Off Market Feb 2018 for $500K

$848,519

Est. refi paymentEst. refi $3,219/mo

•

2,288

sq ft

294 Boston Post Rd, Madison, CT 06443

About this home

Have you been thinking about downsizing, living south of route 1, close to beaches, town & I95? Now is your opportunity to move into a fully renovated, charming home. Set on a private road (Whedon Lane) and only 1.2 miles from Madison Center, this one-level living home full of character shows pride of ownership and is set on a flat, half an acre which has been beautifully, professionally landscaped-with blooming seasonal perennials, including a fenced-in backyard, Ipe deck the length of the house, providing a private retreat. HUGE 1324 SF LOWER LEVEL; 500+-OF WHICH IS PARTIALLY FINISHED with laundry room.This home has been lovingly renovated from top to bottom since 2006. Improvements include: gutted kitchen now with SS appliances and Granite counters, Brazilian cherry wood floors open to dining room; 200 AMP upgrade, connected to City GAS and WATER (with energy efficient cast iron baseboards), Renai On Demand hot water heater, furnace; Addition of Sun/mudroom with tall ceilings and full bath with skylight above tiled shower, cedar shake siding, windows, roof, patio, Azek, gutters, lighting/fans and fresh paint. Fenced-in rear yard complete with outdoor shower--2 CAR GARAGE w/extra parking area for all of your guests. Bike to schools, walk to Lowry and Strong Fields and Surf Club Beach. One floor living at its best--just move in and enjoy the downtown lifestyle. NO Association dues or flood insurance currently here! Located just two hours from NY and Boston. Agent/Owner

Single-familyProperty Type

1955Year Built

0.49 acresLot Size

$371Est. Price/Sq.Ft.

2 car garageParking

Listed by Dawn Famiglietti • Compass Connecticut, LLC

Listed by Lisa Rollins • Compass Connecticut, LLC

Bought with Dawn Famiglietti • Compass Connecticut, LLC

Bought with Lisa Rollins • Compass Connecticut, LLC

Source:Smart MLS #170004248

Redfin Estimate

$848,519

$349K since sold in February 2018$55K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39.7% higher than the average sale price ($607K) of 5 comparable homes.

SOLD JUL 22, 2026
$925,000
A
3 beds2 baths2,166 sq ft
73 Garnet Park Rd, Madison, CT 06443
SOLD AUG 7, 2026
$530,000
B
3 beds2.5 baths2,196 sq ft
101 Sandelwood Dr, Madison, CT 06443
SOLD AUG 12, 2026
$470,000
C
3 beds2 baths1,865 sq ft
10 Salem Rd, Madison, CT 06443
SOLD AUG 7, 2026
$585,000
D
3 beds2 baths1,781 sq ft
86 Davis Dr, Guilford, CT 06437
SOLD MAR 30, 2026
$526,000
E
3 beds2 baths2,582 sq ft
22 Nathans Ln, Madison, CT 06443

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Earn from this home

Sell

$468,729

Est. take-home

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Refinance

Est. cash available

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Rent

$3,144/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 1 DAY 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
See all

Provided by Redfin

Sale history for 294 Boston Post Rd

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Year

Property tax

Land + Additions

Assessment*

2023

$10,040 (+1.9%)

$166,700 + $168,300

$335,000

2022

$9,852 (+1.9%)

$166,700 + $168,300

$335,000

2021

$9,665 (+1.8%)

$166,700 + $168,300

$335,000

2020

$9,497

$166,700 + $168,300

$335,000

2019

$9,497 (+31.6%)

$166,700 + $168,300

$335,000

2018

$7,217 (+2.7%)

$135,700 + $121,700

$257,400

2017

$7,027 (+3.1%)

$135,700 + $121,700

$257,400

2016

$6,819 (+5.2%)

$135,700 + $121,700

$257,400

2014

$6,479 (−10.8%)

$135,700 + $121,700

$257,400

2010

$7,261

$236,200 + $119,900

$356,100

Tax history for 294 Boston Post Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,040 (+1.9%)

$166,700 + $168,300

$335,000

2022

$9,852 (+1.9%)

$166,700 + $168,300

$335,000

2021

$9,665 (+1.8%)

$166,700 + $168,300

$335,000

2020

$9,497

$166,700 + $168,300

$335,000

2019

$9,497 (+31.6%)

$166,700 + $168,300

$335,000

2018

$7,217 (+2.7%)

$135,700 + $121,700

$257,400

2017

$7,027 (+3.1%)

$135,700 + $121,700

$257,400

2016

$6,819 (+5.2%)

$135,700 + $121,700

$257,400

2014

$6,479 (−10.8%)

$135,700 + $121,700

$257,400

2010

$7,261

$236,200 + $119,900

$356,100

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.49 Acres

Year renovated

—

Sq. Ft.

