OFF MARKET

Off Market Dec 2024 for $385K

$447,664

Est. refi paymentEst. refi $2,566/mo

•

2,240

sq ft

221 River Rd, Chestertown, MD 21620

About this home

Hidden within the wandering gardens, you will find this meticulously maintained home with seasonal water views of the Chester River in a quiet family-friendly community just minutes from Chestertown. The spacious front and back yards are private oases with just about every tree or plant one can think of; a true gardner's dream. Enjoy the fall colors from the back screened-in porch. Inside you will find hardwood floors throughout the entire home. The open concept kitchen features custom maple cabinets, marble countertops, island with hanging pot rack and flows naturally into the dining room and back porch. The kitchen and breakfast nook truly celebrate the views of the backyard gardens. The main floor also features a large living room with wood burning stove and a spacious primary bedroom and full bath. Four more bedrooms upstairs and a sixth in the full basement. The full basement has tons of storage space and room for a workshop. The current owner did a major renovation in 2016:, completely redone kitchen, and heating/air. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic architecture, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. See it today.

Single-familyProperty Type

1969Year Built

0.76 acresLot Size

$200Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Joseph Ciganek • Coldwell Banker Chesapeake Real Estate Company

•410-778-0330 (broker)

Bought with Brett Schrader • Taylor Properties

•301-970-2447 (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDQA2011280

Redfin Estimate

$447,664

$63K since sold in December 2024$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.9% lower than the average sale price ($538K) 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 AUG 14, 2026
$1,200,000
B
4 beds3 baths2,292 sq ft
202 Royston Shores Rd, Chestertown, MD 21620
SOLD JAN 28, 2026
$392,500
C
3 beds2 baths1,722 sq ft
108 Primrose Rd, Chestertown, MD 21620
SOLD JUL 14, 2026
$453,000
D
3 beds2.5 baths2,060 sq ft
704 Truslow Rd, Chestertown, MD 21620
SOLD APR 17, 2026
$495,000
E
4 beds2.5 baths2,220 sq ft
515 N Kent St, Chestertown, MD 21620
SOLD MAR 18, 2026
$325,000
F
3 beds2.5 baths2,034 sq ft
121 Primrose Rd, Chestertown, MD 21620

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,707/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

NEW 10 HRS AGO
$2,895,000
5 beds3.5 baths5,938 sq ft
6324 Quaker Neck Rd, Chestertown, MD 21620
(410) 778-3779
$200,000
4 beds1 bath1,816 sq ft
223 Mount Vernon Ave, Chestertown, MD 21620
(443) 215-4663
NEW 1 DAY AGO
$329,900
2 beds2 baths1,440 sq ft
22974 Bay Shore Rd, Chestertown, MD 21620
(410) 822-6665
COMING SOON
$489,000
2 beds2 baths1,098 sq ft
105 N Water St #3, Chestertown, MD 21620
(410) 778-0330
COMING SOON
$659,999
3 beds3 baths2,716 sq ft
7712 Waterview Ln, Chestertown, MD 21620
(410) 778-0330
$315,000
3 beds1 bath1,008 sq ft
24775 Langford Rd, Chestertown, MD 21620
(410) 398-9200
$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
$295,000
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
See all

