OFF MARKET

Off Market Aug 2025 for $290K

$332,928

Est. refi paymentEst. refi $2,272/mo

•

1,380

sq ft

107 Dutchess Rd, Chestertown, MD 21620

About this home

Welcome to Chester Harbor - a family oriented place to live! The Chester Harbor Community has a voluntary HOA of $30/year, which offers water access, a beach, community events, and a playground. Close by is Round Top Park offering tennis, pickleball, and basketball courts, a playground, and a pavilion. Minutes from Chestertown's historic waterfront, restaurants, shopping, and marinas. Queen Annes County Schools! Comfortable serene and convenient - this well cared for home has hardwood floors and a new hot water heater and water tank on 3/11/2023 and an attached workshop! Motivated Sellers - offers considered.

Single-familyProperty Type

2005Year Built

0.35 acresLot Size

$241Est. Price/Sq.Ft.

2 spacesParking

Listed by Jo Ann Edwards • The Hogans Agency

•800-446-4267 (broker)

•info@hogans.com (broker)

Bought with Scott Hogan • Long & Foster Real Estate, Inc.

•410-260-2800 (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #MDQA2011746

Redfin Estimate

$332,928

$43K since sold in August 2025$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.2% higher than the average sale price ($323K) of 6 comparable homes.

SOLD MAR 18, 2026
$270,000
A
3 beds2 baths1,424 sq ft
119 Darden Rd, Chestertown, MD 21620
SOLD JAN 30, 2026
$379,000
B
3 beds2 baths1,700 sq ft
104 Iris Rd, Chestertown, MD 21620
SOLD MAR 31, 2026
$330,000
C
3 beds2 baths1,170 sq ft
129 Parma Rd, Chestertown, MD 21620
SOLD MAR 9, 2026
$317,000
D
3 beds2 baths1,232 sq ft
213 Central Dr, Chestertown, MD 21620
SOLD NOV 14, 2025
$322,000
E
3 beds2 baths1,232 sq ft
105 Parma Rd, Chestertown, MD 21620
SOLD AUG 14, 2026
$318,000
F
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620

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Earn from this home

Refinance

Est. cash available

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Rent

$2,382/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

$200,000
4 beds1 bath1,816 sq ft
223 Mount Vernon Ave, Chestertown, MD 21620
(443) 215-4663
NEW 20 HRS 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
$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
See all

Provided by Redfin

Sale history for 107 Dutchess Rd

Date

Event

Price

BRIGHT MLS #MDQA2011746

Aug 13, 2025

Sold

$290,000

$210/sq ft

Jul 18, 2025

Contingent

—

Jul 2, 2025

Price Changed

$299,000

$217/sq ft

Jun 2, 2025

Price Changed

$325,000

$236/sq ft

Jun 2, 2025

Price Changed

$225,000

$163/sq ft

Mar 4, 2025

Price Changed

$335,000

$243/sq ft

Jan 11, 2025

Price Changed

$350,000

$254/sq ft

Nov 26, 2024

Listed

$369,000

$267/sq ft

MRIS #QA9597028

Oct 18, 2016

Sold

$179,900

$130/sq ft

Sep 15, 2016

Pending

—

Aug 12, 2016

Price Changed

$134/sq ft

Jul 18, 2016

Price Changed

$138/sq ft

Jun 19, 2016

Price Changed

$145/sq ft

May 21, 2016

Price Changed

$152/sq ft

Apr 3, 2016

Listed

$159/sq ft

+22

BRIGHT MLS #1001033617

Oct 18, 2016

Sold

$179,900

$130/sq ft

Apr 3, 2016

Listed

$184,900

$134/sq ft

+22

Public Records

Jul 18, 2005

Sold

$225,000

$163/sq ft

MRIS #QA5205652

Apr 13, 2005

Delisted

—

Apr 7, 2005

Listed

$163/sq ft

MRIS #QA4618151

Aug 18, 2004

Delisted

—

Sep 5, 2003

Listed

$58/sq ft

MRIS #QA4460503

Jun 27, 2003

Delisted

—

Mar 21, 2003

Listed

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$2,245 (+5.5%)

2024

$2,129 (+5.5%)

$76,000 + $185,600

$261,600

2023

$2,019 (+5.4%)

2022

$1,915 (+2.4%)

2021

$1,871 (+4.3%)

$56,000 + $140,900

$196,900

2020

$1,793 (+4.5%)

2019

$1,715

2018

$1,715

$56,000 + $116,600

$172,600

2017

$1,715 (−11.8%)

$56,000 + $116,600

$172,600

2016

$1,945 (+5.1%)

2015

$1,851 (+5.1%)

2014

$1,761

$82,100 + $95,300

$177,400

2013

$1,761 (+4.6%)

2012

$1,684 (+6.6%)

2011

$1,580 (+5.3%)

2010

$1,501 (+7.8%)

2009

$1,392

Tax history for 107 Dutchess Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,245 (+5.5%)

2024

$2,129 (+5.5%)

$76,000 + $185,600

$261,600

2023

$2,019 (+5.4%)

2022

$1,915 (+2.4%)

2021

$1,871 (+4.3%)

$56,000 + $140,900

$196,900

2020

$1,793 (+4.5%)

2019

$1,715

2018

$1,715

$56,000 + $116,600

$172,600

2017

$1,715 (−11.8%)

$56,000 + $116,600

$172,600

2016

$1,945 (+5.1%)

2015

$1,851 (+5.1%)

2014

$1,761

$82,100 + $95,300

$177,400

2013

$1,761 (+4.6%)

2012

$1,684 (+6.6%)

2011

$1,580 (+5.3%)

2010

$1,501 (+7.8%)

2009

$1,392

*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

0.35 Acres

Year renovated

—

Sq. Ft.

