OFF MARKET

Off Market Aug 2018 for $237K

$381,283

Est. refi paymentEst. refi $1,219/mo

•

2 ba

•

1,680

sq ft

101 Hillside Rd, Chestertown, MD 21620

About this home

Single-familyProperty Type

1993Year Built

0.6 acresLot Size

$227Est. Price/Sq.Ft.

Listed by Kenneth Roderick • Benson & Mangold, LLC

•410-643-3033 (broker)

•info@bensonandmangold.com (broker)

Bought with Jenn Klarman • Long & Foster Real Estate, Inc.

•410-266-5505 (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #1000361952

Redfin Estimate

$381,283

$144K since sold in August 2018$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.2% lower than the average sale price ($411K) of 6 comparable homes.

SOLD APR 17, 2026
$480,000
A
3 beds2 baths1,734 sq ft
104 Garland Ave, Chestertown, MD 21620
SOLD MAY 29, 2026
$430,000
B
3 beds2 baths1,588 sq ft
201 Birch Run Rd, Chestertown, MD 21620
SOLD JUL 16, 2026
$435,000
C
3 beds2.5 baths1,784 sq ft
215 Fairview Dr, Chestertown, MD 21620
SOLD OCT 10, 2025
$375,000
D
3 beds2 baths1,572 sq ft
200 Fey Rd, Chestertown, MD 21620
SOLD JUL 22, 2026
$365,000
E
3 beds2 baths1,934 sq ft
521 N Kent St, 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.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,576/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

98.4%

+0.3% MoM

Median sale price

$355K

$7K MoM

Avg. days on market

48d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

$315,000
3 beds1 bath1,008 sq ft
24775 Langford Rd, Chestertown, MD 21620
(410) 398-9200
NEW 30 HRS AGO
$289,000
3 beds2 baths1,056 sq ft
8732 Elm Rd, Chestertown, MD 21620
(410) 778-0330
$1,295,000
4 beds3.5 baths3,383 sq ft
8276 Broad Neck Rd, Chestertown, MD 21620
(410) 810-3900
COMING SOON
$200,000
4 beds1 bath1,816 sq ft
223 Mount Vernon Ave, Chestertown, MD 21620
(443) 215-4663
$300,000
3 beds1 bath960 sq ft
104 Lincoln Dr, Chestertown, MD 21620
(443) 274-1900
COMING SOON
$568,900
4 beds2.5 baths2,464 sq ft
329 Union Church Rd, Chestertown, MD 21620
(443) 215-4663
$275,000
3 beds1 bath975 sq ft
7482 Poplar Ave, Chestertown, MD 21620
(301) 970-2447
$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 101 Hillside Rd

Date

Event

Price

BRIGHT MLS #1000361952

Aug 16, 2018

Sold

$237,500

$141/sq ft

Aug 4, 2018

Pending

—

Jul 30, 2018

Contingent

—

Jun 29, 2018

Price Changed

$249,000

$148/sq ft

Apr 6, 2018

Listed

$259,000

$154/sq ft

MRIS #QA10200947

Aug 16, 2018

Sold

$237,500

$141/sq ft

Jul 30, 2018

Pending

—

Jun 29, 2018

Price Changed

$148/sq ft

Apr 6, 2018

Listed

$154/sq ft

+25

Public Records

Oct 15, 2009

Sold

$199,000

$118/sq ft

MRIS #QA7090919

Oct 7, 2009

Delisted

—

Sep 4, 2009

Contingent

—

Jun 22, 2009

Listed

$131/sq ft

BRIGHT MLS #1005379652

Oct 14, 2009

Sold

$199,000

$118/sq ft

Sep 3, 2009

Listing Removed

—

Jun 22, 2009

Listed

$219,500

$131/sq ft

MRIS #QA040764C

Dec 31, 1996

Delisted

—

Oct 11, 1995

Listed

Public Records

Jun 11, 1986

Sold

$21,500

$13/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$2,539 (+5.5%)

2024

$2,407 (+5.8%)

$102,100 + $161,100

$263,200

2023

$2,274 (+6.2%)

2022

$2,142 (+8.2%)

2021

$1,979 (+11.2%)

$92,400 + $128,600

$221,000

2020

$1,779 (+12.7%)

2019

$1,579 (+0.2%)

2018

$1,576

$72,400 + $86,000

$158,400

2017

$1,576 (−1.7%)

$72,100 + $86,000

$158,100

2016

$1,604

$73,300 + $87,700

$161,000

2015

$1,604 (−7.9%)

$73,300 + $87,700

$161,000

2014

$1,742

$98,200 + $77,200

$175,400

2013

$1,742 (+1.8%)