Provided by Redfin

Sale history for 221 River Rd

Date

Event

Price

BRIGHT MLS #MDQA2011280

Dec 20, 2024

Sold

$385,000

$172/sq ft

Dec 11, 2024

Pending

—

Nov 22, 2024

Contingent

—

Nov 8, 2024

Price Changed

$399,000

$178/sq ft

Oct 17, 2024

Listed

$425,000

$190/sq ft

Oct 9, 2024

Coming Soon

$425,000

$190/sq ft

Public Records

Jul 9, 2014

Sold

$200,000

$89/sq ft

MRIS #QA8248537

Jul 7, 2014

Delisted

—

Jul 7, 2014

Sold

$200,000

$89/sq ft

May 9, 2014

Pending

—

Jan 6, 2014

Listed

$98/sq ft

+17

BRIGHT MLS #1002790268

Jul 7, 2014

Sold

$200,000

$89/sq ft

May 9, 2014

Listing Removed

—

Jan 6, 2014

Listed

$219,000

$98/sq ft

+17

MRIS #QA7946120

Oct 4, 2013

Delisted

—

Aug 12, 2013

Price Changed

Jul 10, 2013

Price Changed

Apr 5, 2013

Price Changed

Apr 5, 2013

Relisted

—

Mar 24, 2013

Delisted

—

Mar 11, 2013

Pending

—

Oct 12, 2012

Listed

MRIS #QA7377149

Aug 1, 2011

Delisted

—

Jul 5, 2011

Relisted

—

Jul 1, 2011

Delisted

—

Apr 12, 2011

Price Changed

Jun 30, 2010

Listed

BRIGHT MLS #1006720792

Aug 1, 2011

Listing Removed

—

Jun 30, 2010

Listed

$274,468

$123/sq ft

Public Records

Jul 14, 1999

Sold

$155,000

$69/sq ft

MRIS #QA2723509

May 12, 1999

Delisted

—

Apr 14, 1999

Listed

$70/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$3,022 (+7.6%)

2024

$2,809 (+8.2%)

$87,000 + $227,400

$314,400

2023

$2,597 (+8.9%)

2022

$2,384 (+2.3%)

2021

$2,331 (+4.2%)

$82,800 + $163,900

$246,700

2020

$2,236 (+4.4%)

2019

$2,141

2018

$2,141

$72,800 + $144,200

$217,000

2017

$2,141 (−8.0%)

$72,800 + $144,200

$217,000

2016

$2,328

$76,000 + $160,500

$236,500

2015

$2,328 (−8.1%)

$76,000 + $160,500

$236,500

2014

$2,534 (+2.6%)

$100,900 + $157,100

$258,000

2013

$2,471 (+5.6%)

2012

$2,340 (+6.5%)

2011

$2,198 (+5.3%)

2010

$2,086 (+7.3%)

2009

$1,945

Tax history for 221 River Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,022 (+7.6%)

2024

$2,809 (+8.2%)

$87,000 + $227,400

$314,400

2023

$2,597 (+8.9%)

2022

$2,384 (+2.3%)

2021

$2,331 (+4.2%)

$82,800 + $163,900

$246,700

2020

$2,236 (+4.4%)

2019

$2,141

2018

$2,141

$72,800 + $144,200

$217,000

2017

$2,141 (−8.0%)

$72,800 + $144,200

$217,000

2016

$2,328

$76,000 + $160,500

$236,500

2015

$2,328 (−8.1%)

$76,000 + $160,500

$236,500

2014

$2,534 (+2.6%)

$100,900 + $157,100

$258,000

2013

$2,471 (+5.6%)

2012

$2,340 (+6.5%)

2011

$2,198 (+5.3%)

2010

$2,086 (+7.3%)

2009

$1,945

*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

Lot width

—

Lot depth

—

Lot size

33,105

Year renovated

—

Sq. Ft.

2,240

Year built

1969

Style

Single Family Residential

County

Queen Anne's County

APN

02 012057

Parking Spaces

Basement

Yes

Accessible

Yes

HOA Dues

—

Garage

Yes

Features

Views

Last updated by owner on May 4, 2025.

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
# of Attached Garage Spaces: 2
Garage Features: Garage - Side Entry, Oversized
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 2
Off Street - # of Spaces: 4
Crushed Stone
Off Street, Attached Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On 1st Upper Level: 4
# 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) On All Upper Levels: 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Dishwasher, Oven/Range - Gas, Refrigerator, Washer, Dryer, Water Heater, Exhaust Fan
Door Features: Insulated
Flooring Type: Hardwood, Wood, Luxury Vinyl Plank
Not Furnished
Living Area Sq.Ft. Source: Estimated

Room Information
Laundry Type: Has Laundry, Main Floor, Dryer In Unit, Washer In Unit

Basement Information
Basement: Yes
Full, Partially Finished, Sump Pump, Space For Rooms, Shelving, Interior Access, Improved, Heated

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 1008
Accessibility Features: 2+ Access Exits
Improvement Assessed Value: $163,900
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor
Year Major Reno/Remodel: 2016

