CONTINGENT

Contingent

$795,000

Est. $5,403/mo —

•

2,572

sq ft

3 Little Hollow Rd, Madison, CT 06443

About this home

Welcome home to this classic four-bedroom Colonial offering timeless charm, modern updates, and an ideal layout for everyday living, complete with gorgeous wide plank flooring throughout. Freshly updated, the home features stylish new light fixtures and major mechanical upgrades, including a new roof (2022) and a new Carrier HVAC system for the second floor (2026). At the heart of the main level is an eat-in kitchen with cabinets painted in 2022, a new dishwasher (2024), and a spacious dining area set in front of a cozy fireplace. Sunlight pours into the breathtaking family room featuring soaring vaulted ceilings and a warm gas fireplace. Glass French doors open from the welcoming foyer into the living room, which boasts its own fireplace and connects seamlessly to the formal dining room. A dedicated mudroom off the kitchen includes a new washer and dryer (2024), alongside a convenient first-floor half bath. Upstairs, the primary suite serves as a peaceful retreat with vaulted ceilings, an expansive walk-in closet, and a private full bath. Three additional generous bedrooms share a renovated full bath with double sinks. Step outside to an impressive deck overlooking a lush yard-perfect for outdoor dining, playing, or relaxing. Ideally located just minutes from top-rated schools, vibrant town amenities, and picturesque local beaches, this move-in-ready property offers the ultimate combination of space, style, and peace of mind.

Single-familyProperty Type

1979Year Built

1.37 acresLot Size

$309Price/Sq.Ft.

2 car garageParking

Listed by Susan Woods • William Pitt Sotheby's Int'l

Contact: Agent Attribution Contact: (203) 215-8676 | Office Attribution Contact: (203) 245-6700

Source:Smart MLS #24205125

Payment calculator

$5,403 per month

Principal and interest$4,393

Property taxes

$759

HOA dues

Home insurance

$252

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

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$2,495,000
4 beds4.5 baths2,855 sq ft
21 Island View Ave, Branford, CT 06405
OPEN TODAY, 12PM TO 2PM
$450,000
3 beds2 baths1,056 sq ft
9 Victoria Dr, Branford, CT 06405
OPEN TODAY, 12PM TO 2PM
$399,900
3 beds1.5 baths2,088 sq ft
6 Reynolds Dr, Wallingford, CT 06492
OPEN TODAY, 12PM TO 2PM
$725,000
3 beds3 baths2,809 sq ft
1481 Durham Rd, Guilford, CT 06437
OPEN TODAY, 12PM TO 2PM
$415,000
3 beds2 baths1,248 sq ft
77 Stone Boat Rd, Guilford, CT 06437
OPEN TODAY, 12PM TO 2PM
$1,225,000
4 beds2.5 baths3,254 sq ft
22 Kingsbridge Way #22, Madison, CT 06443
OPEN TODAY, 1PM TO 3PM
$500,000
3 beds2.5 baths1,440 sq ft
173 Chestnut Hill Rd, Killingworth, CT 06419
OPEN TODAY, 1PM TO 3PM
$475,000
3 beds2.5 baths3,032 sq ft
33 N High St, Clinton, CT 06413
OPEN TODAY, 1PM TO 3PM
$1,200,000
3 beds2.5 baths2,531 sq ft
56 River Edge Farms Rd, Madison, CT 06443
OPEN TODAY, 1PM TO 3PM
$619,900
3 beds2 baths2,480 sq ft
433 Route 148, Killingworth, CT 06419

Around this home

Schools

K - 12
Preschool & daycare

J. Milton Jeffrey Elementary School

Public K-3 • Assigned • 1.5mi

10/10

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 1.5mi

9/10

Daniel Hand High School

Public 9-12 • Assigned • 1.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

3 Little Hollow Rd · $795,000

DAYS ON MARKET

The average home goes pending in 45 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

LIST PRICE

Median sale price in this area is $449,071. (44% lower than this home)

PRICE DROP

20% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Open floor plan
Auto garage door opener
Three fireplaces
Full unfinished basement with hatchway
Has attic with pull-down stairs
Nine total rooms

Bedrooms
Four bedrooms

Bathrooms
Two full bathrooms
One half bathroom

Kitchen
Gas cooktop
Wall oven
Microwave
Refrigerator
Dishwasher

Laundry & utility
Washer and dryer included
Laundry/mudroom combo on the main level

Sale and tax history for 3 Little Hollow Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24205125

