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

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Featured Agents in Chester, MD

Alison Wisnom profile picture
Coldwell Banker Realty

Alison Wisnom

Completed Profile
6 reviews
View Profile
14years of experience
11sales in the last 12 months
150transactions all-time
Brett Schrader profile picture
Taylor Properties

Brett Schrader

6 reviews
View Profile
7years of experience
32sales in the last 12 months
Erica Baker profile picture
Ttr Sotheby's International Realty

Erica Baker

View Profile
9years of experience
37sales in the last 12 months
139transactions all-time

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

Team Leader At Keller Williams

Toni Mcdowell

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

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.

Anne Arundel Properties

Norman Lee Iii

Completed Profile
1 review
Open 7:00 AM - 9:00 PM
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
19 years of experience
28 sales in last 12 months
500 transactions all-time
Serves Chester

About

I am a full-time, full-service Realtor and long time Chesapeake Bay Area resident. Self employed for more than 30 years, I've owned successful businesses in residential construction, finance, insurance, and marketing. All have given me valuable experience and knowledge that I freely share with my real estate clients.

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Achievements

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Top Producer 2024
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Top Buyer's Agent 2024
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Top Listing Agent 2024

Company Top 1% 2012-2022

Bachelor's Degree, UMBC

REALTORĀ®

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Farm/Ranch
I am a full-time, full-service Realtor and long time Chesapeake Bay Area resident.

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 Chester

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

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Top Listing Agent 2024
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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

Long & Foster Real Estate And Mortgage

Bridgette Jacobs

Completed Profile
8 reviews
Open 9:00 AM - 9:00 PM
Usually responds in 30 minutes
Prime Agent Badge
PRIME AGENT
19 years of experience
43 sales in last 12 months
830 transactions all-time
Serves Chester

About

The Jacobs Group includes Bridgette Jacobs, Jay Jacobs, Joan Alutto, Shannon Murphy, Jamie Riley & Paula Belange. This wonderful group of people like to spend their spare time with family and friends at warm weather cookouts or supporting their home teams at a local sporting event. Being firm believers in giving back to the community, The Jacobs Group also supports the local fire department and donates to the SPCA of Anne Arundel County. The Jacobs Group continues to build their business with satisfied clients time after time. They have a passion for helping their clients achieve their real estate goals by keeping their clients best interest at heart. Their belief in people and the community shows its never just a deal for them! Achieve your real estate goals with ease, contact The Jacobs Group of Long & Foster, Inc. We are ready to help you with any of your real estate needs.

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Achievements

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Top Buyer's Agent 2024
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Top Negotiator 2024
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Top Volume Producer 2024

High School Diploma

GRI, SRS, SFR

Bridgette Jacobs's Video

Rosendale Realty

Thomas Boeshore

25 years of experience
Serves Chester

About

I am a resident of Church Hill and love the relaxed, Eastern Shore lifestyle and small town charm found here. Along with my wife and three sons I enjoy being involved in community, church, neighborhood and outdoor activities. In my professional life, I am a Full-Time REALTOR, holding the designations of Certified Residential Specialist CRS, Graduated Realtor Institute GRI, Military Relocation Professional MRP, and Associate Broker. I focus my business activities on Eastern Shore Residential Properties, Lots, and Farms in Queen Anne's, Caroline, Kent, Talbot, and Dorchester Counties. I pride myself on being a courteous, knowledgeable professional who looks out for the best interest of all my clients. I look forward to assisting you with all your Eastern Shore Real Estate needs.

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Achievements

Working Hard 24/7

Bachelor's Degree, California Univ. of PA
Elementary Education, 1989 - 1993

GRI, REALTORĀ®, MRP

Business Highlights

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

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Chester Housing Market Report

Market Action Index

We are extensively tracking the housing market in Chester, 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
85
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$545K

Per Square Foot

$275

Days on Market

78

Total Listings

60

Market Action Index

85

Median List Price

Thu, Dec 4, 2025

Median List Price
1 Year

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