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Featured Agents in Chestertown, MD

Prime Agent Badge
PRIME AGENT
Norman Lee Iii profile picture
Anne Arundel Properties

Norman Lee Iii

Completed Profile
1 review
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19years of experience
28sales in the last 12 months
500transactions all-time
Doug Ashley profile picture
Doug Ashley Realtors, Llc

Doug Ashley

View Profile
25years of experience
Chris Rosendale profile picture
Cr Realty

Chris Rosendale

1 review
View Profile
20years of experience
102sales in the last 12 months

Compare 15 top-performing real estate agents in Chestertown, MD

Team Leader At Keller Williams

Toni Mcdowell

3 reviews
Open 9:00 AM - 5:00 PM
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
21 years of experience
83 sales in last 12 months
Serves Chestertown

About

I have over 15 years in the business and my team has over 100 additional years of real estate expertise. The McDowell Team has sold over $400 million in homes this last 15 years. We are the top listing team out of our Annapolis Office for the last 7 years, We have listed over $250 million in homes during that time period. Our average days on market is 29 days (meaning your home might go under contract in less then 29 days). We average 98.4% of Sales Price to List Price, which compared to the local industry, you are 3.2% better working with us, than any other agent in the business.

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Achievements

Masters Club - $400 million in sales since 2005

Bachelor's Degree, University of Maryland
Business Management, 1978 - 1983

GRI, e-PRO

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, First Time Buyers
Boating along the Chesapeake Bay since early 70's, Very knowledgeable around the waterfronts.

Keller Williams Select Realtor

Glory Bee Costa

Completed Profile
5 reviews
Open 9:00 AM - 7:00 PM
Usually responds in 15 minutes
Prime Agent Badge
PRIME AGENT
45 years of experience
38 sales in last 12 months
1,290 transactions all-time
Serves Chestertown

About

In each transaction Glory Bee gives 100% by providing the extra effort and personal touches that produce outstanding results. She always strives to negotiate the best terms for her clients and when met with a tough challenge, she is very creative, strategic, and skillful in working through the issues. Taking every measure to serve her clients with first-class service, she always is quick to get on the phone or respond by a timely text or email. Regardless of the time and effort, it takes, Glory Bee readily delivers results that are beyond her clients expectations and works with diligence and dedication to achieve their personal real estate goals. Her skills in negotiations are amazing and always in the interest of the party, she represents. She has over 40 years experience in real estate, as a Broker of Record and an Associate Broker. Available by appointment 7 days a week, with a call back within the hour.

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Achievements

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Top Producer 2025
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Top Luxury Buyer's Agent 2025
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Top Sales Producer 2025

Executive Club, Presidence Club, Leading Edge, etc. over many years

Graduate Degree, Kaplin University
Business, 2011 - 2013

GRI, e-PRO, CRS, ABR, SRES, SRS, REALTOR®, Real Estate Negotiation Expert

Glory Bee Costa's Video

Coldwell Banker Chesapeake

Laurie Renshaw

Open 9:00 AM - 5:00 PM
42 years of experience
400 sales in last 12 months
Serves Chestertown

About

Laurie Renshaw is a Real Estate Agent in Chestertown, MD with the brokerage Coldwell Banker Chesapeake. Over the last 42 years we have tracked null MLS listings by Laurie.

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Achievements

High School Diploma

REALTOR®

Business Highlights

Buyer Representative, Farm/Ranch, First Time Buyers, Lot/Land

Rosendale Realty

Tammy Rosendale

21 years of experience
Serves Chestertown

About

Tammy Rosendale is a Real Estate Agent in Chestertown, MD with the brokerage Rosendale Realty. Over the last 21 years we have tracked null MLS listings by Tammy.

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Achievements

High School Diploma

GRI, REALTOR®

Business Highlights

Lot/Land, Luxury Properties

Real Estate Professionals, Inc.

Robert Kaetzel

8 reviews
Open 8:00 AM - 8:00 PM
Usually responds in 15 minutes
29 years of experience
98 sales in last 12 months
2,300 transactions all-time
Serves Chestertown

About

Hello My name is Robert Kaetzel (pronounced ket-zool) I am a REALTOR and the licensed broker for Real Estate Professionals, Inc. Since 1995, I have represented thousands of satisfied clients with fairness, honesty and enthusiasm and I would love to help you also. My company has successfully SOLD over 10,000 properties since 2002 and we have lots of 5 star reviews on google, Zillow and other sites. We can help you buy, sell or invest in all areas of Maryland. I believe in friendly, personal service with a smile.

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Achievements

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Sells Homes Fast 2025
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Top Listing Broker 2025
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Top Baltimore Agent 2025

Robert Kaetzel's Video

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Chestertown Housing Market Report

Market Action Index

We are extensively tracking the housing market in Chestertown, MD. Here are the strongest factors contributing to this score:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
83
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$395K

Per Square Foot

$244

Days on Market

121

Total Listings

41

Median List Price

Tue, Apr 28, 2026

Median List Price
1 Year

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