Google street view image for 101 Sheaffer Rd, Chestertown, MD 21620

OFF MARKET

$256,196

—

•

2 ba

•

1,664

sq ft

101 Sheaffer Rd, Chestertown, MD 21620

About this home

101 Sheaffer Rd is a 1,664 square foot house on a 1.12 acre lot with 2 bathrooms. Based on Redfin's Chestertown data, we estimate the home's value is $256,196.

Single-familyProperty Type

2015Year Built

1.12 acresLot Size

$154Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$256,196

$9,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 42.1% lower than the average sale price ($443K) of 6 comparable homes.

SOLD JUN 29, 2026
$460,000
A
3 beds2 baths1,664 sq ft
118 Grant Ct, Chestertown, MD 21620
SOLD MAY 19, 2026
$376,000
B
3 beds2 baths1,432 sq ft
136 Hilltop Dr, Chestertown, MD 21620
SOLD JUL 16, 2026
$435,000
C
3 beds2.5 baths1,784 sq ft
215 Fairview Dr, Chestertown, MD 21620
SOLD APR 17, 2026
$480,000
D
3 beds2 baths1,734 sq ft
104 Garland Ave, Chestertown, MD 21620
SOLD JUN 26, 2026
$525,000
E
3 beds2 baths1,817 sq ft
1014 Twin Ct, Chestertown, MD 21620
SOLD JAN 30, 2026
$379,000
F
3 beds2 baths1,700 sq ft
104 Iris Rd, Chestertown, MD 21620

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

Market trends in 21620, MD

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.0%

1.0% MoM

Median sale price

$362K

$17K MoM

Avg. days on market

46d

14 days MoM

Recently sold homes

9 MoM

New listings for sale

$295,000
3 beds2 baths1,132 sq ft
240 Round Top Rd, Chestertown, MD 21620
(410) 827-4663
COMING SOON
$345,000
3 beds1.5 baths1,398 sq ft
217 Edmore Rd, Chestertown, MD 21620
(410) 810-0010
$369,000
2 beds1.5 baths1,036 sq ft
101 S College Ave, Chestertown, MD 21620
(410) 810-0010
$649,000
4 beds3 baths2,864 sq ft
22400 Great Oak Landing Rd, Chestertown, MD 21620
(410) 778-0330
FOR SALE BY OWNER
$435,000
3 beds2 baths1,956 sq ft
233 Duke of Kent St, Chestertown, MD 21620
$524,900
3 beds2.5 baths2,076 sq ft
1003 Twin Ct, Chestertown, MD 21620
(410) 778-3779
$295,000
1 bed1 bath— sq ft
117 N Water St Unit 3B, Chestertown, MD 21620
(410) 778-0330
COMING SOON
$304,000
3 beds2 baths1,232 sq ft
7464 Shortall St, Chestertown, MD 21620
(410) 476-2201
$299,900
3 beds1 bath1,056 sq ft
124 Wilton Rd, Chestertown, MD 21620
(410) 810-0010
$750,000
3 beds2.5 baths2,176 sq ft
216 Birch Run Rd, Chestertown, MD 21620
(410) 673-3344
See all

Provided by Redfin

Sale history for 101 Sheaffer Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,198 (+1.1%)

2024

$3,161 (+9.9%)

$91,200 + $268,400

$359,600

2023

$2,875 (+11.0%)

2022

$2,589 (−0.3%)

2021

$2,597 (+1.5%)

$76,200 + $192,300

$268,500

2020

$2,558 (+1.5%)

2019

$2,519 (+1.8%)

2018

$2,476 (+1.8%)

$76,200 + $180,200

$256,400

2017

$2,432 (+1.8%)

2016

$2,388 (+343.0%)

$76,200 + $166,600

$242,800

2015

$539 (−35.3%)

$56,200

2014

$833

$86,800

2013

$833

2012

$833 (−37.9%)

2011

$1,340 (+17.8%)

2010

$1,138 (+22.2%)

2009

$931

Tax history for 101 Sheaffer Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,198 (+1.1%)

2024

$3,161 (+9.9%)

$91,200 + $268,400

$359,600

2023

$2,875 (+11.0%)

2022

$2,589 (−0.3%)

2021

$2,597 (+1.5%)

$76,200 + $192,300

$268,500

2020

$2,558 (+1.5%)

2019

$2,519 (+1.8%)

2018

$2,476 (+1.8%)

$76,200 + $180,200

$256,400

2017

$2,432 (+1.8%)

2016

$2,388 (+343.0%)

$76,200 + $166,600

$242,800

2015

$539 (−35.3%)

$56,200

2014

$833

$86,800

2013

$833

2012

$833 (−37.9%)

2011

$1,340 (+17.8%)

2010

$1,138 (+22.2%)

2009

$931

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

Zoning

NC-1

Neighborhood Conservation- 1 District

There are several varieties of NC Districts. The NC Districts are intended to preserve the character, density, and scale of existing residential neighborhoods. The NC Districts allow existing neighborhoods to conform to this Chapter 18:1, and they allow for in-fill development to be compatible with the surrounding area. NC Districts are designated for existing residential developments as follows: NC-1: 1-acre average lot size; All NC District regulations apply to NC Districts with a T designation on the Zoning Maps; except that single-wide manufactured homes are a permitted use within NC-T Districts.

