Google street view image for 542 Boston Post Rd, Madison, CT 06443

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Sold

$1,179,476

Est. refi paymentEst. refi $3,951/mo

•

3 ba

•

3,198

sq ft

542 Boston Post Rd, Madison, CT 06443

About this home

Wow! 2 Homes set on large, 1.5 Acre, level lot across from the green. Front home currently divided as 2-family. Cape in back is a 3 bdr home. Enjoy antinque shows, concerts and parades. Walk to town and beaches. Great investment/oppty.

Multi-familyProperty Type

1789Year Built

1.5 acresLot Size

$369Est. Price/Sq.Ft.

4 car garageParking

Source:Public Records

Redfin Estimate

$1,179,476

$584K since sold in December 2010$58K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.6% lower than the average sale price ($1.25M) of 6 comparable homes.

SOLD SEP 17, 2026
$3,400,000
A
4 beds3 baths2,902 sq ft
39 Flying Point Rd, Branford, CT 06405
SOLD SEP 29, 2026
$455,000
B
3 beds3 baths2,688 sq ft
135 Parsonage Hill Rd, North Branford, CT 06405
SOLD OCT 20, 2026
$645,000
C
6 beds3.5 baths3,408 sq ft
186 Damascus Rd, Branford, CT 06405
SOLD SEP 14, 2026
$601,000
D
4 beds2 baths2,280 sq ft
174 Whitfield St, Guilford, CT 06437
SOLD AUG 19, 2026
$526,000
E
5 beds3 baths2,256 sq ft
208 Twin Lakes Rd, North Branford, CT 06471
SOLD JAN 7, 2026
$1,870,000
F
4 beds3.5 baths3,376 sq ft
65 Water St, Guilford, CT 06437

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Earn from this home

Sell

$1,109,689

Est. take-home

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Refinance

Est. cash available

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Market trends in 06443, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.7%

+0.4% MoM

Median sale price

$799K

$6K MoM

Avg. days on market

38d

5 days MoM

Recently sold homes

2 MoM

New listings for sale

$1,779,000
3 beds2.5 baths2,566 sq ft
16 North Ave, Madison, CT 06443
$499,900
3 beds2 baths1,994 sq ft
8 Stephanie Ct, Madison, CT 06443
OPEN SUN, 12PM TO 1:30PM
$499,900
3 beds3 baths1,944 sq ft
25 Samantha Ln, Madison, CT 06443
COMING SOON
$1,299,000
5 beds3.5 baths4,723 sq ft
37 Silo Hl, Madison, CT 06443
$549,900
4 beds2 baths1,728 sq ft
252 Boston Post Rd, Madison, CT 06443
$275,000
2 beds1 bath751 sq ft
59 EAST St, Madison, CT 06434
$550,000
2 beds2 baths1,316 sq ft
91 Neck Rd, Madison, CT 06443
$550,000
2 beds2 baths1,280 sq ft
23 Wilshire Rd Unit A, Madison, CT 06443
$665,000
3 beds2.5 baths2,237 sq ft
3 Poole Rd, Madison, CT 06443
See all

Provided by Redfin

Sale history for 542 Boston Post Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,636 (+1.9%)

$179,800 + $275,200

$455,000

2022

$13,382 (+1.9%)

$179,800 + $275,200

$455,000

2021

$13,127 (+1.8%)

$179,800 + $275,200

$455,000

2020

$12,899

$179,800 + $275,200

$455,000

2019

$12,899 (−3.2%)

$179,800 + $275,200

$455,000

2018

$13,322 (+2.7%)

$150,200 + $324,900

$475,100

2017

$12,970 (+3.1%)

$150,200 + $324,900

$475,100

2016

$12,585 (+5.2%)

$150,200 + $324,900

$475,100

2014

$11,958 (+2.7%)

$150,200 + $324,900

$475,100

2010

$11,647

$258,100 + $313,100

$571,200

Tax history for 542 Boston Post Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,636 (+1.9%)

$179,800 + $275,200

$455,000

2022

$13,382 (+1.9%)

$179,800 + $275,200

$455,000

2021

$13,127 (+1.8%)

$179,800 + $275,200

$455,000

2020

$12,899

$179,800 + $275,200

$455,000

2019

$12,899 (−3.2%)

$179,800 + $275,200

$455,000

2018

$13,322 (+2.7%)

$150,200 + $324,900

$475,100

2017

$12,970 (+3.1%)

$150,200 + $324,900

$475,100

2016

$12,585 (+5.2%)

$150,200 + $324,900

$475,100

2014

$11,958 (+2.7%)

$150,200 + $324,900

$475,100

2010

$11,647

$258,100 + $313,100

$571,200

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

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.5 Acres

Year renovated

—

Sq. Ft.

