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Find and Compare the Best Real Estate Agents in Chestertown, MD

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Featured Agents in Chestertown, MD

Kimberly Simpson profile picture
Thyme Real Estate Co

Kimberly Simpson

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21years of experience
568transactions all-time
Brett Schrader profile picture
Taylor Properties

Brett Schrader

6 reviews
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7years of experience
32sales in the last 12 months
Prime Agent Badge
PRIME AGENT
Norman Lee Iii profile picture
Anne Arundel Properties

Norman Lee Iii

Completed Profile
1 review
View Profile
19years of experience
28sales in the last 12 months
500transactions all-time

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

Coldwell Banker Chesapeake Real Estate Company

Dick Barker

16 years of experience
Serves Chestertown

About

Dick Barker is a Real Estate Agent in Chestertown, MD with the brokerage Coldwell Banker Chesapeake Real Estate Company. Over the last 16 years we have tracked null MLS listings by Dick.

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Doug Ashley Realtors, Llc

Doug Ashley

25 years of experience
Serves Chestertown

About

Doug Ashley is a Real Estate Agent in Chestertown, MD with the brokerage Doug Ashley Realtors, Llc. Over the last 25 years we have tracked null MLS listings by Doug.

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Achievements

GRI

Champion Realty, Inc.

Patsy Whiteley

32 years of experience
Serves Chestertown

About

Patsy Whiteley is a Real Estate Agent in Chestertown, MD with the brokerage Champion Realty, Inc.. Over the last 32 years we have tracked null MLS listings by Patsy.

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Achievements

High School Diploma

GRI, REALTOR®

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

Exit On The Bay Realty

David Kaufmann

5 reviews
Open 8:00 AM - 8:00 PM
Usually responds in 5 minutes
14 years of experience
1,000 transactions all-time
Serves Chestertown

About

Having the right real estate agent means having an agent who is committed to helping you buy or sell your home with the highest level of expertise in your local market. Nothing is more exciting to me than the gratifying feeling I get from helping people meet their real estate needs. You can count on me to always do what's in your best interest. I pride myself on being honest, trustworthy, and knowledgeable in the real estate market. I know how important it is to find your dream home or get the best offer for your property. Therefore I will make it my responsibility to help you achieve those goals. Whether you are an experienced investor or a first time buyer, I can help you in finding the property of your dreams. Please feel free to browse my website or let me guide you every step of the way by calling or emailing me to set up an appointment today.

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Achievements

Trophy Icon
Top Listing Agent 2024
Trophy Icon
Top Luxury Listing Agent 2024
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Top Sales Producer 2024

Multiple 200,000 Commission awards

Bachelor's Degree, University of Md. College
David Kaufmann, 1969 - 1973

GRI

David Kaufmann's Video

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

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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

Market Action Index

83

Median List Price

Fri, Dec 5, 2025

Median List Price
1 Year

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