SOLD OCT 21, 2025

Off Market Oct 2025 for $455K

$471,745

Est. refi paymentEst. refi $1,856/mo

•

1,886

sq ft

224 Valley Rd, Chestertown, MD 21620

About this home

Impeccably maintained! One-level home offers easy living on a quiet street. Thoughtful updates and meticulous care are evident throughout, including a new vapor barrier in the crawl space, new attic fans, the list goes on and on! The spacious primary bedroom features a full en-suite bath, while the exterior boasts a beautifully landscaped yard and a new concrete patio surrounding the in-ground pool—complete with a custom cover. Ideally located close to Washington College, the hospital, schools, and parks, this home blends comfort, convenience, and quality in a sought-after setting.

Single-familyProperty Type

1978Year Built

0.37 acresLot Size

$250Est. Price/Sq.Ft.

1 car garageParking

Listed by Casey Scattergood • Cross Street Realtors LLC

•410-778-3779 (broker)

•stacy@csrealtors.com (broker)

Bought with Retha Arrabal • Doug Ashley Realtors, LLC

•410-810-0010 (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #MDKE2005546

Redfin Estimate

$471,745

$17K since sold in October 2025$15K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.6% higher than the average sale price ($394K) of 6 comparable homes.

SOLD JUL 22, 2026
$365,000
A
3 beds2 baths1,934 sq ft
521 N Kent St, Chestertown, MD 21620
SOLD MAY 29, 2026
$430,000
B
3 beds2 baths1,588 sq ft
201 Birch Run Rd, Chestertown, MD 21620
SOLD MAR 19, 2026
$340,000
C
3 beds2 baths2,296 sq ft
204 Rolling Rd, Chestertown, MD 21620
SOLD DEC 11, 2025
$475,000
D
3 beds2 baths1,961 sq ft
101 Birch Run Rd, Chestertown, MD 21620
SOLD AUG 14, 2026
$318,000
E
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620
SOLD SEP 30, 2025
$438,000
F
3 beds2 baths1,820 sq ft
206 Barroll Dr, Chestertown, MD 21620

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,710/mo

Redfin rental estimate

List your home for rent

Market trends in 21620, MD

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.0%

+0.0% MoM

Median sale price

$347K

$15K MoM

Avg. days on market

48d

2 days MoM

Recently sold homes

1 MoM

New listings for sale

COMING SOON
$275,000
3 beds1 bath975 sq ft
7482 Poplar Ave, Chestertown, MD 21620
(301) 970-2447
COMING SOON
$315,000
3 beds1 bath1,008 sq ft
24775 Langford Rd, Chestertown, MD 21620
(410) 398-9200
COMING SOON
$300,000
3 beds1 bath960 sq ft
104 Lincoln Dr, Chestertown, MD 21620
(443) 274-1900
OPEN SAT, 10AM TO 12PM
$315,000
3 beds2 baths1,288 sq ft
109 Parma Rd, Chestertown, MD 21620
(410) 778-0330
OPEN SAT, 11AM TO 1PM
$225,000
4 beds1.5 baths1,800 sq ft
533 Round Top Rd, Chestertown, MD 21620
(833) 335-7433
$304,000
3 beds2 baths1,232 sq ft
7464 Shortall St, Chestertown, MD 21620
(410) 476-2201
COMING SOON
$675,000
5 beds3 baths2,838 sq ft
212 Washington Ave, Chestertown, MD 21620
(410) 778-0330
$38,200,000
4 beds2 baths2,330 sq ft
8184 Rock Hall Rd, Chestertown, MD 21620
(410) 778-3779
$1,195,000
2 beds1 bath806 sq ft
302 S Mill St, Chestertown, MD 21620
(410) 778-0330
COMING SOON
$345,000
3 beds1.5 baths1,398 sq ft
217 Edmore Rd, Chestertown, MD 21620
(410) 810-0010
See all

Provided by Redfin

Sale history for 224 Valley Rd

Date

Event

Price

BRIGHT MLS #MDKE2005546

Oct 21, 2025

Sold

$455,000

$241/sq ft

Oct 4, 2025

Pending

—

Sep 5, 2025

Contingent

—

Aug 23, 2025

Listed

$450,000

$239/sq ft

Aug 4, 2025

Coming Soon

$450,000

$239/sq ft

BRIGHT MLS #MDKE116896

Oct 29, 2020

Sold

$265,000

$141/sq ft

Sep 26, 2020

Pending

—

Aug 18, 2020

Contingent

—

Aug 10, 2020

Listed

$265,000

$141/sq ft

+35

Set on a quiet street close to Washington College, hospital, schools and parks, this well-maintained home awaits your personal touches. An in-ground vinyl pool features prominently in the private, tree-edged backyard. Established plantings have been designed for ease of maintenance. A comfortable sun room offers almost 9-months of garden views. The sun-filled kitchen and cozy family room with fireplace are the center of the home with a gracious formal living and dining room available for entertaining. A comfortable Master Bedroom with en suite bath is adjacent to bedroom currently used as a home office with a third bedroom used for guests. Built in 1978 by one of the area's most respected builders, meticulous attention has been given to routine maintenance and upgrades. Watch for additional photos coming soon.