3,198

Year built

1789

Style

Multi-Family (2-4 Unit)

County

New Haven County

APN

1155944

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Around this home

Schools

K - 12
Preschool & daycare

J. Milton Jeffrey Elementary School

Public K-3 • Assigned • 1.3mi

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 1.4mi

10/10

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

$1.12M – $1.36M

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Nearby similar homes

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New listings for sale in 06443

$1,779,000

3 beds2.5 baths2,566 sq ft

16 North Ave, Madison, CT 06443

Deeded beach rights • 0.23 acre lot • 2 garage spots

$499,900

3 beds2 baths1,994 sq ft

8 Stephanie Ct, Madison, CT 06443

Quiet cul-de-sac • Updated kitchen • Walkout access

OPEN SUN, 12PM TO 1:30PM

$499,900

3 beds3 baths1,944 sq ft

25 Samantha Ln, Madison, CT 06443

Cul-de-sac setting • Open floor plan • Center island

COMING SOON

$1,299,000

5 beds3.5 baths4,723 sq ft

37 Silo Hl, Madison, CT 06443

Eat-in kitchen • Granite counters • Large deck

$549,900

4 beds2 baths1,728 sq ft

252 Boston Post Rd, Madison, CT 06443

Generous grounds • Lush greenery • Updated kitchen

$275,000

2 beds1 bath751 sq ft

59 EAST St, Madison, CT 06434

Finished porch • Remodeled kitchen • Quarts countertops

$550,000

2 beds2 baths1,316 sq ft

91 Neck Rd, Madison, CT 06443

New furnace • Security system • 6,969 sq ft lot

$550,000

2 beds2 baths1,280 sq ft

23 Wilshire Rd Unit A, Madison, CT 06443

Private backyard • Inviting living room • Fireplace

$665,000

3 beds2.5 baths2,237 sq ft

3 Poole Rd, Madison, CT 06443

Private sanctuary • Wooded grounds • Flexible floor plan

Home values near 542 Boston Post Rd

Data from public records.

Address	Redfin Estimate
536 Boston Post Road, Madison, CT 5 Beds \| 3.5 Baths \| 3804 Sq. Ft.	$1,754,912
509 Boston Post Road, Madison, CT 3 Beds \| 3 Baths \| 2382 Sq. Ft.	$950,938
506 Boston Post Road, Madison, CT 4 Beds \| 2.5 Baths \| 2667 Sq. Ft.	$1,431,894
524 Boston Post Road, Madison, CT 4 Beds \| 2.5 Baths \| 2287 Sq. Ft.	$1,134,591
566 Boston Post Road, Madison, CT 3 Beds \| 1 Baths \| 2241 Sq. Ft.	$1,114,997
530 Boston Post Road, Madison, CT 3 Beds \| 2.5 Baths \| 2736 Sq. Ft.	$1,196,597
1 Advent Hill Road, Madison, CT 3 Beds \| 3 Baths \| 3852 Sq. Ft.	$1,113,672

Address	Redfin Estimate
519 Boston Post Road, Madison, CT 4 Beds \| 2.5 Baths \| 2691 Sq. Ft.	$1,155,132
526 Boston Post Road, Madison, CT 4 Beds \| 3 Baths \| 3266 Sq. Ft.	$1,266,075
514 Boston Post Road, Madison, CT 4 Beds \| 2 Baths \| 1628 Sq. Ft.	$987,466
574 Boston Post Road, Madison, CT 4 Beds \| 3.5 Baths \| 4294 Sq. Ft.	$1,604,509
548 Boston Post Road, Madison, CT 4 Beds \| 2.5 Baths \| 2704 Sq. Ft.	$1,836,550
21 Island Avenue, Madison, CT 4 Beds \| 3.5 Baths \| 2559 Sq. Ft.	$1,326,770
33 Copse Road, Madison, CT 4 Beds \| 1.5 Baths \| 2340 Sq. Ft.	$1,150,347

Address	Redfin Estimate
513 Boston Post Road, Madison, CT 4 Beds \| 2.5 Baths \| 3031 Sq. Ft.	$1,483,002
534 Boston Post Road, Madison, CT 5 Beds \| 2 Baths \| 2669 Sq. Ft.	$1,096,261
518 Boston Post Road, Madison, CT 3 Beds \| 3 Baths \| 3964 Sq. Ft.	$1,678,918
558 Boston Post Road, Madison, CT 4 Beds \| 3.5 Baths \| 5807 Sq. Ft.	$1,724,596
554 Boston Post Road, Madison, CT 4 Beds \| 2.5 Baths \| 3168 Sq. Ft.	$1,594,250
32 Island Avenue, Madison, CT 4 Beds \| 4 Baths \| 4045 Sq. Ft.	$2,180,827
27 Copse Road, Madison, CT 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$685,478

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542 Boston Post Rd, Madison, CT 06443

About this home

Redfin Estimate

Earn from this home

Market trends in 06443, CT

Sale history for 542 Boston Post Rd

Tax history for 542 Boston Post Rd

Public record

Property details

Public facts

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 542 Boston Post Rd

More real estate resources

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