Sep 24, 2026

Contingent

—

Sep 16, 2026

Listed

$795,000

$309/sq ft

Smart MLS #170436303

Jan 7, 2022

Sold

$510,000

$198/sq ft

Oct 17, 2021

Contingent

—

Sep 21, 2021

Price Changed

$509,900

$198/sq ft

Sep 9, 2021

Listed

$529,900

$206/sq ft

Take a peek at this recently painted home. From the moment you enter, you will fall in love with the charm and character of this colonial home which offers wide planked hardwood floors, 3 fireplaces, solid wood doors, an open concept floor plan & more. Lovingly owned and maintained by the same family for over 20 years, you will appreciate the special details throughout. The first floor offers mud room entry from garage w/ laundry room. The living room has french doors & a fireplace which opens to office/den area. The sunny and bright kitchen has granite counters, gas cooktop, stainless steel appliances, double ovens, an island & more. Dining area is open to kitchen & offers a 2nd fireplace- a wonderful place for casual or formal entertaining. Oversized family room opens to dining/kitchen areas & has a 3rd fireplace. With built ins & a vaulted ceiling with skylight, this is the perfect place for family fun. Here you will enjoy views of private back yard & entry to deck area & fenced in back yard. Upstairs you will be pleased w/ the generous sizes of the 4 bedrooms. Master suite has another skylight, walk in closet, full tiled bath & dressing area. Home is nestled on over an acre & on a cul de sac. J Milton, Polson, & Daniel Hand schools are all w/in 2 miles. Close to shopping, commuting, downtown, beaches and more. Come and see for yourself all that this home has to offer in one of Ct's favorite beach communities. You will not be disappointed.

Smart MLS #170412207

Jul 8, 2021

Listing Removed

—

Jun 27, 2021

Price Changed

$550,000

$214/sq ft

Jun 24, 2021

Listed

$575,000

$224/sq ft

Public Records

Apr 16, 1998

Sold

$293,500

$114/sq ft

Public Records

Aug 6, 1996

Sold

$295,000

$115/sq ft

Public Records

Oct 2, 1990

Sold

$305,000

$119/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$8,607 (+1.9%)

$104,000 + $183,200

$287,200

2022

$8,447 (+1.9%)

$104,000 + $183,200

$287,200

2021

$8,286 (+1.8%)

$104,000 + $183,200

$287,200

2020

$8,142

$104,000 + $183,200

$287,200

2019

$8,142 (+4.0%)

$104,000 + $183,200

$287,200

2018

$7,826 (+2.7%)

$98,400 + $180,700

$279,100

2017

$7,619 (+3.1%)

$98,400 + $180,700

$279,100

2016

$7,393 (+5.2%)

$98,400 + $180,700

$279,100

2014

$7,025 (−2.0%)

$98,400 + $180,700

$279,100

2010

$7,165

$156,200 + $195,200

$351,400

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.37 Acres

Year renovated

—

Finished Sq. Ft.

2,572

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,572

Year built

1979

Style

Single Family Residential

County

New Haven County

APN

1158377

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

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

5/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

6/10 Wind Factor

75% 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

71/ 100

Good sunlight

Sunscore

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

7.7 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 3 Little Hollow Rd

$823,926

$29K over list price of $795K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $775K to $960K.

SOLD JUN 10, 2026
$805,500 Last sold price
4 beds2.5 baths2,627 sq ft
258 Opening Hill Rd, Madison, CT 06443
$2/sq ft
SOLD AUG 17, 2026
$775,000 Last sold price
4 beds2 baths2,348 sq ft
170 Mungertown Rd, Madison, CT 06443
$21/sq ft
smaller lot
14 years older
SOLD JUL 10, 2026
$778,000 Last sold price
4 beds2.5 baths2,230 sq ft
53 Wellsweep Dr, Madison, CT 06443
$40/sq ft
smaller lot
9 years older
SOLD JUL 17, 2026
$960,000 Last sold price
4 beds2.5 baths3,316 sq ft
198 Summer Hill Rd, Madison, CT 06443
$19/sq ft
larger lot
13 years newer
SOLD JUN 19, 2026
$930,000 Last sold price
3 beds3 baths3,766 sq ft
50 Overbrook Rd, Madison, CT 06443
$62/sq ft
larger lot
13 years newer
SOLD JUN 29, 2026
$850,100 Last sold price
4 beds2.5 baths1,954 sq ft
217 Stonehedge Ln, Guilford, CT 06437
$126/sq ft
smaller lot
1 year older

Rental earnings

Est. $3,936 per month, based on comparable rentals

This home may not be allowing tours right now

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(203) 433-6390

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Details provided by Smart MLS and may not match the public record. Learn more.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 3 Little Hollow Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 3 Little Hollow Rd

This home may not be allowing tours right now

Nearby similar homes

New listings for sale in 06443

More real estate resources