OFF MARKET

Off Market May 2020 for $145K

$315,922

Est. refi paymentEst. refi $1,114/mo

•

1,950

sq ft

4 Rolling Rd, Chestertown, MD 21620

About this home

Own this home less than the cost to rent! 3 bedrooms, a remodeled full bathroom, living room, office, and wood floors complete the main level. The lower level features a spacious kitchen opening to the family room, another full bathroom, laundry room and ceramic tile floors. Outside is a driveway for off street parking, a fully fenced backyard, and large shed with workbench and electric. Within walking distance to Downtown, Washington College, the hospital, and the Chestertown dog park, this is a great home for first time home buyers or investors looking for great return!

Single-familyProperty Type

1961Year Built

9,100 sq ftLot Size

$162Est. Price/Sq.Ft.

Listed by Miles Norris • Select Land & Homes, LLC

•410-810-3900 (broker)

•bnorrisselect@gmail.com (broker)

Bought with Grace Crockett • Doug Ashley Realtors, LLC

•410-810-0010 (broker)

Redfin checked: 5 minutes ago

•Source:BRIGHT MLS #MDKE116100

Redfin Estimate

$315,922

$171K since sold in May 2020$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.3% lower than the average sale price ($365K) of 6 comparable homes.

SOLD AUG 14, 2026
$318,000
A
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620
SOLD JUL 22, 2026
$365,000
B
3 beds2 baths1,934 sq ft
521 N Kent St, Chestertown, MD 21620
SOLD JAN 16, 2026
$364,000
C
3 beds2 baths1,532 sq ft
303 E Campus Ave, Chestertown, MD 21620
SOLD MAR 19, 2026
$340,000
D
3 beds2 baths2,296 sq ft
204 Rolling Rd, Chestertown, MD 21620
SOLD MAY 29, 2026
$430,000
E
3 beds2 baths1,588 sq ft
201 Birch Run Rd, Chestertown, MD 21620
SOLD MAY 1, 2026
$370,000
F
3 beds1.5 baths1,404 sq ft
217 Philosophers Ter, Chestertown, MD 21620

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$1,823/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

$263,000
3 beds2 baths1,140 sq ft
115 Chester Arms Dr, Chestertown, MD 21620
(703) 378-8810
NEW 28 HRS AGO
$229,000
3 beds1 bath936 sq ft
7415 Wilkins Ln, Chestertown, MD 21620
(410) 810-0010
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
See all

Provided by Redfin

Sale history for 4 Rolling Rd

Date

Event

Price

BRIGHT MLS #MDKE116100

May 1, 2020

Sold

$145,000

$74/sq ft

Mar 4, 2020

Contingent

—

Feb 24, 2020

Relisted

—

Jan 30, 2020

Contingent

—

Jan 10, 2020

Listed

$147,700

$76/sq ft

MRIS #KE9769790

Oct 11, 2017

Delisted

—

Sep 26, 2017

Price Changed

Sep 26, 2017

Relisted

—

Sep 21, 2017

Delisted

—

Jul 18, 2017

Price Changed

Feb 27, 2017

Price Changed

Feb 23, 2017

Relisted

—

Feb 9, 2017

Pending

—

Sep 20, 2016

Listed

BRIGHT MLS #1000083751

Sep 20, 2016

Listed

$149,000

$76/sq ft

Public Records

Jan 23, 2004

Sold

$140,000

$72/sq ft

Public Records

Apr 5, 2002

Sold

$119,000

$61/sq ft

MRIS #KE4139373

Mar 6, 2002

Delisted

—

Feb 13, 2002

Listed

$59/sq ft

Public Records

Nov 7, 1983

Sold

$49,000

$25/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2026

$2,419 (+10.5%)

2025

$2,189 (+1.6%)

2024

$2,155 (+1.6%)

$81,900 + $57,800

$139,700

2023

$2,120 (+2.3%)

2022

$2,073

2021

$2,073 (−0.6%)

$81,900 + $51,200

$133,100

2020

$2,086 (+0.2%)

$81,900 + $51,200

$133,100

2019

$2,082 (+0.8%)

$81,900 + $51,200

$133,100

2018

$2,065 (+3.5%)

2017

$1,995 (+0.2%)

2015

$1,991 (−7.2%)

$91,000 + $41,400

$132,400

2014

$2,145

$91,000 + $51,600

$142,600

2013

$2,145

2012

$2,145 (−20.6%)

2011

$2,700 (+10.0%)

2010

$2,454 (+11.2%)

2009

$2,207

Tax history for 4 Rolling Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,419 (+10.5%)

2025

$2,189 (+1.6%)

2024

$2,155 (+1.6%)

$81,900 + $57,800

$139,700

2023

$2,120 (+2.3%)

2022

$2,073

2021

$2,073 (−0.6%)

$81,900 + $51,200

$133,100

2020

$2,086 (+0.2%)

$81,900 + $51,200

$133,100

2019

$2,082 (+0.8%)

$81,900 + $51,200

$133,100

2018

$2,065 (+3.5%)

2017

$1,995 (+0.2%)

2015

$1,991 (−7.2%)

$91,000 + $41,400

$132,400

2014

$2,145

$91,000 + $51,600

$142,600

2013

$2,145

2012

$2,145 (−20.6%)

2011

$2,700 (+10.0%)

2010

$2,454 (+11.2%)

2009

$2,207

*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

9,100

Year renovated

2022

Sq. Ft.

