2 N Chestnut Hill Rd, Killingworth, CT 06419

Off Market Oct 2016 for $273K

$630,002

•

4,420

sq ft

2 N Chestnut Hill Rd, Killingworth, CT 06419

About this home

Situated on a designated historic road, this 1840 Greek Revival home has seen numerous additions over the years. With an open floor plan on the first floor, the Defiant woodstove adds warmth and ambiance to the living room/dining room/kitchen/family room space in the cooler months. In the warmer months, enjoy the screen porch off the family room overlooking the rear meadow. The kitchen was updated 15 years ago and features a large pantry with the laundry facilities. There are two additional rooms on the first floor that could be a bedroom and office space or a den. The upstairs has three bedrooms including a large, cathedraled master with skylights. There is a three car, heated garage and a large workshop with two levels of heated space perfect for a hobbyist, artist or home business. The 2.9 acre lot abuts the Regional Water Authority land with miles of permitted trails for hiking/mountain biking available.

Single-familyProperty Type

1840Year Built

2.9 acresLot Size

$143Est. Price/Sq.Ft.

3 car garageParking

Listed by Shelly Cumpstone • Coldwell Banker Realty

Bought with Bob Allison • Coldwell Banker Realty

Source:Smart MLS #N10140598

Redfin Estimate

$630,002

$357K since sold in October 2016$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.7% lower than the average sale price ($765K) of 6 comparable homes.

SOLD AUG 10, 2026
$733,500
A
4 beds2.5 baths3,615 sq ft
14 Cow Pen Hill Rd, Killingworth, CT 06419
SOLD JUN 25, 2026
$490,000
B
4 beds2 baths1,688 sq ft
660 Opening Hill Rd, Madison, CT 06443
SOLD JAN 16, 2026
$775,000
C
4 beds2.5 baths4,879 sq ft
48 Shepherds Trl, Madison, CT 06443
SOLD JUL 17, 2026
$960,000
D
4 beds2.5 baths3,316 sq ft
198 Summer Hill Rd, Madison, CT 06443
SOLD AUG 20, 2026
$769,000
E
4 beds2.5 baths2,647 sq ft
89 Summer Hill Rd, Madison, CT 06443
SOLD AUG 24, 2026
$865,000
F
3 beds2.5 baths2,752 sq ft
54 Bar Gate Trl, Killingworth, CT 06419

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Earn from this home

Sell

$419,755

Est. take-home

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Rent

$3,380/mo

Redfin rental estimate

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Market trends in 06419, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.2%

0.1% MoM

Median sale price

$737K

$32K MoM

Avg. days on market

34d

0 days MoM

Recently sold homes

2 MoM

New listings for sale

$599,000
5 beds2 baths2,090 sq ft
100 N Tower Hill Rd, Killingworth, CT 06419
$234,999
2 beds1.5 baths924 sq ft
41 Woodland Trl, Killingworth, CT 06419
$689,000
5 beds3.5 baths2,518 sq ft
502 Killingworth-Durham Rd, Killingworth, CT 06419
$795,000
3 beds2.5 baths2,547 sq ft
Killingworth, CT 06419
See all

Provided by Redfin

Sale history for 2 N Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,422 (+4.5%)

$76,230 + $197,400

$273,630

2022

$6,147 (+29.6%)

$76,230 + $188,510

$264,740

2021

$4,743

$73,090 + $104,430

$177,520

2020

$4,743 (−2.7%)

$73,090 + $104,430

$177,520

2018

$4,876

$73,090 + $104,430

$177,520

2017

$4,876 (−53.2%)

$73,090 + $104,430

$177,520

2016

$10,417 (+5.5%)

$109,730 + $292,630

$402,360

2014

$9,870

$109,730 + $292,630

$402,360

2011

$9,870

$109,730 + $292,630

$402,360

Tax history for 2 N Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,422 (+4.5%)

$76,230 + $197,400

$273,630

2022

$6,147 (+29.6%)

$76,230 + $188,510

$264,740

2021

$4,743

$73,090 + $104,430

$177,520

2020

$4,743 (−2.7%)

$73,090 + $104,430

$177,520

2018

$4,876

$73,090 + $104,430

$177,520

2017

$4,876 (−53.2%)

$73,090 + $104,430

$177,520

2016

$10,417 (+5.5%)

$109,730 + $292,630

$402,360

2014

$9,870

$109,730 + $292,630

$402,360

2011

$9,870

$109,730 + $292,630

$402,360

*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

2.9 Acres

Year renovated

1961

Sq. Ft.

