OFF MARKET

Off Market Sep 2021 for $240K

$310,479

Est. refi paymentEst. refi $1,969/mo

•

1,144

sq ft

102 Dutchess Rd, Chestertown, MD 21620

About this home

Adorable and Affordable - Renovated Rancher located in the water accessible community of Chester Harbor - 3 Bedrooms 2 Full Baths - Updated Master En Suite - Screened In Rear Porch to Relax on Sunny Mornings and Quiet Evenings - Fully Fenced Back Yard Lends to Privacy - Corner Lot with oversized driveway - Ask your lender about the no money down USDA loans - Perfect for the first time homebuyer or empty nester - Renovations include : New Roof Fence and Floors in 2 Bedrooms 2019 - New HVAC, Master Bath Updates 2020 - New Flooring in Rest of Home, Kitchen Remodeled 2021 - Close to Chestertown Shops and Restaurants, Farmers Market, Marinas, and Washington College - Queen Annes County School District - Voluntary HOA offers Park, Picnic Area, and Dock for fishing on Rosin Creek - Accessible to Chester River as well - Schedule your Showing Today!

Single-familyProperty Type

1992Year Built

0.38 acresLot Size

$271Est. Price/Sq.Ft.

Listed by Joelle Dolch • Chaney Homes, LLC

•443-249-7653 (broker)

•jchaney@chaneyhomes.com (broker)

Bought with Gina White • Lofgren-Sargent Real Estate

•410-923-8971 (broker)

Redfin checked: a few seconds ago

•Source:BRIGHT MLS #MDQA2000542

Redfin Estimate

$310,479

$70K since sold in September 2021$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.4% lower than the average sale price ($339K) of 6 comparable homes.

SOLD MAR 31, 2026
$330,000
A
3 beds2 baths1,170 sq ft
129 Parma Rd, Chestertown, MD 21620
SOLD MAR 9, 2026
$317,000
B
3 beds2 baths1,232 sq ft
213 Central Dr, Chestertown, MD 21620
SOLD NOV 14, 2025
$322,000
C
3 beds2 baths1,232 sq ft
105 Parma Rd, Chestertown, MD 21620
SOLD MAR 18, 2026
$270,000
D
3 beds2 baths1,424 sq ft
119 Darden Rd, Chestertown, MD 21620
SOLD MAY 29, 2026
$430,000
E
3 beds2 baths1,588 sq ft
201 Birch Run Rd, Chestertown, MD 21620
SOLD JUL 22, 2026
$365,000
F
3 beds2 baths1,934 sq ft
521 N Kent St, 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

$2,343/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 102 Dutchess Rd

Date

Event

Price

BRIGHT MLS #MDQA2000542

Sep 27, 2021

Sold

$240,000

$210/sq ft

Sep 24, 2021

Pending

—

Aug 11, 2021

Contingent

—

Aug 7, 2021

Listed

$235,000

$205/sq ft

BRIGHT MLS #MDQA136802

Apr 29, 2019

Sold

$187,000

$163/sq ft

Mar 19, 2019

Contingent

—

Feb 18, 2019

Listed

$187,000

$163/sq ft

BRIGHT MLS #MDQA116350

Feb 17, 2019

Listing Removed

—

Jan 29, 2019

Price Changed

$187,000

$163/sq ft

Jan 29, 2019

Relisted

—

Jan 13, 2019

Listing Removed

—

Dec 10, 2018

Listed

$190,000

$166/sq ft

MRIS #QA8118236

Oct 4, 2013

Delisted

—

Oct 1, 2013

Sold

$156,000

$136/sq ft

Aug 11, 2013

Pending

—

Aug 2, 2013

Price Changed

$138/sq ft

Jun 26, 2013

Listed

$142/sq ft

BRIGHT MLS #1003589368

Oct 1, 2013

Sold

$156,000

$136/sq ft

Aug 10, 2013

Listing Removed

—

Jun 26, 2013

Listed

$158,000

$138/sq ft

MRIS #QA7798299

Jun 18, 2012

Delisted

—

May 28, 2012

Price Changed

Mar 20, 2012

Listed

BRIGHT MLS #1009553876

Jun 18, 2012

Listing Removed

—

Mar 20, 2012

Listed

$159,000

$139/sq ft

MRIS #QA7342755

Nov 19, 2010

Delisted

—

May 19, 2010

Listed

BRIGHT MLS #1006702540

Nov 19, 2010

Listing Removed

—

May 19, 2010

Listed

$185,000

$162/sq ft

Public Records

Oct 19, 2004

Sold

$120,000

$105/sq ft

Public Records

Dec 17, 2003

Sold

$114,000

$100/sq ft

MRIS #QA4153694

Oct 30, 2002

Delisted

—

Mar 5, 2002

Listed

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$2,238 (+9.2%)

2024

$2,049 (+10.2%)

$76,100 + $155,100

$231,200

2023

$1,859 (+11.3%)