1,556

Year built

1890

Style

Single Family Residential

County

New Haven County

APN

1154670

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 7
Laundry Room Location: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
In-Law Apartment: Possible
In-Law Access: Possible
Thermostat(s)
Fireplaces Total: 1
Cooling System: Window Unit
Appliances Included: Gas Range, Refrigerator, Freezer, Dishwasher, Instant Hot Water Tap, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Mud Room
Room Count: 8
Basement Description: Full With Hatchway, Partially Finished, Concrete Floor, Liveable Space, Storage, Sump Pump
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Gable
Exterior Siding: Shake, Cedar
Exterior Features: Deck, French Doors, Grill, Gutters, Lighting, Patio

Lot Information
Lot Description: Corner Lot, Level Lot, Fence - Partial, Professionally Landscaped

Building Information
Foundation Type: Block
Construction Description: Frame
Color: cedarshake

Property Information
Waterfront Description: Walk to Water
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1556
Driveway Type: Private, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $257,400

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Natural Gas, Tankless Hotwater
Heat Type: Baseboard
Heat Fuel Type: Natural Gas
Energy Features: Thermopane Windows

Location

School Information
Middle Jr High School: Polson
Intermediate School: Brown
High School: Hand
Elementary School: Island

Location Information
State: Connecticut
Nearby Amenities: Commuter Bus, Library, Park, Private School(s), Public Transportation, Putting Green, Shopping/Mall, Walk to Bus Lines
Directions: Boston Post Rd to Whedon Lane. Turn on Whedon Lane; there is a parking area behind home. Entrance/mailbox/garage/parking is on Whedon Lane.
County: New Haven

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,556
Stories: 1.0
Lot Size: 0.49 acres
Style: Single Family Residential
Year Built: 1890
Year Renovated: —
County: New Haven County
APN: 1154670

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

J. Milton Jeffrey Elementary School

Public K-3 • Assigned • 1.3mi

10/10

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 1.2mi

9/10

Daniel Hand High School

Public 9-12 • Assigned • 1.1mi

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

8/10 Wind Factor

80% 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

$807,000 – $976,000

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New listings for sale in 06443

NEW 1 DAY AGO

$524,000

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35 Aileen Dr, Madison, CT 06443

$500,000

2 beds2 baths1,280 sq ft

22 Thelbridge St #22, Madison, CT 06443

COMING SOON

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6 beds6.5 baths5,817 sq ft

14 Middle Beach Rd W, Madison, CT 06443

$561,000

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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 294 Boston Post Rd

Data from public records.

Address	Redfin Estimate
282 Boston Post Road, Madison, CT 3 Beds \| 2 Baths \| 2016 Sq. Ft.	$589,457
318 Boston Post Road, Madison, CT 4 Beds \| 4.5 Baths \| 5373 Sq. Ft.	$1,647,431

Address	Redfin Estimate
288 Boston Post Road, Madison, CT 5 Beds \| 3.5 Baths \| 2695 Sq. Ft.	$1,466,391
312 Boston Post Road, Madison, CT 4 Beds \| 2 Baths \| 1905 Sq. Ft.	$674,929

Address	Redfin Estimate
302 Boston Post Road, Madison, CT 5 Beds \| 3.5 Baths \| 5050 Sq. Ft.	$1,345,448
279 Boston Post Road, Madison, CT 2 Beds \| 1.5 Baths \| 1186 Sq. Ft.	$553,289

Property information provided by Smart MLS when last listed in 2017. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06443, CT

Sale history for 294 Boston Post Rd

Tax history for 294 Boston Post Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 294 Boston Post Rd

More real estate resources