2012

$1,712 (−15.7%)

2011

$2,032 (+27.8%)

2010

$1,590 (+7.7%)

2009

$1,476

Tax history for 101 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,539 (+5.5%)

2024

$2,407 (+5.8%)

$102,100 + $161,100

$263,200

2023

$2,274 (+6.2%)

2022

$2,142 (+8.2%)

2021

$1,979 (+11.2%)

$92,400 + $128,600

$221,000

2020

$1,779 (+12.7%)

2019

$1,579 (+0.2%)

2018

$1,576

$72,400 + $86,000

$158,400

2017

$1,576 (−1.7%)

$72,100 + $86,000

$158,100

2016

$1,604

$73,300 + $87,700

$161,000

2015

$1,604 (−7.9%)

$73,300 + $87,700

$161,000

2014

$1,742

$98,200 + $77,200

$175,400

2013

$1,742 (+1.8%)

2012

$1,712 (−15.7%)

2011

$2,032 (+27.8%)

2010

$1,590 (+7.7%)

2009

$1,476

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

Public record

Public record
Zoning

Beds

—

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

0.68 Acres

Year renovated

—

Sq. Ft.

1,680

Year built

1993

Style

Single Family Residential

County

Queen Anne's County

APN

02 005344

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 18, 2026.

NC-20

Neighborhood Conservation-20 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-20: 20,000 sq ft 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

Parking

Parking Information
Paved Driveway
Driveway

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 2
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Central Vacuum, Freezer, Oven/Range - Electric, Range Hood, Dryer, Dishwasher, Washer, Dryer - Front Loading, Refrigerator, Water Heater, Water Conditioner - Owned
Entry Location: Living Room
Interior Features: Kitchen - Galley, Window Treatments, Floor Plan - Traditional
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Laundry

Fireplace Information
Has Fireplace
# of Fireplaces: 1

Basement Information
Basement: No

Exterior

Property Information
Improvement Assessed Value: $86,000
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Estimated

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade
Roof: Asphalt
Structure Type: Detached
Window Features: Vinyl Clad
Other Structures: Shed Shop

Lot Information
Lot Features: Pond
Has Water View
Tidal Water: No

Land Information
Land Assessed Value: $72,100

Dock Information
Dock/Slip Conveys: No

Above Grade Information
Finished Sq.Ft.: 1,680
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
County Tax: $1,516.34
Tax Assessed Value: $158,100
Tax Year: 2017
Tax Annual Amount: $1,576.34

Assessments Information
Special Assessment Payment: Annually
Year Assessed: 2018

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Central
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Well

Location

School Information
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS

Location Information
Directions: Rt 213 N , take left on Truslow Rd, house is about 1 mile on left on corner of Truslow and Hillside, enter from Truslow Rd
Location Type: River
Mean Low Water Feet: 0
Road Surface Type: Black Top

Waterfrontage Information
Distance To Body Of Water: 4 Blocks to 1 Mile
Water Oriented
Water Body Type: River
Water Body Name: CHESTER RIVER

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,680
Stories: 1.5
Lot Size: 0.68 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: —
County: Queen Anne's County
APN: 02 005344

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Church Hill Elementary School

Public PreK-4 • Assigned • 5.4mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 10.9mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 11.3mi

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

2/10 Fire Factor

0.00% chance of being 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

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

$363,000 – $439,000

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

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NEW 30 HRS AGO

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COMING SOON

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COMING SOON

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3 beds1 bath975 sq ft

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Home values near 101 Hillside Rd

Data from public records.

Address	Redfin Estimate
125 Hillside Rd, Chestertown, MD 3 Beds \| 1.5 Baths \| 924 Sq. Ft.	$215,064
129 Hillside Rd, Chestertown, MD 2 Beds \| 2 Baths \| 1152 Sq. Ft.	$221,967

Address	Redfin Estimate
105 Hillside Rd, Chestertown, MD - Beds \| 2 Baths \| 1784 Sq. Ft.	$418,451
137 Hillside Rd, Chestertown, MD 3 Beds \| 2 Baths \| 1456 Sq. Ft.	$158,561

Address	Redfin Estimate
113 Hillside Rd, Chestertown, MD - Beds \| 1 Baths \| 864 Sq. Ft.	$243,787
109 Hillside Rd, Chestertown, MD 3 Beds \| 2 Baths \| 1296 Sq. Ft.	$220,842

Property information provided by BRIGHT MLS when last listed in 2018. 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 101 Hillside Rd

Tax history for 101 Hillside 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 101 Hillside Rd

More real estate resources