For sale

$365,000

Est. $2,370/mo —

•

2,294

sq ft

24607 Chestertown Rd, Chestertown, MD 21620

About this home

Enjoy the best of both worlds with this well-maintained home situated on a generous 0.653-acre lot just outside of Chestertown! Offering the space and privacy of country living while remaining just minutes from downtown amenities, this 3-bedroom, 2.5-bath home has plenty to offer. * * A brand-new well and septic system have just been installed * * , providing an important recent improvement for the next owner. Inside, you'll find a welcoming entryway, formal dining room, and spacious kitchen featuring an island, gas cooktop, and cozy breakfast nook. The dedicated laundry room offers convenient access to the side yard, while the comfortable living room provides a warm gathering space centered around a working fireplace. A mix of wood, tile, and carpet flooring adds character throughout the home, and two bathrooms have been recently updated. Outside, enjoy the expansive backyard with room to relax, entertain, or simply take in the extra space. The detached two-car garage offers additional flexibility with a separate area ideal for a workshop, home office, or hobby space, along with a loft ready for your ideas. With a new well and septic system and a convenient location just outside of town, this property offers space, versatility, and the opportunity to enjoy Eastern Shore living close to everything Chestertown has to offer!

Single-familyProperty Type

1927Year Built

0.65 acresLot Size

$159Price/Sq.Ft.

2 car garageParking

Listed by Billy Sutton • Coldwell Banker Chesapeake Real Estate Company

•410-778-0330 (broker)

Listed by Lacey Sutton • Coldwell Banker Chesapeake Real Estate Company

•410-778-0330 (broker)

Listing updated: Oct 20, 2026 at 03:59pm

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #MDKE2007204

Payment calculator

$2,370 per month

Principal and interest$1,967

Property taxes

$296

HOA dues

Home insurance

$106

Utilities

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Affordability tools

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Open houses

No upcoming open houses.

Nearby open houses (8)

OPEN SUN, 11AM TO 2PM
$249,000
1 bed1 bath768 sq ft
25705 Meadow Rd, Worton, MD 21678
0.63 acre lot • Built 1997 • Listed 16 days
(410) 778-0330
OPEN SUN, 12PM TO 2PM
$895,000
4 beds2.5 baths2,546 sq ft
7570 Muirfield Dr, Chestertown, MD 21620
1.42 acre lot • 2 garage spots • Built 2014
(240) 497-1700
OPEN SUN, 2PM TO 3:30PM3D WALKTHROUGH
$375,000
3 beds1 bath1,440 sq ft
1826 Sudlersville Rd, Sudlersville, MD 21668
1.41 acre lot • 2 garage spots • Built 1971
(443) 274-1900
OPEN NOV 12, 5:30PM TO 6:30PM
$259,900
3 beds2.5 baths1,280 sq ft
103 Metcalf Rd, Chestertown, MD 21620
Built 2025 • Listed 37 days
(855) 450-0442
OPEN NOV 14, 11AM TO 2PM
$450,000
2 beds2.5 baths1,632 sq ft
111 Kent St S, Chestertown, MD 21620
1,306 sq ft lot • Built 2008 • Listed 4 days
(410) 810-0010
OPEN NOV 14, 11AM TO 1PM
$599,999
3 beds2.5 baths1,700 sq ft
21191 W Sharp St, Rock Hall, MD 21661
7,850 sq ft lot • 2 garage spots • Built 1924
(410) 778-0330
OPEN NOV 14, 11AM TO 1PM
$399,000
3 beds2.5 baths1,807 sq ft
116 Reeand Ln, Church Hill, MD 21623
0.24 acre lot • 2 garage spots • Built 2008
(410) 778-0330
OPEN NOV 15, 2PM TO 4PM
$379,000
4 beds2 baths2,156 sq ft
11944 Augustine Herman Hwy, Kennedyville, MD 21645
8,000 sq ft lot • Built 1900 • Listed 226 days
(410) 778-0330

Around this home

Schools

K - 12
Preschool & daycare

H. H. Garnett Elementary School

Public PreK-5 • Assigned • 2.5mi

6/10

Kent County Middle School

Public 6-8 • Assigned • 2.9mi

3/10

Kent County High School

Public 9-12 • Assigned • 5.0mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

24607 Chestertown Rd · $365,000

Strong offer

$365K and above

75% chance or better to win

Why $365K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 55 days.

