OFF MARKET

Off market dec 2021 for $99K

$257,653

Est. refi paymentEst. refi $676/mo

•

944

sq ft

167 Flatland Rd, Chestertown, MD 21620

About this home

Significant price reduction! Investment opportunity! Over 2.5 acres close to downtown Chestertown. House is in need of rehab and the value is in the land. Existing house is occupied. Detached garage has additional storage, or keep its current use as a chicken coop. The house can be renovated. , or take advantage of R4 zoning, which allows for construction of multi-family dwellings to fulfill the demand for rental housing. R4 zoning allows for the conditional use for mobile homes. A plan is included in the available documents. See documents for further information on allowable uses. Do not enter property without a confirmed appointment. Tenant occupied and 24 hour notice needed.

Single-familyProperty Type

1956Year Built

2.77 acresLot Size

$273Est. Price/Sq.Ft.

2 car garageParking

Listed by Julie SANTOBONI • Cross Street Realtors LLC

•410-778-3779 (broker)

•stacy@csrealtors.com (broker)

Bought with Erin Anderson • Chesapeake Real Estate Associates, LLC

•410-643-4663 (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDKE2000080

Redfin Estimate

$257,653

$159K since sold in December 2021$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.3% lower than the average sale price ($269K) of 6 comparable homes.

SOLD SEP 8, 2026
$222,000
A
3 beds1 bath1,341 sq ft
202 Pine St, Chestertown, MD 21620
SOLD JUN 25, 2026
$395,000
B
3 beds2 baths1,440 sq ft
8629 Airy Hill Rd, Chestertown, MD 21620
SOLD JUN 30, 2026
$85,000
C
3 beds1 bath910 sq ft
108 Pine St, Chestertown, MD 21620
SOLD JUN 17, 2026
$325,000
D
3 beds1 bath1,427 sq ft
202 Valley Rd, Chestertown, MD 21620
SOLD SEP 29, 2026
$295,000
E
3 beds2 baths1,132 sq ft
240 Round Top Rd, Chestertown, MD 21620
SOLD JUN 8, 2026
$293,000
F
3 beds2 baths1,152 sq ft
301 Lincoln Dr, Chestertown, MD 21620

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Earn from this home

Refinance

Est. cash available

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Rent

$1,697/mo

Redfin rental estimate

List your home for rent

Market trends in 21620, MD

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.9%

+1.5% MoM

Median sale price

$349K

$6K MoM

Avg. days on market

52d

5 days MoM

Recently sold homes

2 MoM

New listings for sale

OPEN SAT, 11AM TO 2PM
$296,000
3 beds1.5 baths1,248 sq ft
203 Manor Ave, Chestertown, MD 21620
(410) 778-0330
NEW 18 HRS AGO
$425,000
4 beds2.5 baths3,165 sq ft
106 Harlan Loop, Chestertown, MD 21620
(866) 987-3937
COMING SOON
$238,000
3 beds1 bath1,008 sq ft
10484 Cogar Rd, Chestertown, MD 21620
(877) 366-2213
$325,000
5 beds2 baths1,802 sq ft
234 N Kent St, Chestertown, MD 21620
(410) 673-3344
OPEN OCT 21, 5PM TO 7:30PM
$568,900
4 beds2.5 baths2,464 sq ft
329 Union Church Rd, Chestertown, MD 21620
(443) 215-4663
COMING SOON
$679,900
3 beds3.5 baths3,228 sq ft
8986 Orchard Dr, Chestertown, MD 21620
(410) 822-6665
$675,000
5 beds3 baths2,838 sq ft
212 Washington Ave, Chestertown, MD 21620
(410) 778-0330
$459,000
2 beds2 baths1,098 sq ft
105 N Water St #3, Chestertown, MD 21620
(410) 778-0330
See all

Provided by Redfin

Sale history for 167 Flatland Rd

Date

Event

Price

BRIGHT MLS #MDKE2000080

Dec 17, 2021

Sold

$99,000

$105/sq ft

Oct 29, 2021

Pending

—

Sep 23, 2021

Price Changed

$99,900

$106/sq ft

Jul 22, 2021

Price Changed

$129,900

$138/sq ft

Jun 29, 2021

Listed

$150,000

$159/sq ft

BRIGHT MLS #1005585284

Feb 25, 2010

Sold

$75,000

$79/sq ft

Dec 16, 2009

Listed

$100,000

$106/sq ft

Public Records

Mar 19, 1991

Sold

$95,000

$101/sq ft

Public Records

May 12, 1989

Sold

$67,500

$72/sq ft

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Year

Property tax

Land + Additions

Assessment*

2026

$2,790 (+0.5%)

2025

$2,776 (+2.3%)

2024

$2,714 (+5.6%)

$122,600 + $54,500

$177,100

2021

$2,571 (−0.6%)

$122,600 + $42,700

$165,300

2020

$2,587 (−53.3%)

$122,400 + $42,700

$165,100

2019

$5,541 (+100.6%)

$122,400 + $42,700

$165,100

2018

$2,761 (+3.3%)

$136,700 + $41,000

$177,700

2017

$2,673 (−12.7%)

$136,700 + $41,000

$177,700

2015

$3,063 (−1.1%)

$143,700 + $60,000

$203,700

2014

$3,098

$143,700 + $62,300

$206,000

2013

$3,098

2012

$3,098 (−4.7%)

2011

$3,251

2010

2009

$2,063

Tax history for 167 Flatland Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,790 (+0.5%)

2025

$2,776 (+2.3%)

2024

$2,714 (+5.6%)

$122,600 + $54,500

$177,100

2021

$2,571 (−0.6%)

$122,600 + $42,700

$165,300

2020

$2,587 (−53.3%)

$122,400 + $42,700

$165,100

2019

$5,541 (+100.6%)

$122,400 + $42,700

$165,100

2018

$2,761 (+3.3%)

$136,700 + $41,000

$177,700

2017

$2,673 (−12.7%)

$136,700 + $41,000

$177,700

2015

$3,063 (−1.1%)

$143,700 + $60,000

$203,700

2014

$3,098

$143,700 + $62,300

$206,000

2013

$3,098

2012

$3,098 (−4.7%)

2011

$3,251

2010

2009

$2,063

*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

2.89 Acres

Year renovated

—

Sq. Ft.