Permitted uses

Include but are not limited to:

Equestrian facility
Housing-Single unit
Housing-Multiple units
Public service
Recreation
Housing-Mobile home park

Property details

Interior

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Air Conditioning Type: Split System
Heating Type: Heat Pump

Exterior

Exterior Information
Building Construction Quality: Average
Exterior Wall: Aluminum/Vinyl
Building Type: Single Family

Property Information
Subdivision Name: GROVE
Living Sq. Ft: 1,664
Building Sq. Ft: 2,240
# of Stories: 1
Stories Type: 1 Story With Basement
Legal Description: LOT 16 - 1.122 ACRES SECTION 1 THE GROVE

Parking & Garage Information
Parking Type: Attached Frame Garage
Garage/Parking Sq. Ft: 576
Garage / Carport Type: Attached Frame

Lot Information
# of Buildings: 1
Land Sq. Ft: 48,787
Legal Lot Number: 16
Acres: 1.12
Depth Footage: 254
Front Footage: 191
Zoning Code: NC1
State Use Description: RESIDENTIAL

Location Information
Parcel Location Influence: Back Lot

Utility Information
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2026
Tax District County: 02

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,664
Stories: 1.0
Lot Size: 1.12 acres
Style: Single Family Residential
Year Built: 2015
Year Renovated: —
County: Queen Anne's County
APN: 02 021056

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Church Hill Elementary School

Public PreK-4 • Assigned • 3.4mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 8.2mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 11.0mi

7/10

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 105° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 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

$244,000 – $295,000

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

Nearby similar homes

$300,000

Land— sq ft

201 N Lynchburg St Lot 4, 5, 6 & 7, Chestertown, MD 21620

(302) 234-3800

$225,000

Land— sq ft

Haacke Drive Lot 3, Chestertown, MD 21620

(410) 810-3900

$99,999

Land— sq ft

620 Cannon St, Chestertown, MD 21620

(301) 970-2447

$250,000

Land— sq ft

Scheeler Road Lot 2, Chestertown, MD 21620

(410) 810-3900

$450,000

Land— sq ft

Cannon St, Chestertown, MD 21620

(301) 970-2447

NEW CONSTRUCTIONVIDEO TOUR

$1,459,000

3 beds2.5 baths2,231 sq ft

Little Harbor Way #1, Chestertown, MD 21620

(410) 275-2118

New listings for sale in 21620

$295,000

3 beds2 baths1,132 sq ft

240 Round Top Rd, Chestertown, MD 21620

(410) 827-4663

COMING SOON

$345,000

3 beds1.5 baths1,398 sq ft

217 Edmore Rd, Chestertown, MD 21620

(410) 810-0010

$369,000

2 beds1.5 baths1,036 sq ft

101 S College Ave, Chestertown, MD 21620

(410) 810-0010

$649,000

4 beds3 baths2,864 sq ft

22400 Great Oak Landing Rd, Chestertown, MD 21620

(410) 778-0330

FOR SALE BY OWNER

$435,000

3 beds2 baths1,956 sq ft

233 Duke of Kent St, Chestertown, MD 21620

$524,900

3 beds2.5 baths2,076 sq ft

1003 Twin Ct, Chestertown, MD 21620

(410) 778-3779

$295,000

1 bed1 bath— sq ft

117 N Water St Unit 3B, Chestertown, MD 21620

(410) 778-0330

COMING SOON

$304,000

3 beds2 baths1,232 sq ft

7464 Shortall St, Chestertown, MD 21620

(410) 476-2201

$299,900

3 beds1 bath1,056 sq ft

124 Wilton Rd, Chestertown, MD 21620

(410) 810-0010

Home values near 101 Sheaffer Rd

Data from public records.

Address	Redfin Estimate
128 Sheaffer Road, Chestertown, MD - Beds \| 2.5 Baths \| 2882 Sq. Ft.	$549,270
121 Sheaffer Road, Chestertown, MD 3 Beds \| 2.5 Baths \| 2040 Sq. Ft.	$474,895

Address	Redfin Estimate
108 Sheaffer Road, Chestertown, MD - Beds \| 2 Baths \| 1344 Sq. Ft.	$385,946
117 Sheaffer Road, Chestertown, MD 4 Beds \| 2.5 Baths \| 2304 Sq. Ft.	$517,002

Address	Redfin Estimate
125 Sheaffer Road, Chestertown, MD - Beds \| 2 Baths \| 1691 Sq. Ft.	$393,123
109 Sheaffer Road, Chestertown, MD - Beds \| 2 Baths \| 2630 Sq. Ft.	$498,769

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.

Houses for rent in Chestertown	Agents near me	Rockville, MD homes for sale	Chestertown Housing Market
Houses for sale near me	Baltimore, MD homes for sale	Frederick, MD homes for sale
Land for sale near me	Bethesda, MD homes for sale	Columbia, MD homes for sale
Open Houses near me	Silver Spring, MD homes for sale	Chestertown Property Records
Condos for sale near me	Bowie, MD homes for sale	MD New Listings

Aberdeen homes for sale
Stevensville homes for sale
Middle River homes for sale

About this home

Redfin Estimate

Market trends in 21620, MD

Sale history for 101 Sheaffer Rd

Tax history for 101 Sheaffer Rd

Zoning

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 101 Sheaffer Rd

More real estate resources