Sold on Jul 2026

$600,000

•

2,068

sq ft

221 Duck Hole Rd, Madison, CT 06443

Track this home’s value and nearby sales activity

About this home

**PLEASE SUBMIT ANY OFFERS BY 12PM TUESDAY 6/16** Nestled in a serene woodland setting, this charming raised ranch offers the perfect blend of classic shoreline character and modern upgrades throughout over 2,000 square feet of finished living space. The home immediately impresses with its warm cedar shingle exterior and brick facade, gorgeously framing a home that is as sturdy as it is stylish. Inside, the heart of the home is a spectacular, sun-drenched kitchen featuring dramatic vaulted wood-plank ceilings, premium granite countertops, and a custom stone backsplash-a true chef's delight. The main level is anchored by a spacious primary bedroom featuring a private en-suite bath and custom closets designed for effortless organization. Enjoy ultimate, permanent privacy as this property directly borders 4.28 acres of protected Madison Land Conservation Trust open space. Meticulously maintained and updated for modern comfort, recent improvements include a 2021 propane conversion for heating and cooling, recent AC condenser and water heater replacements (2024), and enhanced attic insulation (2023). Ideally located just minutes from Madison's pristine beaches, town center, and commuting routes, this home is a move-in-ready gem.

Single-familyProperty Type

1969Year Built

1.07 acresLot Size

$290Price/Sq.Ft.

2 car garageParking

Listed by Bailey Mannix • Sunset Creek Realty, LLC

Contact: Agent Attribution Contact: (617) 460-0124 | Office Attribution Contact: (203) 453-2145

Bought with Emily Lovejoy • William Raveis Real Estate

Source:Smart MLS #24181933

Redfin Estimate

$577,423

$23K since sold in July 2026$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.2% lower than the average sale price ($839K) of 6 comparable homes.

SOLD JUL 10, 2026
$778,000
A
4 beds2.5 baths2,230 sq ft
53 Wellsweep Dr, Madison, CT 06443
SOLD JAN 9, 2026
$575,000
B
3 beds2.5 baths1,992 sq ft
60 Robin Ridge Dr, Madison, CT 06443
SOLD AUG 7, 2026
$1,260,444
C
3 beds2.5 baths2,451 sq ft
190 Wildcat Rd, Madison, CT 06443
SOLD SEP 1, 2026
$991,000
D
4 beds2.5 baths2,253 sq ft
61 Bishop Ln, Madison, CT 06443
SOLD NOV 10, 2025
$715,200
E
3 beds2.5 baths2,283 sq ft
14 Horseshoe Ln, Madison, CT 06443
SOLD AUG 25, 2026
$713,500
F
3 beds2 baths1,913 sq ft
20 Forest Hills Dr, Madison, CT 06443

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Market trends in 06443, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.0%

+1.3% MoM

Median sale price

$795K

$70K MoM

Avg. days on market

44d

2 days MoM

Recently sold homes

15 MoM

New listings for sale

OPEN SUN, 10AM TO 12PM
$1,200,000
4 beds4 baths2,354 sq ft
148 Mungertown Rd, Madison, CT 06443
COMING SOON
$489,000
2 beds2.5 baths1,606 sq ft
23 Esterly Farms Rd #23, Madison, CT 06443
$500,000
3 beds2.5 baths1,824 sq ft
18 Saint Francis Woods Rd, Madison, CT 06443
$699,000
4 beds2 baths2,750 sq ft
38 Church Ln, Madison, CT 06443
$700,000
3 beds2.5 baths2,124 sq ft
67 Blakeman Rd, Madison, CT 06443
COMING SOON
$500,000
2 beds2 baths1,280 sq ft
14 Hampshire Rd #14, Madison, CT 06443
$579,900
3 beds1 bath1,077 sq ft
6 Bower Rd, Madison, CT 06443
$5,000,000
3 beds3 baths3,109 sq ft
118 River Rd, Madison, CT 06443
See all

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Rental estimate

Est. $3,518 per month, based on comparable rentals

Sale and tax history for 221 Duck Hole Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24181933

Jul 17, 2026

Sold

$600,000

$290/sq ft

Jun 17, 2026

Pending

—

Jun 12, 2026

Listed

$565,000

$273/sq ft

Jun 10, 2026

Coming Soon

$565,000

$273/sq ft

APPFOLIO #1

Nov 13, 2023

Rental Removed

$3,200

$2/sq ft

Nov 11, 2023

Price Changed

$3,200

$2/sq ft

Oct 28, 2023

Listed for Rent

$3,500

$2/sq ft

Smart MLS #170593747

Sep 28, 2023

Listing Removed

—

Sep 18, 2023

Contingent

—

Sep 11, 2023

Price Changed

$498,000

$241/sq ft

Sep 5, 2023

Price Changed

$514,900

$249/sq ft

Aug 26, 2023

Listed

$525,000

$254/sq ft

Public Records

Aug 20, 2007

Sold

$345,000

$167/sq ft

Smart MLS #M9104786

Jun 13, 2007

Listed

$349,900

$169/sq ft

Smart MLS #M9096659

Nov 18, 2006

Listing Removed

—

May 18, 2006

Listed

$399,000

$193/sq ft

Public Records

Oct 22, 1992

Sold

$162,500

$79/sq ft

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Year

Property tax

Land + Additions

Assessment*

2023

$6,078 (+1.9%)