Public Records

Jul 15, 1988

Sold

$149,500

$79/sq ft

Public Records

Apr 5, 1979

Sold

$65,000

$34/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$4,930 (+24.1%)

2025

$3,973 (+0.8%)

2024

$3,940 (+0.8%)

$91,500 + $162,000

$253,500

2023

$3,908 (+1.5%)

2022

$3,851 (+0.3%)

2021

$3,840 (−0.4%)

$91,500 + $155,800

$247,300

2020

$3,854 (+0.5%)

2019

$3,835 (+0.8%)

2018

$3,805 (+3.5%)

2017

$3,678 (+4.0%)

2015

$3,538 (+103.8%)

2014

$1,736 (−50.0%)

$101,500 + $129,300

$230,800

2013

$3,471

2012

$3,471 (−20.0%)

2011

$4,338

2010

2009

$3,109

Tax history for 224 Valley Rd

Year

Property tax

Land + Additions

Assessment*

2026

$4,930 (+24.1%)

2025

$3,973 (+0.8%)

2024

$3,940 (+0.8%)

$91,500 + $162,000

$253,500

2023

$3,908 (+1.5%)

2022

$3,851 (+0.3%)

2021

$3,840 (−0.4%)

$91,500 + $155,800

$247,300

2020

$3,854 (+0.5%)

2019

$3,835 (+0.8%)

2018

$3,805 (+3.5%)

2017

$3,678 (+4.0%)

2015

$3,538 (+103.8%)

2014

$1,736 (−50.0%)

$101,500 + $129,300

$230,800

2013

$3,471

2012

$3,471 (−20.0%)

2011

$4,338

2010

2009

$3,109

*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

0.37 Acres

Year renovated

—

Sq. Ft.

1,886

Year built

1978

Style

Single Family Residential

County

Kent County

APN

04 016831

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 3, 2026.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 1
Garage Features: Garage - Front Entry
# of Total Garage and Parking Spaces: 1
Has Garage
# of Garage Spaces: 1
Attached Garage, Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2

Interior Information
Appliances: Dishwasher, Dryer, Microwave, Oven/Range - Gas, Refrigerator, Washer
Flooring Type: Carpet, Vinyl, Tile/Brick, Luxury Vinyl Plank
Not Furnished
Interior Features: Attic, Formal/Separate Dining Room, Attic/House Fan, CeilngFan(s), Chair Railings, Master Bath(s), Combination Kitchen/Living, Crown Moldings
Living Area Sq.Ft. Source: Assessor

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Kitchen, Family Room, Bedroom 1, Sun/Florida Room, Bathroom 1, Master Bathroom
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Brick, Gas/Propane

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Horse: No
Improvement Assessed Value: $162,000
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor

Building Information
Construction Materials: Brick
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Roof: Architectural Shingle
Structure Type: Detached
Other Structures: Shed
Building Not Winterized

Pool Information
Personal Pool
Fenced, Vinyl, In Ground

Lot Information
Lot Features: Backs to Trees, Landscaping
Tidal Water: No

Land Information
Land Assessed Value: $91,500

Above Grade Information
Finished Sq.Ft.: 1,886
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
Agricultural Tax Due: No
City/Town Tax: $1,089
County Tax: $2,851
Tax Assessed Value: $253,500
Tax Year: 2024
Tax Annual Amount: $3,940

Assessments Information
Year Assessed: 2025

Lease Information
Lease Considered: No

Utilities

Utilities Information
Fiber Optic
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
90% Forced Air
Heating Fuel: Oil
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Public
Municipal Trash: Yes

Location

School Information
High School: KENT COUNTY
School District Name: KENT COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
In City Limits
Directions: Use GPS
Municipality: Chestertown

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,886
Stories: 1.0
Lot Size: 0.37 acres
Style: Single Family Residential
Year Built: 1978
Year Renovated: —
County: Kent County
APN: 04 016831

Home facts updated by county records on Aug 3, 2026

Around this home

Schools

H. H. Garnett Elementary School

Public PreK-5 • Assigned • 0.6mi

6/10

Kent County Middle School

Public 6-8 • Assigned • 0.2mi

3/10

Kent County High School

Public 9-12 • Assigned • 4.8mi

5/10

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

8/10 Heat Factor

7 days above 104° expected this year, 15 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

6/10 Air Factor

9 unhealthy days expected this year, 13 days in 30 years

Provided by First Street

Historical weather

Chestertown, MD • 21620

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 9.2 hours in June and 4.7 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$449,000 – $543,000

Sell confidently with a local market expert in Chestertown. 3 minutes to get started.

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COMING SOON

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Home values near 224 Valley Rd

Data from public records.

Address	Redfin Estimate
207 Valley Road, Chestertown, MD - Beds \| 2 Baths \| 2248 Sq. Ft.	$490,923
305 Cedar Street, Chestertown, MD 2 Beds \| 1.5 Baths \| 2134 Sq. Ft.	$370,166

Address	Redfin Estimate
220 Valley Road, Chestertown, MD 3 Beds \| 2.5 Baths \| 2608 Sq. Ft.	$430,589
102 School Road, Chestertown, MD - Beds \| 1.5 Baths \| 1674 Sq. Ft.	$333,193

Address	Redfin Estimate
107 School Road, Chestertown, MD 3 Beds \| 1 Baths \| 1356 Sq. Ft.	$310,903
204 Cedar Street, Chestertown, MD 3 Beds \| 3.5 Baths \| 2301 Sq. Ft.	$525,535

Property information provided by BRIGHT MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21620, MD

Sale history for 224 Valley Rd

Tax history for 224 Valley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21620

Home values near 224 Valley Rd

More real estate resources