SALE-TO-LIST

Most homes are selling 4% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Traditional floor plan
Dining area
Combination kitchen and dining area
Kitchen island
Ceiling fan
Brick fireplace
Partial basement
Level main entry

Bedrooms
3 bedrooms on the upper level

Bathrooms
2 full bathrooms
1 half bathroom on the main level

Laundry & utility
Main-floor laundry

Flooring
Carpet

Heating & cooling
Electric heat pump
Ductless mini-split cooling

Sale and tax history for 24607 Chestertown Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #MDKE2005240

Aug 27, 2025

Listing Removed

—

Jul 30, 2025

Contingent

—

Jul 10, 2025

Price Changed

$365,000

$159/sq ft

May 27, 2025

Listed

$375,000

$163/sq ft

BRIGHT MLS #MDKE118204

Aug 18, 2021

Sold

$265,000

$116/sq ft

Aug 16, 2021

Pending

—

Jul 23, 2021

Contingent

—

Jun 2, 2021

Listed

$275,000

$120/sq ft

The sought after Chestertown introduces you to this spacious solid brick home. This home offers over 2294 square feet living area, crown moldings, recessed lighting, relaxing living room with wood burning fireplace and wood beam ceilings, formal dining room with wide windows, lovely kitchen with island and granite counters, large master suite with built-in closets, master bath with whirlpool tub and dual vanity, and full basement with plenty of room for storage. Enjoy the balcony with great view of the front yard or have an outdoor fun in the rear porch. The detached garage makes this home complete. Just a few minutes away from historic Chestertown!

BRIGHT MLS #1007785608

Apr 17, 2015

Listing Removed

—

Oct 14, 2014

Listed

$485,000

$211/sq ft

Public Records

Feb 1, 2005

Sold

$239,000

$104/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$3,610 (+9.5%)

2025

$3,296 (+10.5%)

2024

$2,982 (+5.7%)

2023

$2,821 (+7.0%)

$100,800 + $156,900

$257,700

2022

$2,637 (+6.5%)

2021

$2,477 (+21.0%)

2020

$2,047 (+147.1%)

$100,800 + $114,200

$215,000

2019

$829 (−56.0%)

2018

$1,884 (+4.2%)

$100,800 + $112,700

$213,500

2017

$1,808 (+15.2%)

$100,800 + $112,700

$213,500

2015

$1,570 (+5.4%)

$100,800 + $114,300

$215,100

2014

$1,490 (+5.4%)

2013

$1,414 (+7.8%)

2012

$1,312 (−49.9%)

2011

$2,616 (+351.0%)

2010

$580 (−44.3%)

2009

$1,042

Public record

Beds

—

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.65 Acres

Year renovated

—

Finished Sq. Ft.

2,294

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,294

Year built

1927

Style

Single Family Residential

County

Kent County

APN

06 009344

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 19, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 104° expected this year, 15 days in 30 years

6/10 Wind Factor

70% chance of strong winds in next 30 years

6/10 Air Factor

9 unhealthy days expected this year, 13 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

97/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Chestertown. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

6.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 24607 Chestertown Rd

$365,775

$775 over list price of $365K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $300K to $395K.