1,128

Year built

2005

Style

Single Family Residential

County

Queen Anne's County

APN

02 003376

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
# of Total Garage and Parking Spaces: 2
Off Street - # of Spaces: 2
Crushed Stone
Off Street

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

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

Interior Information
Appliances: Dishwasher, Dryer, Washer, Oven/Range - Electric, Refrigerator, Freezer, Icemaker
Flooring Type: Hardwood, Laminated
Interior Features: Combination Kitchen/Dining, Kitchen - Country
Living Area Sq.Ft. Source: Estimated

Room Information
Living Room, Master Bedroom, Bedroom 2, Bedroom 1, Workshop

Basement Information
Basement: No

Exterior

Property Information
Accessibility Features: Grab Bars Mod, Other Bath Mod, Ramp - Main Level
Improvement Assessed Value: $140,900
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Estimated

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Crawl Space, Concrete Perimeter
Other Structures: Above Grade
Roof: Asphalt
Structure Type: Detached
Other Structures: Shed

Exterior Information
Satellite Dish

Lot Information
Navigable Water
Tidal Water: No

Land Information
Land Assessed Value: $56,000

Dock Information
Dock Type and Features: Pier
# of Docks: 1

Above Grade Information
Finished Sq.Ft.: 1,380
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
County Tax: $1,961.68
Tax Assessed Value: $240,033
Tax Year: 2015
Tax Annual Amount: $1,961.68

Assessments Information
Year Assessed: 2024

Utilities

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

Location

School Information
Elementary School: CHURCH HILL
Middle Or Junior School: SUDLERSVILLE
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
Elementary School Source: Listing Agent
Middle School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: Route 213 South to Roundtop Road to left on Dutchess. Second house on the left. Sign posted.
Location Type: River
Mean Low Water Feet: 2

Waterfrontage Information
Water Access
Water Oriented
Water Body Type: River
Water Body Name: CHESTER RIVER/ROSIN CREEK

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,128
Stories: 1.0
Lot Size: 0.35 acres
Style: Single Family Residential
Year Built: 2005
Year Renovated: —
County: Queen Anne's County
APN: 02 003376

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Church Hill Elementary School

Public PreK-4 • Assigned • 5.0mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 9.5mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 12.1mi

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

71% 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

$317,000 – $383,000

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

Nearby similar homes

$162,000

Land— sq ft

441 Eagle Manor Dr, Church Hill, MD 21623

(410) 643-4663

NEW CONSTRUCTION

$799,900

3 beds3.5 baths2,092 sq ft

106 Landing Ln, Chestertown, MD 21620

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$509,000

5 beds3.5 baths3,816 sq ft

103 Sutton Way, Chestertown, MD 21620

(410) 673-3344

$750,000

— beds1 bath2,045 sq ft

201 N Lynchburg St, Chestertown, MD 21620

(302) 234-3800

$635,000

Land— sq ft

108 Little Harbor Way, Chestertown, MD 21620

(410) 275-2118

NEW CONSTRUCTION

$765,900

3 beds2.5 baths1,964 sq ft

#37 Landing Ln, Chestertown, MD 21620

(410) 275-2118

New listings for sale in 21620

$200,000

4 beds1 bath1,816 sq ft

223 Mount Vernon Ave, Chestertown, MD 21620

(443) 215-4663

NEW 20 HRS 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

$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

Home values near 107 Dutchess Rd

Data from public records.

Address	Redfin Estimate
206 Dutchess Rd, Chestertown, MD - Beds \| 1.5 Baths \| 1464 Sq. Ft.	$286,027
202 Dutchess Rd, Chestertown, MD 3 Beds \| 2 Baths \| 1508 Sq. Ft.	$323,513

Address	Redfin Estimate
209 Dutchess Rd, Chestertown, MD - Beds \| 2 Baths \| 1260 Sq. Ft.	$289,112
104 Dutchess Rd, Chestertown, MD 3 Beds \| 2 Baths \| 1188 Sq. Ft.	$340,972

Address	Redfin Estimate
205 Dutchess Rd, Chestertown, MD 2 Beds \| 1.5 Baths \| 950 Sq. Ft.	$304,194
103 Dutchess Rd, Chestertown, MD 3 Beds \| 3 Baths \| 1248 Sq. Ft.	$396,874

Property information provided by BRIGHT MLS when last listed in 2024. 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 107 Dutchess Rd

Tax history for 107 Dutchess 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 107 Dutchess Rd

More real estate resources