944

Year built

1956

Style

Single Family Residential

County

Kent County

APN

04 000544

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 3, 2026.

Property details

Parking

Parking Information
# of Detached Garage Spaces: 2
Garage Features: Additional Storage Area
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Off Street, Detached Garage

Interior

Bedroom Information
# of Bedrooms On Main Level: 2

Bathroom Information
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full): 1

Interior Information
Living Area Sq.Ft. Source: Estimated

Basement Information
Basement: Yes
Unfinished

Exterior

Property Information
Not Federal Flood Zone
Ownership Interest: Fee Simple
Property Condition: Major Rehab Needed
Year Built Source: Estimated

Building Information
Construction Materials: Vinyl Siding
Other Structures: Above Grade
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Structure Type: Detached

Lot Information
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 944
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
Agricultural Tax Due: No
City/Town Tax: $693
County Tax: $1,687
Tax Assessed Value: $165,100
Tax Year: 2021
Tax Annual Amount: $2,380

Lease Information
Lease Considered: No

Utilities

Utilities Information
Cooling Type: Window Unit(s)
Cooling Fuel: Electric
Baseboard - Electric
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Private 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: Leaving Chestertown on Flatland Rd, the property is on the left, right before Edge of Town Rd, and across from Hilltop Lane

Public facts

Beds: —
Baths: 1.0
Sq. Ft.: 944
Stories: 1.0
Lot Size: 2.89 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: —
County: Kent County
APN: 04 000544

Home facts updated by county records on Aug 3, 2026

Around this home

Schools

H. H. Garnett Elementary School

Public PreK-5 • Assigned • 1.1mi

6/10

Kent County Middle School

Public 6-8 • Assigned • 1.3mi

3/10

Kent County High School

Public 9-12 • Assigned • 4.3mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

6/10 Flood Factor

Estimated 67-74% chance 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

62% 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

$245,000 – $297,000

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

Nearby similar homes

NEW 18 HRS AGO

$425,000

4 beds2.5 baths3,165 sq ft

106 Harlan Loop, Chestertown, MD 21620

(866) 987-3937

SHORT SALE

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234 N College Ave, Chestertown, MD 21620

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FOR SALE BY OWNER

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4 beds2.5 baths2,160 sq ft

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(855) 450-0442

New listings for sale in 21620

OPEN SAT, 11AM TO 2PM

$296,000

3 beds1.5 baths1,248 sq ft

203 Manor Ave, Chestertown, MD 21620

(410) 778-0330

NEW 18 HRS AGO

$425,000

4 beds2.5 baths3,165 sq ft

106 Harlan Loop, Chestertown, MD 21620

(866) 987-3937

COMING SOON

$238,000

3 beds1 bath1,008 sq ft

10484 Cogar Rd, Chestertown, MD 21620

(877) 366-2213

$325,000

5 beds2 baths1,802 sq ft

234 N Kent St, Chestertown, MD 21620

(410) 673-3344

OPEN OCT 21, 5PM TO 7:30PM

$568,900

4 beds2.5 baths2,464 sq ft

329 Union Church Rd, Chestertown, MD 21620

(443) 215-4663

COMING SOON

$679,900

3 beds3.5 baths3,228 sq ft

8986 Orchard Dr, Chestertown, MD 21620

(410) 822-6665

$675,000

5 beds3 baths2,838 sq ft

212 Washington Ave, Chestertown, MD 21620

(410) 778-0330

$459,000

2 beds2 baths1,098 sq ft

105 N Water St #3, Chestertown, MD 21620

(410) 778-0330

Home values near 167 Flatland Rd

Data from public records.

Address	Redfin Estimate
159 Flatland Rd, Chestertown, MD - Beds \| 1 Baths \| 2688 Sq. Ft.	$388,203
205 Hilltop Ln, Chestertown, MD - Beds \| 2.5 Baths \| 1200 Sq. Ft.	$233,372

Address	Redfin Estimate
200 Hilltop Ln, Chestertown, MD - Beds \| 2.5 Baths \| 1200 Sq. Ft.	$224,491
208 Hilltop Ln, Chestertown, MD - Beds \| 2.5 Baths \| 1199 Sq. Ft.	$238,753

Address	Redfin Estimate
204 Hilltop Ln, Chestertown, MD - Beds \| 2.5 Baths \| 1216 Sq. Ft.	$233,308
203 Hilltop Ln, Chestertown, MD 3 Beds \| 2.5 Baths \| 1222 Sq. Ft.	$228,753

Property information provided by BRIGHT MLS when last listed in 2021. 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 21620, MD

Sale history for 167 Flatland Rd

Tax history for 167 Flatland 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 167 Flatland Rd

More real estate resources