2022

$1,670 (+4.8%)

2021

$1,593 (+7.2%)

$56,100 + $114,800

$170,900

2020

$1,486 (+7.7%)

2019

$1,380

2018

$1,380

$56,100 + $81,500

$137,600

2017

$1,380 (−1.6%)

$56,100 + $81,500

$137,600

2016

$1,402

$47,300 + $92,700

$140,000

2015

$1,402 (−12.6%)

$47,300 + $92,700

$140,000

2014

$1,604 (+3.9%)

$82,200 + $78,800

$161,000

2013

$1,544 (+6.3%)

2012

$1,451 (+6.8%)

2011

$1,359 (+5.3%)

2010

$1,291 (+8.2%)

2009

$1,193

Tax history for 102 Dutchess Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,238 (+9.2%)

2024

$2,049 (+10.2%)

$76,100 + $155,100

$231,200

2023

$1,859 (+11.3%)

2022

$1,670 (+4.8%)

2021

$1,593 (+7.2%)

$56,100 + $114,800

$170,900

2020

$1,486 (+7.7%)

2019

$1,380

2018

$1,380

$56,100 + $81,500

$137,600

2017

$1,380 (−1.6%)

$56,100 + $81,500

$137,600

2016

$1,402

$47,300 + $92,700

$140,000

2015

$1,402 (−12.6%)

$47,300 + $92,700

$140,000

2014

$1,604 (+3.9%)

$82,200 + $78,800

$161,000

2013

$1,544 (+6.3%)

2012

$1,451 (+6.8%)

2011

$1,359 (+5.3%)

2010

$1,291 (+8.2%)

2009

$1,193

*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

0.38 Acres

Year renovated

—

Sq. Ft.

1,144

Year built

1992

Style

Single Family Residential

County

Queen Anne's County

APN

02 003449

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
Gravel Driveway
Driveway

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: Microwave, Dishwasher, Exhaust Fan, Range Hood, Refrigerator, Stove, Oven/Range - Electric
Door Features: Sliding Glass, Storm, ENERGY STAR Qualified Door(s)
Flooring Type: Heavy Duty, Laminated, Vinyl
Interior Features: Combination Kitchen/Dining, Floor Plan - Traditional, Master Bath(s), Upgraded Countertops, Window Treatments, CeilngFan(s), Combination Kitchen/Living, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Table Space
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Dry Wall

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

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Accessibility Features: 2+ Access Exits
Improvement Assessed Value: $114,800
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor
Year Major Reno/Remodel: 2020

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Porch(es)
Roof: Asphalt
Structure Type: Detached
Window Features: Screens, Storm
Other Structures: Shed

Lot Information
Lot Features: Rear Yard, Front Yard, Corner
Tidal Water: No

Land Information
Land Assessed Value: $56,100

Above Grade Information
Finished Sq.Ft.: 1,144
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
Agricultural Tax Due: No
County Tax: $1,426
Tax Assessed Value: $159,800
Tax Year: 2021
Tax Annual Amount: $1,486

Assessments Information
Year Assessed: 2021

Lease Information
Lease Considered: No

Utilities

Utilities Information
Broadband, Fiber Optic
Central Air
Cooling Type: Heat Pump(s), Ceiling Fan(s), Central A/C, Energy Star Cooling System
Cooling Fuel: Electric
Heat Pump(s), Central, Energy Star Heating System
Heating Fuel: Electric, Central
Hot Water: Electric
Sewer Septic: On Site Septic, Community Septic Tank, Private Septic Tank
Water Source: Well, Private
Municipal Trash: Yes

Location

School Information
High School: QUEEN ANNE'S COUNTY
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: 213 to right on round top, left on Dutchess Rd, Home on Right
Municipality: Chestertown

Waterfrontage Information
Water Oriented
Water Body Type: Creek
Water Body Name: Rosin Creek

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,144
Stories: 1.0
Lot Size: 0.38 acres
Style: Single Family Residential
Year Built: 1992
Year Renovated: —
County: Queen Anne's County
APN: 02 003449

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 • 9.4mi

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

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

$295,000 – $358,000

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

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Home values near 102 Dutchess Rd

Data from public records.

Address	Redfin Estimate
206 Dutchess Road, Chestertown, MD - Beds \| 1.5 Baths \| 1464 Sq. Ft.	$286,027
104 Dutchess Road, Chestertown, MD 3 Beds \| 2 Baths \| 1188 Sq. Ft.	$340,972

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

Address	Redfin Estimate
202 Dutchess Road, Chestertown, MD 3 Beds \| 2 Baths \| 1508 Sq. Ft.	$323,513
110 Dutchess Road, Chestertown, MD 2 Beds \| 1 Baths \| 1068 Sq. Ft.	$258,360

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 102 Dutchess Rd

Tax history for 102 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 102 Dutchess Rd

More real estate resources