SOLD SEP 26, 2025

Off Market Sep 2025 for $300K

$331,675

Est. refi paymentEst. refi $2,144/mo

•

1,056

sq ft

925 Round Top Rd, Chestertown, MD 21620

About this home

Welcome to this cute-as-a-button home in the water-access community of Chester Harbor! Whether you're starting out, downsizing, or simply looking to simplify your lifestyle, this move-in ready gem offers the perfect balance of comfort, convenience, and charm. Set on a spacious third of an acre lot, this home offers just the right amount of space—three bedrooms, one full bath, and room to grow both inside and out. Recent updates over the past few years take the worry out of homeownership: enjoy low maintenance living with newer flooring throughout, a durable and stylish metal standing seam roof, a generously sized HVAC system for year-round comfort, and freshly sealed asphalt driveway. Step out back to a deck that’s just calling for summer barbecues, crab feasts, or quiet evenings under the stars. A large two-bay shed with electric is the perfect place to store tools, bikes, or gear for all your hobbies. The manageable yard offers green space without hours of upkeep—ideal for pets, gardening, or a game of catch. Located just minutes from downtown Chestertown, shops, restaurants, and the water, this home blends quiet community living with everyday convenience. Best of all, there's no HOA—giving you flexibility and freedom without extra fees. Don’t miss this opportunity to own your own home in a well-loved neighborhood at an approachable price point. Low maintenance, move-in ready, and full of potential—this is the one you've been waiting for!

Single-familyProperty Type

1977Year Built

0.34 acresLot Size

$314Est. Price/Sq.Ft.

4 spacesParking

Listed by Liddy Campbell • TTR Sotheby's International Realty

•410-673-3344 (broker)

Bought with Crystal Smith • RE/MAX Executive

•443-274-1900 (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #MDQA2013044

Redfin Estimate

$331,675

$32K since sold in September 2025$1,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11% higher than the average sale price ($299K) of 5 comparable homes.

SOLD MAY 14, 2026
$278,500
A
3 beds1 bath— sq ft
107 Longfellow Dr, Chestertown, MD 21620
SOLD MAY 27, 2026
$300,000
B
3 beds1 bath1,408 sq ft
154 Longfellow Dr, Chestertown, MD 21620
SOLD AUG 25, 2025
$270,000
C
3 beds1 bath1,056 sq ft
114 Darden Rd, Chestertown, MD 21620
SOLD AUG 29, 2025
$315,000
D
3 beds1 bath1,056 sq ft
106 Wilton Rd, Chestertown, MD 21620
SOLD MAR 31, 2026
$330,000
E
3 beds2 baths1,170 sq ft
129 Parma 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

$1,921/mo

Redfin rental estimate

List your home for rent

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

NEW 18 HRS AGO
$38,200,000
4 beds2 baths2,330 sq ft
8184 Rock Hall Rd, Chestertown, MD 21620
(410) 778-3779
NEW 24 HRS AGO
$1,195,000
2 beds1 bath806 sq ft
302 S Mill St, Chestertown, MD 21620
(410) 778-0330
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
See all

Provided by Redfin

Sale history for 925 Round Top Rd

Year

Property tax

Land + Additions

Assessment*

2025

$1,755 (+9.0%)

2024

$1,609 (+9.9%)

$76,000 + $103,900

$179,900

2023

$1,464 (+11.0%)

2022

$1,319 (+0.3%)

2021

$1,314 (+2.1%)

$56,000 + $77,600

$133,600

2020

$1,287 (+2.2%)

2019

$1,260

2018

$1,260

$56,000 + $69,100

$125,100

2017

$1,260 (−0.6%)

$56,000 + $69,100

$125,100

2016

$1,267

$47,200 + $78,700

$125,900

2015

$1,267 (−4.8%)

$47,200 + $78,700

$125,900

2014

$1,331 (+4.1%)

$82,100 + $63,500

$145,600

2013

$1,278 (+6.7%)

2012

$1,198 (+8.2%)

2011

$1,107 (+5.3%)

2010

$1,052 (+8.8%)

2009

$967

Tax history for 925 Round Top Rd

Year

Property tax

Land + Additions

Assessment*

2025

$1,755 (+9.0%)

2024

$1,609 (+9.9%)

$76,000 + $103,900

$179,900

2023

$1,464 (+11.0%)

2022

$1,319 (+0.3%)

2021

$1,314 (+2.1%)

$56,000 + $77,600

$133,600

2020

$1,287 (+2.2%)

2019

$1,260

2018

$1,260

$56,000 + $69,100

$125,100

2017

$1,260 (−0.6%)

$56,000 + $69,100

$125,100

2016

$1,267

$47,200 + $78,700

$125,900

2015

$1,267 (−4.8%)

$47,200 + $78,700

$125,900

2014

$1,331 (+4.1%)

$82,100 + $63,500

$145,600

2013

$1,278 (+6.7%)

2012

$1,198 (+8.2%)

2011

$1,107 (+5.3%)

2010

$1,052 (+8.8%)

2009

$967

*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

0.34 Acres

Year renovated

—

Sq. Ft.