$77,400 + $125,400

$202,800

2022

$5,964 (+1.9%)

$77,400 + $125,400

$202,800

2021

$5,851 (+1.8%)

$77,400 + $125,400

$202,800

2020

$5,749

$77,400 + $125,400

$202,800

2019

$5,749 (+2.8%)

$77,400 + $125,400

$202,800

2018

$5,594 (+2.7%)

$78,700 + $120,800

$199,500

2017

$5,446 (+3.0%)

$78,700 + $120,800

$199,500

2016

$5,285 (+5.3%)

$78,700 + $120,800

$199,500

2014

$5,021 (+1.8%)

$78,700 + $120,800

$199,500

2010

$4,934

$135,400 + $106,600

$242,000

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.07 Acres

Year renovated

—

Sq. Ft.

1,420

Year built

1969

Style

Single Family Residential

County

New Haven County

APN

1157838

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 2

Interior

Virtual Tour Information

Interior Information
Total Rooms: 8
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Security System
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Laundry Room
Basement Description: Partial, Heated, Partially Finished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Shingle
Exterior Siding: Shingle, Brick, Cedar
Exterior Features: Porch-Enclosed, Porch, Deck, Gutters, Lighting, Patio

Lot Information
Lot Description: Secluded, Lightly Wooded, Borders Open Space

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Brown

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1420

Financial

Assessments Information
Assessed Value: $268,900

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Baseboard, Hot Air
Heat Fuel Type: Electric, Propane
Fuel Tank Location: Above Ground
Energy Features: Generator

Location

School Information
High School: Daniel Hand
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Health Club, Library, Park, Playground/Tot Lot, Private School(s), Public Rec Facilities
Directions: I-95 to Exit 62. Head North on Hammonasset Connector. Turn left onto Duck Hole Road. Drive approximately 1.5 miles; #221 will be on your left (watch for sign).
County: New Haven

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,420
Stories: 1.0
Lot Size: 1.07 acres
Style: Single Family Residential
Year Built: 1969
Year Renovated: —
County: New Haven County
APN: 1157838

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 7

Around this home

Schools

J. Milton Jeffrey Elementary School

Public K-3 • Assigned • 1.8mi

10/10

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 1.9mi

9/10

Daniel Hand High School

Public 9-12 • Assigned • 2.1mi

10/10

Provided by GreatSchools

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

86/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.5 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$549,000 – $665,000

Reach more buyers when you sell with Redfin. Plus, you'll save $5,774 in fees.

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New listings for sale in 06443

OPEN SUN, 10AM TO 12PM

$1,200,000

4 beds4 baths2,354 sq ft

148 Mungertown Rd, Madison, CT 06443

COMING SOON

$489,000

2 beds2.5 baths1,606 sq ft

23 Esterly Farms Rd #23, Madison, CT 06443

$500,000

3 beds2.5 baths1,824 sq ft

18 Saint Francis Woods Rd, Madison, CT 06443

$699,000

4 beds2 baths2,750 sq ft

38 Church Ln, Madison, CT 06443

$700,000

3 beds2.5 baths2,124 sq ft

67 Blakeman Rd, Madison, CT 06443

COMING SOON

$500,000

2 beds2 baths1,280 sq ft

14 Hampshire Rd #14, Madison, CT 06443

$579,900

3 beds1 bath1,077 sq ft

6 Bower Rd, Madison, CT 06443

$5,000,000

3 beds3 baths3,109 sq ft

118 River Rd, Madison, CT 06443

Home values near 221 Duck Hole Rd

Data from public records.

Address	Redfin Estimate
227 Duck Hole Road, Madison, CT 3 Beds \| 2.5 Baths \| 1456 Sq. Ft.	$567,847
17 High Field Lane, Madison, CT 5 Beds \| 2.5 Baths \| 2768 Sq. Ft.	$1,003,758

Address	Redfin Estimate
206 Duck Hole Road, Madison, CT 3 Beds \| 2 Baths \| 1648 Sq. Ft.	$513,275
23 Canady Lane, Madison, CT 5 Beds \| 2.5 Baths \| 2440 Sq. Ft.	$774,165

Address	Redfin Estimate
5 High Field Lane, Madison, CT 4 Beds \| 2.5 Baths \| 2752 Sq. Ft.	$854,875
236 Wildcat Road, Madison, CT 4 Beds \| 2.5 Baths \| 2500 Sq. Ft.	$825,733

Property information provided by undefined .

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About this home

Redfin Estimate

Market trends in 06443, CT

Homeowner tools

Sale and tax history for 221 Duck Hole Rd

Public record

Property details

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 221 Duck Hole Rd

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