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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
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15years of experience
11sales in the last 12 months
150transactions all-time
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
Prime Agent Badge
PRIME AGENT
Bridgette Jacobs profile picture
Long & Foster Real Estate And Mortgage

Bridgette Jacobs

Completed Profile
8 reviews
View Profile
20years of experience
43sales in the last 12 months
830transactions all-time

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

Ttr Sotheby's International Realty

Erica Baker

9 years of experience
37 sales in last 12 months
139 transactions all-time
Serves Chester

About

Driving passion to the walls that surround you to ensure you live a life full of inspiration starts with Erica Baker. She is ranked in the top 5% of all Realtors in the region. She believes that being a Realtor is not a job but a lifestyle as being forthcoming, authentic and consumer first driven doesn’t stop at 5pm. As a trusted advisor, social butterfly and lifelong resident of Maryland, Erica Baker is a Realtor with a never-ending urge to go above and beyond what is expected. She pairs knowledge of the clients’ goals with the needed steps for selling and buying property, market trends, integrity, creativity, and innovation to purposefully market a home or structure a winning offer for her clients. She is a familiar local face to many paired with one of the strongest brands globally, TTR Sotheby’s International Realty in Annapolis, MD.

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Achievements

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Top Producer 2025
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Top Listing Agent 2025
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Sells Homes Fast 2025

2020 Outstanding Sales Achievement Award, Chesapeake Real Producer top 3% of Agents In the Chesapeake Region, Baltimore Real Producer - Top 5% of all Baltimore Regions

Business Highlights

First Time Buyers, Luxury Properties, Military (relocation), New Construction
Born & Raised in Anne Arundel County. Lived in several different locations around the county.
I have a Great Dane who is like my child and we love the outdoors.
I have travelled all around the globe for adventurous hiking.

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 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.

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, Licensed real estate agent, MRP

Business Highlights

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

Taylor Properties

Brett Schrader

6 reviews
7 years of experience
32 sales in last 12 months
Serves Chester

About

I've been a licensed agent since 2017 and focus on helping clients buy and sell property on the Eastern Shore of MD. Using my experience to help put each one of my clients in the best possible position.

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Achievements

High School Diploma, ATI
Tech Dgree

Business Highlights

1031 Tax Exchange, Buyer Representative, Farm/Ranch, First Time Buyers

Ttr Sotheby's International Realty

Brad Kappel

8 years of experience
Serves Chester

About

Brad Kappel is a Real Estate Agent in Chester, MD with the brokerage Ttr Sotheby's International Realty. Over the last 8 years we have tracked null MLS listings by Brad.

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Achievements

Bachelor's Degree, College of Charleston
Business

REALTORĀ®

Business Highlights

New Homes, Luxury Properties, New Construction, First Time Buyers

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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:

More homes are being listed than sold
Homes are reducing their prices more quickly this month
43
balanced market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$650K

Per Square Foot

$300

Days on Market

106

Total Listings

60

Market Action Index

43

Median List Price

Thu, Jun 25, 2026

Median List Price
1 Year

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