Maryland

Real Estate Agents in Chestertown, MD

Chestertown is one of the Maryland communities smover supports. Explore Chestertown real estate and compare agent profiles using available transaction records.

smover Index for Chestertown: 54 / 100: how it is measured

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Chestertown Market Snapshot

Median Price

$395K

Avg Days on Market

52 days

When homes sell in Chestertown

June 2026 recorded the most closings in Chestertown over these 12 months, 22 of 166.

Oct 2025

17 sold

median $375K

Nov 2025

18 sold

median $485K

Dec 2025

14 sold

median $455K

Jan 2026

19 sold

median $380K

Feb 2026

11 sold

median $359K

Mar 2026

14 sold

median $321K

Apr 2026

2 sold

median $549K

May 2026

8 sold

median $398K

Jun 2026

22 sold

median $355K

Jul 2026

16 sold

median $323K

Aug 2026

15 sold

median $380K

Sep 2026

10 sold

median $382K

What homes sell for in Chestertown

The $300K to $500K bracket recorded the largest share of Chestertown sales over these 12 months, 67 of 166.

Under $300K

47 sold

28% of sales

$300K to $500K

67 sold

40% of sales

$500K to $750K

29 sold

17% of sales

$750K to $1M

10 sold

6% of sales

Over $1M

13 sold

8% of sales

Agents in Chestertown

Review available transaction records and interview agents directly.

Frequently Asked Questions

How do I find a real estate agent in Chestertown, MD?

Browse 299+ agent profiles for Chestertown and review available transaction records, including total sales, sold-to-list ratio, and days on market where shown. Interview agents directly before choosing.

What agent transaction records does smover show in Chestertown?

smover shows available transaction records associated with 299+ agent profiles in Chestertown, MD. The available city records include over 161 closed transaction sides. Coverage varies by profile, so review the displayed records and interview agents directly.

What is the median home price in Chestertown, MD?

In early 2026, the typical home in Chestertown sold for around $395K. Homes in Chestertown average 52 days on market. Sellers typically receive 99.4% of their asking price. For the full breakdown, see the Chestertown Market Report.

How fast do homes sell in Chestertown, Maryland?

Homes in Chestertown average about 52 days on market. Buyers have a bit more time to consider their options, but well-priced homes still move quickly.

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Listing information is provided through IDX courtesy Keller Williams Capital Properties.

© 2026 BRIGHT, All Rights Reserved

Information Deemed Reliable But Not Guaranteed.

View full MLS disclosures

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Keller Williams Capital Properties participates, and is provided by BRIGHT through a licensing agreement.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.

This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.