UNDER CONTRACT

Contingent

$295,000

Est. $1,812/mo —

•

1,132

sq ft

240 Round Top Rd, Chestertown, MD 21620

About this home

Welcome home. .. spacious rancher nestled on a beautiful, private 1-acre lot. This home offers 3 bedrooms, 2 full bathrooms, a cozy light filled living room, and an eat-in kitchen perfect for everyday living. The full unfinished basement provides endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the peaceful backyard, featuring a privacy-fenced yard and a paved driveway. The roof, siding, and windows were replaced approximately 10 years ago, offering added value and peace of mind. Stay warm and keep utility costs down during the colder months with both a pellet stove in the living room and a wood-burning stove in the basement. With just a little TLC and updating, this home could be everything you've been looking for. Offering privacy, space, and endless potential, it's a great opportunity to make it your own. Located just minutes from the historic waterfront town of Chestertown, you’ll enjoy charming boutiques, local restaurants, seasonal festivals, the popular Farmers Market, and plenty of ways to experience the scenic beauty of the Chester River. The area perfectly captures the charm and lifestyle of Maryland’s Beautiful Eastern Shore. NOTE: Virtually staged/digitally enhanced photos. Images are for illustrative purposes and may not represent the property's current condition or actual furnishings.

Single-familyProperty Type

1976Year Built

1 acresLot Size

$261Price/Sq.Ft.

Listed by Karen Clark • Clark & Co Realty, LLC

•410-827-4663 (broker)

•karen@clarkrealty.homes (broker)

Listing updated: Aug 28, 2026 at 06:27pm

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #MDQA2018166

Payment calculator

$1,812 per month

Principal and interest$1,550

Property taxes

$170

HOA dues

Home insurance

$91

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (4)

OPEN TODAY, 11AM TO 1PM
$349,000
2 beds1.5 baths1,089 sq ft
10725 Worton Rd, Worton, MD 21678
(410) 810-3900
OPEN TODAY, 12PM TO 3PM
$475,000
3 beds2 baths1,680 sq ft
100 Prussian Turn, Centreville, MD 21617
(410) 810-0010
OPEN SEP 3, 3PM TO 6:30PM
$485,000
3 beds2 baths1,914 sq ft
226 Lakeside Dr, Millington, MD 21651
(301) 970-2447
OPEN SEP 6, 12PM TO 2PM
$399,000
4 beds2 baths2,156 sq ft
11944 Augustine Herman Hwy, Kennedyville, MD 21645
(410) 778-0330

Around this home

Schools

K - 12
Preschool & daycare

Church Hill Elementary School

Public PreK-4 • Assigned • 5.1mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 10.2mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 11.6mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

240 Round Top Rd · $295,000

Strong offer

$297K and above

75% chance or better to win

Why $297K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 56 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Drywall walls and ceilings
Kitchen with table space

Bedrooms
Three bedrooms on the main level
Rooms listed: Living Room, Master Bedroom, Bedroom 2, Bedroom 3

Bathrooms
Two full bathrooms on the main level

Kitchen
Refrigerator
Stove
Exhaust fan
Water heater

Laundry & utility
Laundry hookups on the lower floor
Basement offers interior and outside access; unfinished

Heating & cooling
Baseboard hot water heating
Heating fuel: Oil and Wood
Central air conditioning (electric)

Sale and tax history for 240 Round Top Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #MDQA2018166

Aug 28, 2026

Contingent

—

Aug 26, 2026

Listed

$295,000

$261/sq ft

Aug 5, 2026

Coming Soon

$295,000

$261/sq ft

MRIS #QA8495993

Apr 24, 2015

Sold

$143,000

$126/sq ft

Jan 20, 2015

Pending

—

Dec 15, 2014

Price Changed

$132/sq ft

Nov 4, 2014

Listed

$140/sq ft

BRIGHT MLS #1003248902

Apr 24, 2015

Sold

$143,000

$126/sq ft

Jan 16, 2015

Listing Removed

—

Nov 4, 2014

Listed

$149,000

$132/sq ft

Public Records

Jul 31, 1985

Sold

$15,000

$13/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$2,038 (+5.0%)

2024

$1,942 (+5.0%)

$85,000 + $132,100

$217,100

2023

$1,850 (+5.0%)

2022

$1,761 (+1.8%)

2021

$1,730 (+3.7%)

$75,000 + $105,600

$180,600

2020

$1,668 (+3.9%)

2019

$1,606

2018

$1,606

$75,000 + $86,200

$161,200

2017

$1,606 (−0.9%)

$75,000 + $86,200

$161,200

2016

$1,620

$75,000 + $87,700

$162,700

2015

$1,620 (−6.3%)

$75,000 + $87,700

$162,700

2014

$1,730 (+4.2%)

$100,000 + $86,800

$186,800

2013

$1,660 (+6.2%)

2012

$1,564 (+7.8%)

2011

$1,451 (+5.3%)

2010

$1,378 (+8.1%)

2009

$1,275

Public record

Public record
Zoning
Permits

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Finished Sq. Ft.

1,132

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,132

Year built

1976

Style

Single Family Residential

County

Queen Anne's County

APN

02 017059

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 18, 2026.

Agricultural District

The Agricultural AG District is intended to preserve and protect areas of the County that are predominately in agricultural use. The AG District is characterized by agricultural and related uses. A minimal amount of new residential development shall be allowed, provided the rural and agricultural character of the area is preserved.; It is intended that in the AG District, there shall be no basis under state law COMAR 5-4-03 or this Chapter 18:1 for recourse against the effects of any normal farming operations conducted in accordance with standard and acceptable best management practices. Normal agricultural effects include, but are not limited to, noise, odor, vibration, fumes, dust, spray drift, or glare.

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Greenhouse / nursery
Housing-Single unit
Bed & breakfast
Public service
Recreation
Kennel
Veterinary clinic
Housing-Mobile home park

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

73% 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

99/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.1 hrs

5.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 240 Round Top Rd

$295,730

$730 over list price of $295K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $215K to $370K.

SOLD AUG 14, 2026
$318,000 Last sold price
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620
$33/sq ft
smaller lot
14 years older
SOLD MAY 14, 2026
$278,500 Last sold price
3 beds1 bath— sq ft
107 Longfellow Dr, Chestertown, MD 21620
smaller lot
2 years older
SOLD APR 14, 2026
$220,000 Last sold price
4 beds1 bath1,248 sq ft
513 Round Top Rd, Chestertown, MD 21620
$85/sq ft
smaller lot
16 years older
SOLD JUL 21, 2026
$215,000 Last sold price
3 beds1 bath1,373 sq ft
100 Prospect St, Chestertown, MD 21620
$104/sq ft
smaller lot
23 years older
SOLD AUG 29, 2025
$315,000 Last sold price
3 beds1 bath1,056 sq ft
106 Wilton Rd, Chestertown, MD 21620
$37/sq ft
smaller lot
1 year older
SOLD MAY 1, 2026
$370,000 Last sold price
3 beds1.5 baths1,404 sq ft
217 Philosophers Ter, Chestertown, MD 21620
$3/sq ft
smaller lot
26 years older

Rental earnings

Est. $2,335 per month, based on comparable rentals

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(703) 935-5915

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Land— sq ft

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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About this home

Payment calculator

Open houses

Nearby open houses (4)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 240 Round Top Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 240 Round Top Rd

This home may not be allowing tours right now

Nearby similar homes

New listings for sale in 21620

More real estate resources