1,056

Year built

1977

Style

Single Family Residential

County

Queen Anne's County

APN

02 003597

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: 4
Driveway - # of Spaces: 4
Asphalt Driveway
Driveway, Off Street

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On Main Level: 3

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

Interior Information
Appliances: Refrigerator, Freezer, Oven/Range - Electric, Washer, Dryer
Flooring Type: Vinyl, Carpet
Living Area Sq.Ft. Source: Assessor

Room Information
Laundry Type: Has Laundry, Main Floor

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Accessibility Features: No Stairs, Ramp - Main Level
Improvement Assessed Value: $103,900
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Roof: Metal
Structure Type: Detached

Exterior Information
Outbuilding(s)

Lot Information
Lot Features: Level
Tidal Water: No

Land Information
Land Assessed Value: $76,000

Above Grade Information
Finished Sq.Ft.: 1,056
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: $1,549
Tax Assessed Value: $179,900
Tax Year: 2024
Tax Annual Amount: $1,549

Assessments Information
Year Assessed: 2025

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Central, Forced Air
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Well
Municipal Trash: No

Location

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

Location Information
Outside City Limits
Directions: Rt 213 to Round Top Road, house on the left, sign posted. SHOWN BY APPOINTMENT!

Public facts

Beds: —
Baths: 1.0
Sq. Ft.: 1,056
Stories: 1.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1977
Year Renovated: —
County: Queen Anne's County
APN: 02 003597

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 • 9.3mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 12.2mi

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

$316,000 – $382,000

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

Nearby similar homes

$635,000

Land— sq ft

108 Little Harbor Way, Chestertown, MD 21620

(410) 275-2118

$349,000

5 beds2.5 baths3,371 sq ft

6746 Quaker Neck Rd, Chestertown, MD 21620

(410) 810-0010

NEW CONSTRUCTION

$765,900

3 beds2.5 baths1,964 sq ft

#37 Landing Ln, Chestertown, MD 21620

(410) 275-2118

SHORT SALE

$85,000

2 beds1 bath1,296 sq ft

234 N College Ave, Chestertown, MD 21620

(410) 823-0033

$550,000

5 beds3.5 baths3,816 sq ft

103 Sutton Way, Chestertown, MD 21620

(410) 673-3344

NEW CONSTRUCTION

$799,900

3 beds3.5 baths2,092 sq ft

106 Landing Ln, Chestertown, MD 21620

(410) 275-2118

New listings for sale in 21620

NEW 18 HRS AGO

$38,200,000

4 beds2 baths2,330 sq ft

8184 Rock Hall Rd, Chestertown, MD 21620

(410) 778-3779

NEW 24 HRS AGO

$1,195,000

2 beds1 bath806 sq ft

302 S Mill St, Chestertown, MD 21620

(410) 778-0330

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

Home values near 925 Round Top Rd

Data from public records.

Address	Redfin Estimate
917 Round Top Road, Chestertown, MD 3 Beds \| 1 Baths \| 1008 Sq. Ft.	$294,622
905 Round Top Road, Chestertown, MD - Beds \| 1 Baths \| 1008 Sq. Ft.	$262,755

Address	Redfin Estimate
921 Round Top Road, Chestertown, MD 3 Beds \| 1 Baths \| 1296 Sq. Ft.	$298,521
933 Round Top Road, Chestertown, MD 4 Beds \| 2.5 Baths \| 2502 Sq. Ft.	$467,241

Address	Redfin Estimate
909 Round Top Road, Chestertown, MD 3 Beds \| 1 Baths \| 1280 Sq. Ft.	$313,476
929 Round Top Road, Chestertown, MD - Beds \| 2 Baths \| 1194 Sq. Ft.	$339,790

Property information provided by BRIGHT MLS when last listed in 2025. 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 925 Round Top Rd

Tax history for 925 Round Top 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 925 Round Top Rd

More real estate resources