Google street view image for 442 Cherry Hill Rd, Middlefield, CT 06455

Local rules require you to be signed in to see more photos.

Sold

$516,501

Est. refi paymentEst. refi $1,554/mo

•

2 ba

•

1,693

sq ft

442 Cherry Hill Rd, Middlefield, CT 06455

About this home

Diamond in the rough 5 private beautiful level acs with huge barn perfect for horses or livestock. Needs updating and new septic reflected in the price. Natural brook runs through the back of the property. Bordered by town open space on the left wide plank wood floors, 2 bathrooms-one not finished, 2 stone fireplaces, 50 x 50 asparagus patch

Single-familyProperty Type

1957Year Built

5 acresLot Size

$305Est. Price/Sq.Ft.

2 car garageParking

Source:Public Records

Redfin Estimate

$516,501

$247K since sold in August 2009$8,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.1% higher than the average sale price ($487K) of 6 comparable homes.

SOLD AUG 29, 2026
$430,000
A
4 beds2 baths2,152 sq ft
15 Winsome Rd, Durham, CT 06422
SOLD SEP 24, 2026
$463,000
B
3 beds2 baths1,483 sq ft
25 Aresco Dr, Rockfall, CT 06481
SOLD JUN 30, 2026
$532,000
C
4 beds2 baths2,213 sq ft
224 Coleman Rd, Middletown, CT 06457
SOLD SEP 23, 2026
$661,000
D
3 beds2 baths2,150 sq ft
46 Powder Hill Rd, Middlefield, CT 06455
SOLD NOV 2, 2026
$486,000
E
3 beds1.5 baths2,116 sq ft
85 Tuttle Rd, Durham, CT 06422
SOLD SEP 25, 2026
$349,900
F
4 beds2 baths1,664 sq ft
125 Stevens Ln, Middletown, CT 06457

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

Earn from this home

Sell

$484,769

Est. take-home

List your home with Redfin and save $5,165

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,685/mo

Redfin rental estimate

List your home for rent

Market trends in 06455, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.3%

3.0% MoM

Median sale price

$668K

$296K MoM

Avg. days on market

44d

7 days MoM

Recently sold homes

2 MoM

New listings for sale

$319,900
2 beds1 bath1,498 sq ft
15 Bittersweet Rdg #15, Middlefield, CT 06455
See all

Provided by Redfin

Sale history for 442 Cherry Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,944 (+2.5%)

$108,900 + $137,000

$245,900

2022

$6,777 (+6.2%)

$108,900 + $137,000

$245,900

2021

$6,380 (−1.3%)

$108,900 + $91,600

$200,500

2020

$6,462 (−6.6%)

$108,900 + $91,600

$200,500

2018

$6,915 (−5.8%)

$108,900 + $91,600

$200,500

2017

$7,340 (+14.7%)

$108,900 + $91,600

$200,500

2016

$6,397 (−3.2%)

$106,900 + $87,900

$194,800

2014

$6,608 (+2.1%)

$106,900 + $87,900

$194,800

2011

$6,475

$106,900 + $87,900

$194,800

Tax history for 442 Cherry Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,944 (+2.5%)

$108,900 + $137,000

$245,900

2022

$6,777 (+6.2%)

$108,900 + $137,000

$245,900

2021

$6,380 (−1.3%)

$108,900 + $91,600

$200,500

2020

$6,462 (−6.6%)

$108,900 + $91,600

$200,500

2018

$6,915 (−5.8%)

$108,900 + $91,600

$200,500

2017

$7,340 (+14.7%)

$108,900 + $91,600

$200,500

2016

$6,397 (−3.2%)

$106,900 + $87,900

$194,800

2014

$6,608 (+2.1%)

$106,900 + $87,900

$194,800

2011

$6,475

$106,900 + $87,900

$194,800

*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

5 Acres

Year renovated

—

Sq. Ft.

1,693

Year built

1957

Style

Single Family Residential

County

Middlesex County

APN

1001540

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Around this home

Schools

K - 12
Preschool & daycare

Middlefield Memorial School

Public 4-5 • Assigned • 1.8mi

Frank Ward Strong School

Public 6-8 • Assigned • 1.7mi

7/10

Coginchaug Regional High School

Public 9-12 • Assigned • 1.9mi

6/10

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Middlefield, CT • 06455

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

$491,000 – $594,000

Reach more buyers when you sell with Redfin. Save up to $5,165 in fees. 3 minutes to get started.