SOLD SEP 14, 2026
$330,000 Last sold price
3 beds1.5 baths3,292 sq ft
8312 Broad Neck Rd, Chestertown, MD 21620
$59/sq ft
larger lot
49 years newer
SOLD SEP 22, 2026
$349,000 Last sold price
3 beds2 baths1,792 sq ft
123 Heath Rd, Chestertown, MD 21620
$36/sq ft
smaller lot
63 years newer
SOLD JUN 25, 2026
$395,000 Last sold price
3 beds2 baths1,440 sq ft
8629 Airy Hill Rd, Chestertown, MD 21620
$115/sq ft
larger lot
38 years newer
SOLD JUL 22, 2026
$365,000 Last sold price
3 beds2 baths1,934 sq ft
521 N Kent St, Chestertown, MD 21620
$30/sq ft
smaller lot
44 years newer
SOLD AUG 28, 2026
$395,000 Last sold price
3 beds2 baths1,484 sq ft
10790 Worton Rd, Worton, MD 21678
$107/sq ft
larger lot
89 years newer
SOLD OCT 22, 2026
$300,000 Last sold price
3 beds2 baths1,232 sq ft
7464 Shortall St, Chestertown, MD 21620
$85/sq ft
smaller lot
91 years newer

Rental earnings

Est. $3,027 per month, based on comparable rentals

Tour for free, no strings attached

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(410) 775-5140

Early Access listings

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EARLY ACCESSWFP COMING SOON

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EARLY ACCESSREDFIN COMING SOON

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Nearby similar homes

$370,000

4 beds2.5 baths2,504 sq ft

123 Trafford Dr, Chestertown, MD 21620

Walk-in closet • En suite bath • Fenced backyard

(443) 215-4663

SHORT SALE

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234 N College Ave, Chestertown, MD 21620

Historic chestertown • Timeless curb appeal • 3,840 sq ft lot

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OPEN NOV 14, 11AM TO 2PM

$450,000

2 beds2.5 baths1,632 sq ft

111 Kent St S, Chestertown, MD 21620

Open floor plan • Cozy gas fireplace • High-end appliances

(410) 810-0010

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3 beds1 bath1,248 sq ft

956 Washington Ave, Chestertown, MD 21620

Eat-in counter space • Coat closet • Separate pantry

(410) 810-0010

$222,000

3 beds1 bath936 sq ft

7415 Wilkins Ln, Chestertown, MD 21620

Spacious lot • Off-street parking • Driveway parking

(410) 810-0010

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Land— sq ft

108 Little Harbor Way, Chestertown, MD 21620

Waterfront lot • Panoramic views • In-ground pool

(410) 275-2118

New listings for sale in 21620

OPEN SUN, 12PM TO 2PM

$895,000

4 beds2.5 baths2,546 sq ft

7570 Muirfield Dr, Chestertown, MD 21620

Landscaped grounds • Single level living • Open floor plan

(240) 497-1700

3D WALKTHROUGH

$499,999

4 beds3.5 baths3,506 sq ft

331 Devon Dr, Chestertown, MD 21620

Open concept kitchen • Gourmet kitchen • Large back deck

(410) 778-0330

$229,900

3 beds2 baths2,344 sq ft

317 Rolling Rd, Chestertown, MD 21620

Dog park • 0.34 acre lot • Built 1977

(410) 810-3900

OPEN NOV 14, 11AM TO 2PM

$450,000

2 beds2.5 baths1,632 sq ft

111 Kent St S, Chestertown, MD 21620

Open floor plan • Cozy gas fireplace • High-end appliances

(410) 810-0010

$135,000

3 beds1.5 baths1,136 sq ft

403 Calvert St, Chestertown, MD 21620

Recent improvements • Lvp flooring • Near restaurants

(443) 215-4663

COMING SOON

$375,000

4 beds2.5 baths2,886 sq ft

201 Garland Way, Chestertown, MD 21620

Walkout basement • Outside entrance • 0.27-acre corner lot

(410) 749-1818

COMING SOON

$1,125,000

5 beds3.5 baths3,031 sq ft

108 N Water St, Chestertown, MD 21620

Remarkable library • Butler's pantry • Large sunny kitchen

(410) 778-3779

$175,000

3 beds1 bath1,360 sq ft

7545 Quaker Neck Rd, Chestertown, MD 21620

0.43 acre lot • Built 1961

(410) 320-6785

COMING SOON

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Hardwood floors • Mini splits • New bathroom

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

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (8)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 24607 Chestertown Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 24607 Chestertown Rd

Early Access listings

Nearby similar homes

New listings for sale in 21620

More real estate resources