295,800 + $641,800

$937,600

Tax history for 536 Boston Post Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,424 (+1.9%)

$211,800 + $436,300

$648,100

2022

$19,061 (+1.9%)

$211,800 + $436,300

$648,100

2021

$18,698 (+1.8%)

$211,800 + $436,300

$648,100

2020

$18,374

$211,800 + $436,300

$648,100

2019

$18,374 (+7.3%)

$211,800 + $436,300

$648,100

2018

$17,124 (+2.7%)

$184,100 + $426,600

$610,700

2017

$16,672 (+3.1%)

$184,100 + $426,600

$610,700

2016

$16,177 (+5.0%)

$184,100 + $426,600

$610,700

2014

$15,409 (−19.4%)

$184,100 + $428,100

$612,200

2010

$19,118

$295,800 + $641,800

$937,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 12

Exterior

Exterior Information
Building Style Type: Colonial
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,804
Gross Sq. Ft: 8,280
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 182,516
Municipality Name: MADISON
Acres: 4.19
Zoning Code: R-2
State Use Description: RESIDENTIAL-MULTIPLE BLDGS

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,804
Stories: 2.0
Lot Size: 4.19 acres
Style: Single Family Residential
Year Built: 1822
Year Renovated: —
County: New Haven County
APN: 1154776

Home facts updated by county records on Jul 13, 2023

Around this home

Schools
Places
Transit

J. Milton Jeffrey Elementary School

Public K-3 • Assigned • 1.3mi

10/10

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 1.4mi

9/10

Daniel Hand High School

Public 9-12 • Assigned • 1.4mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 93° expected this year, 18 days in 30 years

7/10 Wind Factor

78% chance of strong winds in next 30 years

5/10 Air Factor

5 unhealthy days expected this year, 8 days in 30 years

Provided by First Street

Historical weather

Madison, CT • 06443

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

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.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.70M – $2.05M

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Nearby similar homes

$2,190,000

5 beds3 baths3,172 sq ft

15 Highland Ter, Madison, CT 06443

$138,000

1 bed1 bath476 sq ft

16 North St, Madison, CT 06443

$450,000

4 beds2 baths2,592 sq ft

27 Pine Ridge Dr, Madison, CT 06443

$724,900

4 beds2 baths1,833 sq ft

4 Pine Pl, Clinton, CT 06413

$629,000

4 beds2.5 baths2,151 sq ft

3 Medley Ln, Clinton, CT 06413

$1,299,000

3 beds3 baths1,188 sq ft

32 Liberty St, Madison, CT 06443

New listings for sale in 06443

NEW 30 HRS AGO

$524,000

3 beds2 baths1,288 sq ft

35 Aileen Dr, Madison, CT 06443

$500,000

2 beds2 baths1,280 sq ft

22 Thelbridge St #22, Madison, CT 06443

COMING SOON

$4,499,000

6 beds6.5 baths5,817 sq ft

14 Middle Beach Rd W, Madison, CT 06443

$561,000

3 beds1 bath1,023 sq ft

1466 Durham Rd, Madison, CT 06443

COMING SOON

$1,700,000

3 beds3 baths2,674 sq ft

50 Webster Point Rd, Madison, CT 06443

$350,000

4 beds2.5 baths2,004 sq ft

22 Pine Ridge Dr, Madison, CT 06443

$3,000,000

4 beds5 baths4,833 sq ft

17 Barberry Ln, Madison, CT 06443

$349,900

2 beds1 bath625 sq ft

66 Wildcat Rd, Madison, CT 06443

$210,000

1 bed0.5 baths732 sq ft

40 East St, Madison, CT 06443

Home values near 536 Boston Post Rd

Data from public records.

Address	Redfin Estimate
519 Boston Post Rd, Madison, CT 4 Beds \| 2.5 Baths \| 2691 Sq. Ft.	$1,145,375
526 Boston Post Rd, Madison, CT 4 Beds \| 3 Baths \| 3266 Sq. Ft.	$1,247,712

Address	Redfin Estimate
513 Boston Post Rd, Madison, CT 4 Beds \| 2.5 Baths \| 3031 Sq. Ft.	$1,400,441
534 Boston Post Rd, Madison, CT 5 Beds \| 2 Baths \| 2669 Sq. Ft.	$1,092,961

Address	Redfin Estimate
509 Boston Post Rd, Madison, CT 3 Beds \| 3 Baths \| 2382 Sq. Ft.	$925,690
506 Boston Post Rd, Madison, CT 4 Beds \| 2.5 Baths \| 2667 Sq. Ft.	$1,522,605

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06443, CT

Sale history for 536 Boston Post Rd

Tax history for 536 Boston Post Rd

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 536 Boston Post Rd

More real estate resources