Building Information
Building Sites: 1
Construction Materials: Aluminum Siding, Asphalt, Brick, Frame
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Screened, Porch(es)
Roof: Asphalt
Structure Type: Detached
Window Features: Double Pane, Double Hung, Screens, Wood Frame, Storm
Building Not Winterized

Exterior Information
Sidewalks, Extensive Hardscape, Exterior Lighting, Gutter System

Lot Information
Lot Features: Backs to Trees, Landscaping, Front Yard, Level, Rear Yard, Road Frontage, Trees/Wooded, Vegetation Planting
Has Water View
Tidal Water: No

Land Information
Land Assessed Value: $82,800

Above Grade Information
Finished Sq.Ft.: 1,988
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 756
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft.: 252
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
Agricultural Tax Due: No
Tax Assessed Value: $314,400
Tax Year: 2025
Tax Annual Amount: $2,749

Assessments Information
Year Assessed: 2025

Utilities

Utilities Information
Fiber Optic
Central Air
Cooling Type: Ceiling Fan(s), Central A/C, Window Unit(s)
Cooling Fuel: Electric
Baseboard - Electric, Wood Burn Stove
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
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: From 213: turn onto Truslow Road, right onto River Road. Property on left at sign.
Location Type: River
Road Responsibility: City/County
Road Surface Type: Black Top

Waterfrontage Information
Water Oriented
Water Body Type: River
Water Body Name: CHESTER RIVER

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,240
Stories: 2.0
Parking Spaces: 6
Basement: Yes
Accessible: Yes
Lot Size: 0.76 acres
Style: Single Family Residential
Year Built: 1969
Year Renovated: —
County: Queen Anne's County
APN: 02 012057
HOA Dues: —
Garage: Yes
Features: Views

Home facts updated by owner on May 4, 2025

Around this home

Schools

Church Hill Elementary School

Public PreK-4 • Assigned • 5.5mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 11.3mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 10.9mi

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 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

$426,000 – $515,000

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

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Land— sq ft

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FOR SALE BY OWNER

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NEW CONSTRUCTION

$305,000

3 beds2 baths1,300 sq ft

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New listings for sale in 21620

NEW 10 HRS AGO

$2,895,000

5 beds3.5 baths5,938 sq ft

6324 Quaker Neck Rd, Chestertown, MD 21620

(410) 778-3779

$200,000

4 beds1 bath1,816 sq ft

223 Mount Vernon Ave, Chestertown, MD 21620

(443) 215-4663

NEW 1 DAY AGO3D WALKTHROUGH

$329,900

2 beds2 baths1,440 sq ft

22974 Bay Shore Rd, Chestertown, MD 21620

(410) 822-6665

COMING SOON

$489,000

2 beds2 baths1,098 sq ft

105 N Water St #3, Chestertown, MD 21620

(410) 778-0330

COMING SOON

$659,999

3 beds3 baths2,716 sq ft

7712 Waterview Ln, Chestertown, MD 21620

(410) 778-0330

$315,000

3 beds1 bath1,008 sq ft

24775 Langford Rd, Chestertown, MD 21620

(410) 398-9200

$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

$295,000

3 beds1 bath960 sq ft

104 Lincoln Dr, Chestertown, MD 21620

(443) 274-1900

Home values near 221 River Rd

Data from public records.

Address	Redfin Estimate
239 River Rd, Chestertown, MD - Beds \| 2.5 Baths \| 2212 Sq. Ft.	$391,803
238 River Rd, Chestertown, MD 5 Beds \| 3.5 Baths \| 3100 Sq. Ft.	$1,047,945

Address	Redfin Estimate
217 River Rd, Chestertown, MD 4 Beds \| 2.5 Baths \| 2754 Sq. Ft.	$276,027
244 River Rd, Chestertown, MD 4 Beds \| 3 Baths \| 2182 Sq. Ft.	$1,113,760

Address	Redfin Estimate
219 River Rd, Chestertown, MD 3 Beds \| 2 Baths \| 1848 Sq. Ft.	$315,453
216 River Rd, Chestertown, MD 3 Beds \| 2.5 Baths \| 2200 Sq. Ft.	$1,177,874

Property information provided by BRIGHT MLS when last listed in 2024. 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 221 River Rd

Tax history for 221 River 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 221 River Rd

More real estate resources