54 Chestnut Hill Rd, Killingworth, CT 06419

Off market aug 2021 for $800K

$1,196,227

Est. refi paymentEst. refi $4,825/mo

•

5,396

sq ft

54 Chestnut Hill Rd, Killingworth, CT 06419

About this home

Country living offering tranquility a fabulous location. This 5 bedroom, 5.1 bath home offers a gracious floor plan, w/ natural light throughout. Entry foyer welcomes you in w/ front to back views of the expansive, picturesque rear yard. Updated farm kitchen is nicely equipped w/double ovens, warming drawer & wine fridge;handsome butcher block center island is a perfect space for prep.Open concept eating area kitchen flows into the sun-filled family room w/ built-ins & a cozy library w/ a convenient propane fireplace. Formal dining room/ living room w/ wood burning fireplace are gracious and sunfilled. Screened in porch is located just off the kitchen. Mud room w/ built-ins & 1 full & 1 half bath complete 1st level. Center staircase leads to the 2nd level w/ 4 additional bedrooms & 2 full baths. Master bedroom suite is architecturally pleasing w/ bookshelves, views of the expansive backyard, dressing area, office, exercise space & 2 full baths. In-law /Au pair could be possible above the garage. A 6-stall barn complete w/ tack room has both electric & water - perfect for horses. Rear garden is magical w/ a bluestone patio, fenced in 1 acre paddock, shed, offering plenty of options for gardeners, as well as ample room for a pool, if desired. Conveniently located for commuting: 10 minutes to the Shoreline East train station in Madison, for trains to downtown New Haven & Yale’s campus & connecting trains to New York / Boston. Quick,easy access to Hammonasset Beach & I95."

Single-familyProperty Type

1989Year Built

3 acresLot Size

$222Est. Price/Sq.Ft.

2 car garageParking

Listed by Amy Kirst • William Pitt Sotheby's Int'l

Listed by Sue Knapp • William Pitt Sotheby's Int'l

Bought with Susan Malan • William Pitt Sotheby's Int'l

Source:Smart MLS #170402486

Redfin Estimate

$1,196,227

$396K since sold in August 2021$13K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.1% higher than the average sale price ($988K) of 6 comparable homes.

SOLD SEP 28, 2026
$875,000
A
5 beds3.5 baths3,816 sq ft
29 Buell Hill Rd, Killingworth, CT 06419
SOLD AUG 18, 2026
$895,000
B
4 beds3.5 baths3,165 sq ft
10 Grace Ln, Killingworth, CT 06419
SOLD MAY 29, 2026
$931,500
C
4 beds3.5 baths3,581 sq ft
21 Running Brook Dr, Killingworth, CT 06419
SOLD AUG 17, 2026
$1,250,000
D
4 beds3.5 baths4,806 sq ft
34 Beekman Pl, Madison, CT 06443
SOLD JAN 16, 2026
$775,000
E
4 beds2.5 baths4,879 sq ft
48 Shepherds Trl, Madison, CT 06443
SOLD JUL 23, 2026
$1,200,000
F
4 beds3.5 baths4,250 sq ft
86 Nursery Ln, Madison, CT 06443

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Earn from this home

Sell

$548,479

Est. take-home

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Refinance

Est. cash available

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Rent

$4,335/mo

Redfin rental estimate

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Market trends in 06419, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.9%

1.3% MoM

Median sale price

$775K

$38K MoM

Avg. days on market

44d

10 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 14 HRS AGO
$106,000
1 bed1 bath720 sq ft
16 Country Club Trl, Killingworth, CT 06419
OPEN SUN, 1PM TO 3PM
$619,900
3 beds2 baths2,480 sq ft
433 Route 148, Killingworth, CT 06419
REDFIN OPEN SAT, 1PM TO 3PM
$529,000
3 beds3 baths2,059 sq ft
240 Route 148, Killingworth, CT 06419
$223,900
2 beds1.5 baths990 sq ft
11 Bridlepath Trl, Killingworth, CT 06419
See all

Provided by Redfin

Sale history for 54 Chestnut Hill Rd

Date

Event

Price

Smart MLS #170402486

Aug 21, 2021

Sold

$800,000

$148/sq ft

Jul 22, 2021

Contingent

—

Jul 14, 2021

Relisted

—

Jul 14, 2021

Contingent

—

Jun 15, 2021

Price Changed

$800,000

$148/sq ft

May 31, 2021

Listed

$874,000

$162/sq ft

May 28, 2021

Coming Soon

$874,000

$162/sq ft

Smart MLS #G10210162

Aug 21, 2017

Sold

$670,000

$124/sq ft

Jun 6, 2017

Listed

$699,000

$130/sq ft

Elegant 5 bedroom, 5.5 bath Home on corner lot in picturesque Killingworth, Ct. Beautifully maintained and recently updated! Freshly painted, all new kitchen appliances, bathrooms remodeled throughout and so much more. Over 5,400 sq ft of living space, large bright rooms, and a third floor master suite that is truly one of a kind! Media room over garage has in-law potential. This home is perfect for a large or extended family. And for the horse lover, this Equestrian property boasts of a 6 stall barn with extra wide isle, tack room and loft on 3 acres.. Rear facing stall doors lead the horses out to beautiful green pasture where they can spend their days grazing under the trees. Bring your horses home to Chestnut Hill, they’ll be glad you did!