1,950

Year built

1961

Style

Single Family Residential

County

Kent County

APN

04 009622

Parking Spaces

—

Basement

Yes

Accessible

Yes

HOA Dues

—

Garage

Features

—

Last updated by owner on Nov 12, 2023.

Property details

Parking

Parking Information
Driveway, Off Street

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On 1st Lower Level: 1
# of Bathrooms (Full) On All Lower Levels: 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Dishwasher, Dryer, Cooktop, Microwave, Oven - Wall, Refrigerator, Water Heater
Door Features: Double Entry
Flooring Type: Ceramic Tile, Hardwood, Carpet
Not Furnished
Interior Features: Attic, Bar, Carpet, CeilngFan(s), Family Room Off Kitchen, Pantry, Recessed Lighting, Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall

Room Information
# of Rooms: 7
Living Room, Bedroom 2, Bedroom 3, Kitchen, Family Room, Bedroom 1, Office
Laundry Type: Lower Floor

Basement Information
Basement: Yes
Daylight, Full, Fully Finished, Heated, Improved, Interior Access, Sump Pump, Windows
Basement Footprint Percent: 100.00
Basement Finished Percent: 100.00

Exterior

Property Information
Total Below Grade Sq. Ft.: 975
Accessibility Features: Doors - Swing In
Improvement Assessed Value: $51,200
Ownership Interest: Fee Simple
Property Condition: Very Good, Good
Year Built Source: Assessor

Building Information
# of Levels (Total): 2
Construction Materials: Brick
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Roof: Asphalt
Structure Type: Detached
Window Features: Double Hung

Exterior Information
Outbuilding(s), Sidewalks
Fencing: Rear

Lot Information
Lot Features: Front Yard, Rear Yard, Road Frontage
Tidal Water: No

Land Information
Land Assessed Value: $81,900

Above Grade Information
Finished Sq.Ft.: 975
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft.: 975
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
Agricultural Tax Due: No
City/Town Tax: $572
County Tax: $1,509
Tax Assessed Value: $133,100
Tax Year: 2020
Tax Annual Amount: $2,081

Assessments Information
Year Assessed: 2020

Utilities

Utilities Information
Central Air
Cooling Type: Heat Pump(s), Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Public

Location

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

Location Information
In City Limits
Directions: Heading North on Washington Ave take a right onto E Campus Avenue. In approximately 1/2 mile take a left onto Rolling Road. Property on your right. Sign on property.
Municipality: Chestertown
Road Surface Type: Gravel

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,950
Stories: 1.0
Parking Spaces: —
Basement: Yes
Accessible: Yes
Lot Size: 9,100 square feet
Style: Single Family Residential
Year Built: 1961
Year Renovated: 2022
County: Kent County
APN: 04 009622
HOA Dues: —
Garage: No
Features: —

Home facts updated by owner on Nov 12, 2023

Around this home

Schools

H. H. Garnett Elementary School

Public PreK-5 • Assigned • 0.7mi

6/10

Kent County Middle School

Public 6-8 • Assigned • 0.2mi

3/10

Kent County High School

Public 9-12 • Assigned • 4.9mi

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

60% 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

$303,000 – $367,000

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

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Home values near 4 Rolling Rd

Data from public records.

Address	Redfin Estimate
213 Rolling Rd, Chestertown, MD - Beds \| 1 Baths \| 1716 Sq. Ft.	$337,977
5 Rolling Rd, Chestertown, MD 3 Beds \| 1 Baths \| 1202 Sq. Ft.	$254,257

Address	Redfin Estimate
6 Rolling Rd, Chestertown, MD - Beds \| 1 Baths \| 975 Sq. Ft.	$242,680
8 Rolling Rd, Chestertown, MD - Beds \| 1 Baths \| 1523 Sq. Ft.	$275,700

Address	Redfin Estimate
2 Rolling Rd, Chestertown, MD - Beds \| 1 Baths \| 1776 Sq. Ft.	$259,914
7 Rolling Rd, Chestertown, MD 3 Beds \| 1 Baths \| 1300 Sq. Ft.	$283,352

Property information provided by BRIGHT MLS when last listed in 2020. This data may not show owner updates. 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 21620, MD

Sale history for 4 Rolling Rd

Tax history for 4 Rolling 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 4 Rolling Rd

More real estate resources