For sale

$295,000

Est. $1,792/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 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 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. Photos will be uploaded soon, the seller is finishing up a few minor cosmetic touches.

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 26, 2026 at 09:19am

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDQA2018166

Payment calculator

$1,792 per month

Principal and interest$1,531

Property taxes

$170

HOA dues

Home insurance

$91

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (5)

OPEN THU, 5PM TO 7PM
$259,900
3 beds1.5 baths1,280 sq ft
115 Metcalf Rd, Chestertown, MD 21620
(855) 450-0442
OPEN SAT, 10AM TO 12PMVIDEO TOUR
$1,245,500
5 beds4.5 baths3,243 sq ft
105 High St, Chestertown, MD 21620
(410) 778-0330
OPEN SAT, 11AM TO 1PM
$509,900
4 beds2.5 baths2,512 sq ft
427 Brookfield Dr, Centreville, MD 21617
(410) 429-7425
OPEN SAT, 11:30AM TO 2:30PM
$399,000
3 beds2.5 baths1,807 sq ft
116 Reeand Ln, Church Hill, MD 21623
(410) 778-0330
OPEN SUN, 12PM TO 3PM
$475,000
3 beds2 baths1,680 sq ft
100 Prussian Turn, Centreville, MD 21617
(410) 810-0010

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

Market insights

240 Round Top Rd · $295,000

DAYS ON MARKET

The average home goes pending in 47 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

LIST PRICE

Median sale price in this area is $536,076. (82% higher than this home)

PRICE DROP

21% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Interior features
Drywall walls and ceilings
Table space in the kitchen
Full unfinished basement with interior access and outside entrance
Sump pump in basement

Bedrooms
Three main-level bedrooms

Bathrooms
Two full bathrooms on the main level

Kitchen
Stove
Refrigerator
Exhaust fan

Laundry & utility
Laundry hookups on lower floor
Water heater

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 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

$294,324

$676 under list price of $295K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $215K to $435K.

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 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 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 16, 2026
$435,000 Last sold price
3 beds2.5 baths1,784 sq ft
215 Fairview Dr, Chestertown, MD 21620
$17/sq ft
smaller lot
28 years newer
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 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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