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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
Theresa Rock profile picture
The Real Estate Group

Theresa Rock

4 reviews
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42years of experience
11sales in the last 12 months
1,000transactions all-time
Prime Agent Badge
PRIME AGENT
Brenda Williams profile picture
Howard Hanna

Brenda Williams

3 reviews
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22years of experience
50sales in the last 12 months
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PRIME AGENT
Andy Nelson profile picture
Iron Valley Real Estate

Andy Nelson

Completed Profile
1 review
View Profile
15years of experience
64sales in the last 12 months

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

Iron Valley Real Estate

Patrick Phillips

Completed Profile
11 reviews
Open 8:00 AM - 9:00 PM
Usually responds in 15 minutes
Prime Agent Badge
PRIME AGENT
5 years of experience
40 sales in last 12 months
Serves Chesapeake

About

I'm a proud prior military veteran of the united stated Navy, who's transition to helping not only military, current and veterans but also specializing in assisting first time home buyers as well as sellers looking to either up or downgrade to their next home.

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Achievements

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Top Negotiator 2025
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Top Company Agent 2025
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Top Listing Agent 2025

Associate's Degree, MCI
Applied Science , 2014 - 2016

Licensed real estate agent, Real Estate Negotiation Expert

Patrick Phillips's Video

Keller Williams

Tyson Bradley

20 years of experience
93 sales in last 12 months
Serves Chesapeake

About

Tyson Bradley is a Real Estate Agent in Chesapeake, VA with the brokerage Keller Williams . Over the last 20 years we have tracked null MLS listings by Tyson.

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Achievements

5 time HRRA circle of excellence. 3 X Hampton roads magazine 5 star agent award

Bachelor's Degree, Colorado State University
BS

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums

Keller Williams Coastal Virginia Chesapeake

Robert Pickles

6 reviews
15 years of experience
88 sales in last 12 months
700 transactions all-time
Serves Chesapeake

About

I have been licensed since 2009, and have personally helped over 375 families with successful real estate sales or purchases. I founded the Trustworthy Agents Group with my son and partner in 2016, and since then have built a stable company with 8 employees and growing. Our real estate family now exceeds 700. My personal role is 100% listings. While our buyers agents take care of buyers, I focus 100% on making sure sellers get top dollar, a short market time and a smooth and stress free experience. See listing commercials here: https://tinyurl.com/3sr7z7k4

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Achievements

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Sells Homes Fast 2025
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Top Listing Agent 2025
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Top Luxury Listing Agent 2025

Ranked Top 1-3% of listing agents in the area for the past 3 years.

Robert Pickles's Video

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Colleen Kovach

Completed Profile
10 reviews
Open 7:00 AM - 7:00 PM
Usually responds in 10 minutes
Prime Agent Badge
PRIME AGENT
17 years of experience
56 sales in last 12 months
432 transactions all-time
Serves Chesapeake

About

I graduated from Old Dominion University in 2001 and fell in love with Norfolk, Virginia. I served 7 years active duty in the Coast Guard and retired in 2020 with 20 years as an active Reserve Officer. I love working with military families because I can relate first hand to the stresses of buying and selling quickly...We can do it together! I will tell the truth about price, understand the timetable which your family is dealing, remove as many of your challenges as possible, schedule contractors, and repairs when necessary and I will also help with your relocation! The real estate market is constantly changing and its important to employ a licensed real estate professional to guide you through the process. Whether your a first time buyer or a real estate investor, I can help you with any of your real estate questions. My mission is for my clients to get to the closing table with no uncertainty, and to make your experience as stress-free and lucid as possible.

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Achievements

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Top Producer 2025
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Top Listing Broker 2025
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Top Sales Producer 2025

Platinum Circle of Excellence

Graduate Degree, ODU/Park University
Masters Public Affairs, 2004 - 2007

GRI

Colleen Kovach's Video

1st Class Real Estate - 7 Cities

Rusty Smith

7 years of experience
56 transactions all-time
Serves Chesapeake

About

I was born and raised here in Hampton Roads. I am a UVA alumni, Army Veteran, and devoted family man. My background has proven to be an asset to my clients in contract writing and negotiations, and I love being able to have a hand in helping my clients with their diverse needs. Before being an agent, I worked as a contractor under several investors with their remodels and new builds. I have had an addiction to the market ever since!

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Achievements

Master's Degree, University of Virginia
Sociology, 2006 - 2012

SFR, MRP, Pricing Strategy Advisor

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
Certifed MRP, PSA, REPS, and SFR
Member of NABPOP and TRIG

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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    "The service was great and the recommendation of the realtor was fantastic. The realtor was fair and honest he gave me a very reasonable selling price and follow the listing all the way through. The house sold within the first week."
    Rita V. from Tennessee / Sold a home using RealEstateAgents.com
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    "I used the website to identify potential agents in the new city I was moving too. I ultimately went with one of the recommended agents and had a very smooth home buying process."
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  • R J

    "My realtor was very professional in every aspect of the sale. My house sold within a week. She called or texted me through out the whole process."
    Ruth J. from Ohio / Sold a home using RealEstateAgents.com
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    Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
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    Stanley K. from Indiana / Sold a home using RealEstateAgents.com
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    "Had issues with the title company, which agents handled."
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    Joe H. from Texas / Sold a home using RealEstateAgents.com

Sell your Chesapeake home with confidence

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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
Houses are selling quickly compared to the amount on the market
54
balanced market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$547K

Per Square Foot

$228

Days on Market

60

Total Listings

409

Market Action Index

54

Median List Price

Thu, Jun 18, 2026

Median List Price
1 Year

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