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Chesapeake, VA, is a thriving community that offers a perfect blend of suburban tranquility and urban convenience, making it an ideal location for families and professionals alike. With easy access to attractions like the stunning Great Dismal Swamp National Wildlife Refuge and the bustling Greenbrier Mall, there is no shortage of activities to enjoy. The city's rich history and numerous parks provide ample opportunities for recreation and relaxation, creating a desirable environment for homebuyers.

The real estate market in Chesapeake is competitive and dynamic, highlighting the necessity of collaborating with a top licensed real estate agent. A skilled agent not only understands the nuances of the local market but also provides invaluable insights to help you find the right property at the best price. RealEstateAgents.com exclusively partners with top agents who are committed to delivering exceptional service and results, ensuring that your home-buying experience is seamless and satisfying.

Featured Agents in Chesapeake, VA

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PRIME AGENT
Ron Sawyer profile picture
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Ron Sawyer

Completed Profile
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20years of experience
318sales in the last 12 months
3,000transactions all-time
Robert Pickles profile picture
Keller Williams Coastal Virginia Chesapeake

Robert Pickles

6 reviews
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15years of experience
88sales in the last 12 months
700transactions all-time
John Berger profile picture
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John Berger

Completed Profile
6 reviews
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32years of experience
32sales in the last 12 months
1,000transactions all-time

Compare 15 top-performing real estate agents in Chesapeake, VA

Howard Hanna

Tony And Sarah Fitzgerald

Completed Profile
Closed Sunday
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
10 years of experience
14 sales in last 12 months
152 transactions all-time
Serves Chesapeake

About

Since 2016, Tony and Sarah—collectively known as The Fitz Team—have been helping clients buy, sell, and invest in real estate across Hampton Roads with heart, hustle, and a whole lot of local know-how. As seasoned brokers, they bring a dynamic blend of strategy and sincerity to every transaction, whether it's a first-time homebuyer or a seasoned investor. Known for their personable style, sharp market insights, and commitment to client success, The Fitz Team turns real estate into real relationships.

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Achievements

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Top Producer 2025
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Top Buyer's Agent 2025
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Top Listing Agent 2025

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties
Has intimate knowledge of the region

The Real Estate Group

Theresa Rock

4 reviews
Open 7:00 AM - 7:00 PM
Usually responds in 15 minutes
Prime Agent Badge
PRIME AGENT
42 years of experience
11 sales in last 12 months
1,000 transactions all-time
Serves Chesapeake

About

Theresa has been a licensed broker since 1984 . Specializing in Residential Real Estate Sales Theresa is one of Hampton Roads top agents. Her business is based on more then 80 percent referrals from satisfied clients and referral networking. Her reputation among her peers, her knowledge of the local market and her strong negotiating skills all work in concert with each other to put you in the drivers seat when it comes to your real estate needs. Seller: Copy and past the following LINK for your FREE BOOK! https://theresarock.book.live/biz-card-book Buyer: Copy and past the following LINK for your FREE BOOK! https://theresarock.book.live/buyer-book

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Achievements

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Top Buyer's Agent 2025
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Top Listing Agent 2025
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Top Negotiator 2025

Gold, Silver, Bronze

Associate's Degree, Alpha College of Real Est
Business

ABR, Licensed real estate agent

Business Highlights

Buyer Representative, Condominiums, Distressed Properties, Farm/Ranch

757 Offers

757 Offers

1 year of experience
109 transactions all-time
Serves Chesapeake

About

757 Offers is an active Real Estate Agent in Chesapeake, VA with the brokerage 757 Offers. Over the last 1 years we have tracked 109 MLS listings by 757.

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Achievements

Bachelor's Degree
Finance

757 Offers's Video

Berkshire Hathaway Homeservices

John King

Closed Sunday
Usually responds in 1 hr
13 years of experience
33 sales in last 12 months
450 transactions all-time
Serves Chesapeake

About

John King is a U.S. Navy veteran and full-time REALTOR serving the Hampton Roads / 757 region, including Virginia Beach, Norfolk, Chesapeake, and Suffolk. Drawing on his military background, John specializes in helping service members and families navigate PCS moves to and from Hampton Roads, as well as guiding first-time buyers, relocations, and sellers. He is committed to clear communication and a client-first approach, earning a strong reputation across the communities he serves. Whether you're buying, selling, or relocating to the 757, John is dedicated to helping you win together.

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Achievements

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Top Luxury Listing Agent 2025
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Top Listing Agent 2025
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Top Producer 2025

HRRA Circle of Excellence (11x – Diamond/Platinum/Gold) • #1 Office Listing & Sales (2015–2025) • Top 1–3% of Agents Worldwide • BHHS 5-Year Legend Award (2022) • BHHS Luxury Collection Specialist • Rookie of the Year (2014)

High School Diploma

Licensed real estate agent

John King's Video

Exp Realty

Kevin Raad

Completed Profile
19 reviews
Usually responds in 30 minutes
Prime Agent Badge
PRIME AGENT
21 years of experience
63 sales in last 12 months
804 transactions all-time
Serves Chesapeake

About

Kevin Raad is a native of Virginia Beach, Virginia and entered the Real Estate Industry as a Realtor in 2005 and retired from Naval service in 2018 as a Supply Corps Officer after 20 years of service. He is a graduate of Old Dominion University, earning a Baccalaureates of Science Degree with two majors, Finance and Real Estate. He then earned his Masters Degree in Business Administration from Liberty University in 2013. You will find I have an unwavering commitment to staying on top of the trends, tools and technologies that help provide extraordinary service and deliver amazing results to you. I have the latest and greatest resources available at my fingertips to give you the answer youre looking for! He understands the importance and complexities of buying or selling a home and possesses the requisite resources and problem solving skills to guide you through it. He utilizes his education and professional experience in getting YOU home!

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Achievements

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Top Producer 2025
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Top Buyer's Agent 2025
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Top Listing Agent 2025

Circle of Excellence

Master's Degree, Liberty University
Business Administration, 2013

ABR, SFR

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties
Offers customized solutions

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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Sell your Chesapeake home with confidence

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Contact Us to Find a Top Agent in Chesapeake

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Chesapeake Housing Market Report

Market Action Index

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

The average home has been on the market a short time
Homes are reducing their prices more quickly this month
47
balanced market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$495K

Per Square Foot

$227

Days on Market

65

Total Listings

603

Market Action Index

47

Median List Price

Sat, Sep 19, 2026

Median List Price
1 Year

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