Google street view image for 42 Chestnut Hill Rd, Litchfield, CT 06759

Off market apr 1994 for $412K

$1,417,345

Est. refi paymentEst. refi $3,332/mo

•

4 ba

•

5,578

sq ft

42 Chestnut Hill Rd, Litchfield, CT 06759

About this home

42 Chestnut Hill Rd is a 5,578 square foot house on a 13.3 acre lot with 7 bedrooms and 4 bathrooms. - it last sold on April 11, 1994 for $412,000. Based on Redfin's Litchfield data, we estimate the home's value is $1,417,345.

Single-familyProperty Type

1929Year Built

13.3 acresLot Size

$254Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,417,345

$1.0M since sold in April 1994$68K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 73.6% higher than the average sale price ($816K) of 6 comparable homes.

SOLD AUG 28, 2026
$1,150,000
A
4 beds4.5 baths4,152 sq ft
415 South St, Litchfield, CT 06759
SOLD APR 20, 2026
$744,000
B
5 beds4 baths4,696 sq ft
89 East St, Morris, CT 06763
SOLD SEP 18, 2026
$450,000
C
4 beds3 baths2,666 sq ft
222 Old South Rd, Litchfield, CT 06759
SOLD AUG 31, 2026
$703,100
D
6 beds5.5 baths4,744 sq ft
167 Isaiah Smith Ln, Morris, CT 06763
SOLD OCT 1, 2025
$1,356,000
E
3 beds4 baths4,765 sq ft
39 Fern Ave, Litchfield, CT 06759
SOLD FEB 11, 2026
$495,000
F
4 beds3 baths3,041 sq ft
191 Birch Hill Rd, Harwinton, CT 06791

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,333,905

Est. take-home

List your home with Redfin and save $14,173

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,040/mo

Redfin rental estimate

List your home for rent

Market trends in 06759, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.1%

2.1% MoM

Median sale price

$622K

$27K MoM

Avg. days on market

51d

12 days MoM

Recently sold homes

3 MoM

New listings for sale

$335,000
3 beds2.5 baths1,464 sq ft
40 Tapping Reeve Vlg #40, Litchfield, CT 06759
$409,900
3 beds1.5 baths1,612 sq ft
22 Lincoln Pl, Litchfield, CT 06759
$1,673,000
6 beds4.5 baths3,034 sq ft
107 Clark Rd, Litchfield, CT 06759
$650,000
3 beds3 baths2,497 sq ft
77 Beach St, Litchfield, CT 06759
OPEN THU, 10:30AM TO 12PM
$599,000
3 beds2.5 baths2,576 sq ft
75 Meadow St, Litchfield, CT 06759
COMING SOON
$779,000
3 beds2.5 baths1,783 sq ft
Litchfield, CT 06759
3D WALKTHROUGH
$550,000
3 beds3 baths2,980 sq ft
355 Hunter Dr #355, Litchfield, CT 06759
See all

Provided by Redfin

Sale history for 42 Chestnut Hill Rd

Tax history for 42 Chestnut Hill Rd

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

Property details

Interior

Basement Information
Basement Sq. Ft: 3,826
Basement Type: Full

Bathroom Information
# of Full Baths: 4

Heating & Cooling
Heating Type: Steam

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 13

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Pool Information
Pool Type: Inground
Has Pool

Property Information
Living Sq. Ft: 5,578
Gross Sq. Ft: 10,736
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Detached Garage
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 579,348
Municipality Name: LITCHFIELD
Acres: 13.3
Zoning Code: RR
State Use Description: MIXED USE-PRIM RES & AGRICUL

Financial

Assessor Information
Assessment Year: 2022

Public facts

Beds: 7
Baths: 4.0
Sq. Ft.: 5,578
Stories: 2.0
Lot Size: 13.3 acres
Style: Single Family Residential
Year Built: 1929
Year Renovated: —
County: Litchfield County
APN: 819248

Home facts updated by county records on May 25, 2023

Around this home

Schools

Litchfield Center School

Public PreK-3 • Assigned • 1.8mi

Plumb Hill Middle School

Public 6-8 • Assigned • 2.3mi

Region 20 High School

Public 9-12 • Assigned • 3.2mi

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

3/10 Fire Factor

0.62% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

5/10 Wind Factor

23% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Litchfield, CT • 06759

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 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.35M – $1.63M

Reach more buyers when you sell with Redfin. Save up to $14,173 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$1,100,000

Land— sq ft

51 South St, Morris, CT 06763

$395,000

3 beds2 baths1,104 sq ft

31 Wheeler Rd, Litchfield, CT 06759

$1,673,000

6 beds4.5 baths3,034 sq ft

107 Clark Rd, Litchfield, CT 06759

$7,900,000

7 beds7 baths13,056 sq ft

19 Seherr Thoss Dr, Litchfield, CT 06759

$995,000

3 beds2 baths1,910 sq ft

42 Couch Rd, New Preston Marble Dale, CT 06777

$339,900

3 beds1 bath1,176 sq ft

15 Smith Rd, Thomaston, CT 06787

New listings for sale in 06759

$335,000

3 beds2.5 baths1,464 sq ft

40 Tapping Reeve Vlg #40, Litchfield, CT 06759

$409,900

3 beds1.5 baths1,612 sq ft

22 Lincoln Pl, Litchfield, CT 06759

$1,673,000

6 beds4.5 baths3,034 sq ft

107 Clark Rd, Litchfield, CT 06759

$650,000

3 beds3 baths2,497 sq ft

77 Beach St, Litchfield, CT 06759

OPEN THU, 10:30AM TO 12PM3D WALKTHROUGH

$599,000

3 beds2.5 baths2,576 sq ft

75 Meadow St, Litchfield, CT 06759

COMING SOON

$779,000

3 beds2.5 baths1,783 sq ft

Litchfield, CT 06759

3D WALKTHROUGH

$550,000

3 beds3 baths2,980 sq ft

355 Hunter Dr #355, Litchfield, CT 06759

Home values near 42 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
96 E Chestnut Hill Road, Litchfield, CT 3 Beds \| 2.5 Baths \| 1820 Sq. Ft.	$587,176
70 E Chestnut Hill Road, Litchfield, CT 3 Beds \| 2 Baths \| 1465 Sq. Ft.	$471,207

Address	Redfin Estimate
127 Chestnut Hill Road, Litchfield, CT 4 Beds \| 2.5 Baths \| 2968 Sq. Ft.	$825,696
80 E Chestnut Hill Road, Litchfield, CT 2 Beds \| 2.5 Baths \| 1456 Sq. Ft.	$516,397

Address	Redfin Estimate
105 E Chestnut Hill Road, Litchfield, CT 4 Beds \| 2.5 Baths \| 2626 Sq. Ft.	$666,243
108 E Chestnut Hill Road, Litchfield, CT 3 Beds \| 1 Baths \| 1170 Sq. Ft.	$362,428

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wallingford homes for sale
Simsbury homes for sale
Southington homes for sale
Farmington homes for sale
Avon homes for sale

Houses for rent in Litchfield	Agents near me	Westport, CT homes for sale	Litchfield Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Litchfield Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Naugatuck homes for sale
Bristol homes for sale
Waterbury homes for sale