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

Nearby similar homes

NEW 13 HRS AGO

$649,000

4 beds2.5 baths2,016 sq ft

Lot 3 Coleman Dr, Middletown, CT 06457

2.12 acre lot • 2 garage spots • Built 2027

$899,900

4 beds2.5 baths3,306 sq ft

64 Haddam Quarter Rd, Durham, CT 06422

Original features • Raised paneling • Wide board floors

$424,900

3 beds3 baths1,908 sq ft

36 Sweet Birch Dr, Meriden, CT 06450

Large bay window • Quartz countertops • 0.41 acre lot

$749,900

4 beds2.5 baths2,458 sq ft

88 Powder Hill Rd, Middlefield, CT 06455

Open-concept kitchen • Working fireplace • In-ground pool

$575,000

4 beds2.5 baths1,892 sq ft

117 Thorpe Ave, Wallingford, CT 06492

Covered front porch • Expansive yard • 0.99 acre lot

$659,900

3 beds2 baths2,746 sq ft

101 Thorpe Ave, Wallingford, CT 06492

1.85 acres • Commercial zoning • Sunken living room

New listings for sale in 06455

$319,900

2 beds1 bath1,498 sq ft

15 Bittersweet Rdg #15, Middlefield, CT 06455

Single level living • Detached ranch • Enclosed sunroom

Home values near 442 Cherry Hill Rd

Data from public records.

Address	Redfin Estimate
460 Cherry Hill Road, Middlefield, CT 3 Beds \| 2.5 Baths \| 2261 Sq. Ft.	$659,351
458 Cherry Hill Road, Middlefield, CT 3 Beds \| 3.5 Baths \| 2090 Sq. Ft.	$624,049
451 Cherry Hill Road, Middlefield, CT 4 Beds \| 3 Baths \| 2562 Sq. Ft.	$601,183
515 Cherry Hill Road, Middlefield, CT 3 Beds \| 1.5 Baths \| 1152 Sq. Ft.	$405,365
60 Old Indian Trail, Middlefield, CT 4 Beds \| 2.5 Baths \| 3379 Sq. Ft.	$653,076
11 Miller Road, Middlefield, CT 4 Beds \| 2.5 Baths \| 2024 Sq. Ft.	$569,545
58 Miller Road, Middlefield, CT 3 Beds \| 2 Baths \| 3163 Sq. Ft.	$615,338

Address	Redfin Estimate
445 Cherry Hill Road, Middlefield, CT 2 Beds \| 2 Baths \| 1681 Sq. Ft.	$497,331
479 Cherry Hill Road, Middlefield, CT 2 Beds \| 1 Baths \| 1274 Sq. Ft.	$400,413
499 Cherry Hill Road, Middlefield, CT 2 Beds \| 2.5 Baths \| 1919 Sq. Ft.	$567,670
50 Miller Road, Middlefield, CT 3 Beds \| 2.5 Baths \| 2571 Sq. Ft.	$600,874
45 Snell Road, Middlefield, CT 4 Beds \| 3.5 Baths \| 4458 Sq. Ft.	$922,239
23 Miller Road, Middlefield, CT 3 Beds \| 2 Baths \| 1796 Sq. Ft.	$531,475
57 Snell Road, Middlefield, CT 3 Beds \| 2 Baths \| 1439 Sq. Ft.	$457,622

Address	Redfin Estimate
464 Cherry Hill Road, Middlefield, CT 3 Beds \| 2 Baths \| 1180 Sq. Ft.	$384,935
429 Cherry Hill Road, Middlefield, CT 1 Beds \| 1 Baths \| 720 Sq. Ft.	$302,922
508 Cherry Hill Road, Middlefield, CT 3 Beds \| 2 Baths \| 1232 Sq. Ft.	$437,576
42 Miller Road, Middlefield, CT 3 Beds \| 2.5 Baths \| 1732 Sq. Ft.	$542,046
48 Industrial Park Access Road, Middlefield, CT 3 Beds \| 2 Baths \| 1698 Sq. Ft.	$551,110
890 Main Street, Middlefield, CT 5 Beds \| 1.5 Baths \| 1872 Sq. Ft.	$1,475,921
40 Miller Road, Middlefield, CT 4 Beds \| 2 Baths \| 2581 Sq. Ft.	$633,348

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.

Redfin Brokerage Licenses

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.

Houses for rent in Middlesex County	Agents near me	Westport, CT homes for sale	Middlesex County 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	Middlesex County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

442 Cherry Hill Rd, Middlefield, CT 06455

About this home

Redfin Estimate

Earn from this home

Market trends in 06455, CT

Sale history for 442 Cherry Hill Rd

Tax history for 442 Cherry Hill Rd

Public record

Property details

Public facts

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06455

Home values near 442 Cherry Hill Rd

More real estate resources

Clinton homes for sale
Meriden homes for sale
Middletown homes for sale

Fairfield County homes for sale
Suffolk County homes for sale
New Haven County homes for sale