4,420

Year built

1840

Style

Single Family Residential

County

Middlesex County

APN

996720

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: 3

Interior

Virtual Tour Information

Interior Information
Total Rooms: 9
Laundry Room Location: First Floor
Interior Features: Auto Garage Door Opener, Open Floor Plan
In-Law Apartment: No
Cooling System: Central Air
Appliances Included: Dishwasher, Dryer, Oven/Range, Refrigerator, Range Hood, Washer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Workshop
Room Count: 9
Basement Description: Garage Access, Unfinished
Has Attic
Attic Description: Storage Space

Exterior

Exterior Features
Exterior Siding: Clapboard
Exterior Features: Porch-Screened

Lot Information
Lot Description: Corner Lot

Building Information
Color: Red

Property Information
Property Type: Single Family For Sale
Property Info: Horse Property
Driveway Type: Crushed Stone

Financial

Assessments Information
Assessed Value: $402,360

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Garage
Energy Features: Generator
Electric Amperage: 200

Location

HOA Information
Association Amenities: Private Rec Facilities

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

Location Information
State: Connecticut
Nearby Amenities: Private Rec Facilities
Directions: Travel Route 80 east from the Madison border, turn left onto North Chestnut Hill Road, The driveway is immediately on the left.
County: Middlesex

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 4,420
Stories: 2.0
Lot Size: 2.9 acres
Style: Single Family Residential
Year Built: 1840
Year Renovated: 1961
County: Middlesex County
APN: 996720

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Killingworth Elementary School

Public PreK-3 • Assigned • 2.2mi

8/10

Haddam-Killingworth Middle School

Public 6-8 • Assigned • 2.7mi

7/10

Haddam-Killingworth High School

Public 9-12 • Assigned • 7.5mi

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

67% 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

$599,000 – $725,000

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Nearby similar homes

$799,000

4 beds2 baths1,505 sq ft

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41 Woodland Trl, Killingworth, CT 06419

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New listings for sale in 06419

$599,000

5 beds2 baths2,090 sq ft

100 N Tower Hill Rd, Killingworth, CT 06419

$234,999

2 beds1.5 baths924 sq ft

41 Woodland Trl, Killingworth, CT 06419

$689,000

5 beds3.5 baths2,518 sq ft

502 Killingworth-Durham Rd, Killingworth, CT 06419

$795,000

3 beds2.5 baths2,547 sq ft

Killingworth, CT 06419

Home values near 2 N Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
25 N Chestnut Hill Road, Killingworth, CT 2 Beds \| 2.5 Baths \| 1857 Sq. Ft.	$625,806
3 N Chestnut Hill Road, Killingworth, CT 3 Beds \| 1.5 Baths \| 1310 Sq. Ft.	$413,237

Address	Redfin Estimate
10 N Chestnut Hill Road, Killingworth, CT 5 Beds \| 4.5 Baths \| 4250 Sq. Ft.	$925,007
26 Chestnut Hill Road, Killingworth, CT 4 Beds \| 2.5 Baths \| 1984 Sq. Ft.	$660,244

Address	Redfin Estimate
5 N Chestnut Hill Road, Killingworth, CT 4 Beds \| 2 Baths \| 1880 Sq. Ft.	$523,372
36 Chestnut Hill Road, Killingworth, CT 4 Beds \| 3 Baths \| 2378 Sq. Ft.	$692,574

Property information provided by Smart MLS when last listed in 2016. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06419, CT

Sale history for 2 N Chestnut Hill Rd

Tax history for 2 N 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 2 N Chestnut Hill Rd

More real estate resources