Smart MLS #N10141265

Oct 31, 2016

Listing Removed

—

Jun 12, 2016

Listed

$699,000

$130/sq ft

Smart MLS #N10081367

Jun 2, 2016

Listing Removed

—

Oct 1, 2015

Listed

$750,000

$139/sq ft

Smart MLS #N10057962

Sep 26, 2015

Listing Removed

—

Jun 24, 2015

Listed

$849,900

$158/sq ft

Smart MLS #M9123273

Dec 26, 2010

Listing Removed

—

Jun 27, 2010

Listed

$875,000

$162/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$12,698 (+1.1%)

$76,930 + $464,100

$541,030

2022

$12,563 (−5.0%)

$76,930 + $464,100

$541,030

2021

$13,227

$87,430 + $407,590

$495,020

2020

$13,227 (−2.7%)

$87,430 + $407,590

$495,020

2018

$13,598

$87,430 + $407,590

$495,020

2017

$13,598 (+10.0%)

$87,430 + $407,590

$495,020

2016

$12,365 (+5.5%)

$128,630 + $348,960

$477,590

2014

$11,715

$128,630 + $348,960

$477,590

2011

$11,715

$128,630 + $348,960

$477,590

Tax history for 54 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,698 (+1.1%)

$76,930 + $464,100

$541,030

2022

$12,563 (−5.0%)

$76,930 + $464,100

$541,030

2021

$13,227

$87,430 + $407,590

$495,020

2020

$13,227 (−2.7%)

$87,430 + $407,590

$495,020

2018

$13,598

$87,430 + $407,590

$495,020

2017

$13,598 (+10.0%)

$87,430 + $407,590

$495,020

2016

$12,365 (+5.5%)

$128,630 + $348,960

$477,590

2014

$11,715

$128,630 + $348,960

$477,590

2011

$11,715

$128,630 + $348,960

$477,590

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

3 Acres

Year renovated

2012

Sq. Ft.

4,925

Year built

1989

Style

Single Family Residential

County

Middlesex County

APN

996960

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, Paved
Garages Number: 2

Interior

Interior Information
Total Rooms: 15
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Security System
In-Law Apartment: Possible
In-Law Access: Over Garage
Security System, Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Breezeway, Exercise Room, Foyer, Laundry Room, Mud Room
Room Count: 12
Basement Description: Partial With Hatchway, Concrete Floor, Storage
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shake, Clapboard, Wood
Exterior Features: Barn, French Doors, Garden Area, Paddock, Patio, Porch-Screened, Shed, Stable, Stone Wall

Lot Information
Lot Description: Open Lot, Level Lot, Lightly Wooded, Fence - Rail, Fence - Stone, Professionally Landscaped

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

Property Information
Property Type: Single Family For Sale
Property Info: Horse Property
Living Area SQFT Per Public Record: 5396
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $495,020

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Fireplace Insert, Thermopane Windows

Location

School Information
High School: Haddam-Killingworth
Elementary School: Killingworth

Location Information
State: Connecticut
Directions: Chestnut Hill..Approx 1/2 mile from rt 80 or 2 miles from the Madison line.
County: Middlesex

Public facts

Beds: 5
Baths: 5.5
Sq. Ft.: 4,925
Stories: 2.0
Lot Size: 3 acres
Style: Single Family Residential
Year Built: 1989
Year Renovated: 2012
County: Middlesex County
APN: 996960

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 5

Around this home

Schools

Killingworth Elementary School

Public PreK-3 • Assigned • 2.4mi

8/10

Haddam-Killingworth Middle School

Public 6-8 • Assigned • 2.9mi

7/10

Haddam-Killingworth High School

Public 9-12 • Assigned • 8.0mi

9/10

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

5/10 Heat Factor

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

6/10 Wind Factor

69% chance of strong winds in next 30 years

4/10 Air Factor

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

Provided by First Street

Historical weather

Killingworth, CT • 06419

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 8.9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

8.9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.14M – $1.38M

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Nearby similar homes

$324,000

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REDFIN OPEN SAT, 1PM TO 3PM3D WALKTHROUGH

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New listings for sale in 06419

NEW 14 HRS AGO

$106,000

1 bed1 bath720 sq ft

16 Country Club Trl, Killingworth, CT 06419

OPEN SUN, 1PM TO 3PM

$619,900

3 beds2 baths2,480 sq ft

433 Route 148, Killingworth, CT 06419

REDFIN OPEN SAT, 1PM TO 3PM3D WALKTHROUGH

$529,000

3 beds3 baths2,059 sq ft

240 Route 148, Killingworth, CT 06419

$223,900

2 beds1.5 baths990 sq ft

11 Bridlepath Trl, Killingworth, CT 06419

Home values near 54 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
26 Chestnut Hill Road, Killingworth, CT 4 Beds \| 2.5 Baths \| 1984 Sq. Ft.	$654,362
25 Chestnut Hill Road, Killingworth, CT 3 Beds \| 3 Baths \| 2496 Sq. Ft.	$997,294

Address	Redfin Estimate
36 Chestnut Hill Road, Killingworth, CT 4 Beds \| 3 Baths \| 2378 Sq. Ft.	$704,034
79 Chestnut Hill Road, Killingworth, CT 3 Beds \| 3 Baths \| 2069 Sq. Ft.	$823,971

Address	Redfin Estimate
30 Chestnut Hill Road, Killingworth, CT 4 Beds \| 1 Baths \| 1756 Sq. Ft.	—
55 Chestnut Hill Road, Killingworth, CT 4 Beds \| 2.5 Baths \| 2582 Sq. Ft.	$699,633

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06419, CT

Sale history for 54 Chestnut Hill Rd

Tax history for 54 Chestnut Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06419

Home values near 54 Chestnut Hill Rd

More real estate resources