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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 REALTOR®. 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

Prime Agent Badge
PRIME AGENT
Theresa Rock profile picture
The Real Estate Group

Theresa Rock

4 reviews
View Profile
42years of experience
11sales in the last 12 months
1,000transactions all-time
Robert Pickles profile picture
Keller Williams Coastal Virginia Chesapeake

Robert Pickles

6 reviews
View Profile
15years of experience
88sales in the last 12 months
700transactions all-time
Prime Agent Badge
PRIME AGENT
Tony And Sarah Fitzgerald profile picture
Howard Hanna

Tony And Sarah Fitzgerald

Completed Profile
View Profile
10years of experience
14sales in the last 12 months
152transactions all-time

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

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

Re/max Prime

Ron Sawyer

Completed Profile
Open 8:00 AM - 8:00 PM
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
20 years of experience
318 sales in last 12 months
3,000 transactions all-time
Serves Chesapeake

About

The Ron Sawyer Team is a top-performing RE/MAX team serving the Hampton Roads area. With over 100 years of combined experience, our team is dedicated to making the buying and selling process simple, stress-free, and rewarding. We pride ourselves on clear communication, strong negotiation skills, and treating every client like family.

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Achievements

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

REALTOR®

Business Highlights

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

Re/max Ultra

Carlos Cardo

Completed Profile
8 reviews
Open 9:00 AM - 5:00 PM
Usually responds in 1 hr
22 years of experience
25 sales in last 12 months
262 transactions all-time
Serves Chesapeake

About

I am a dedicated REALTOR® with over 22 years of real estate experience in real estate. At RE/MAX ULTRA, I offer expert guidance in residential sales, investments, and property management. Known for my negotiation skills, integrity and personalized service, I build lasting relationships based on trust and open communication. I hold multiple designations, including MRP, ABR, CRS, GRI, SRES, RSS and has earned top honors like the RE/MAX Hall of Fame and Circle of Excellence awards. Backed by a strong network and cutting-edge tools, I ensure clients receive the highest level of service, from the first conversation through closing—and beyond. Whether buying, selling, or investing, I am committed to helping you succeed with professionalism, care, and results. “Our first few conversations are not a commitment,”. “They’re a chance to understand your needs—and see if we cross that real estate bridge together.”

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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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Sells Homes Fast 2025

RE/MAX Hall of Fame, Circle Of Excellence, Five Star Award, 100% Club RE/MAX, RE/MAX Hall of Fame

High School Diploma, St Leo University
Business Administration

GRI, e-PRO, ABR, CRS, SFR, SRES, MRP, CDPE

Business Highlights

Buyer Representative, Condominiums, First Time Buyers, Military (relocation)
Helping veterans buy and sell homes for over 16 years!
Pioneer in 3D Immersive Virtual Reality Tours (since 2016)
First Time Home Buyers

Exp Realty

Kevin Raad

Completed Profile
19 reviews
Open 24 hours
Usually responds in 30 minutes
Prime Agent Badge
PRIME AGENT
19 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

Atlantic Sotheby's International Realty

Lea Marie Ngowakl

10 years of experience
51 sales in last 12 months
Serves Chesapeake

About

Being a true Renaissance woman, I apply the experience, knowledge, skills, and insight I've gained having had the privilege of walking down many varied paths in her life. I was raised in a military family, trained as a dancer, and studied Sociology. However, it is my keen problem-solving strategies, unwavering attention to detail, and goal-driven nature that lends well to my unsurpassed personal service and attention to my clients and colleagues. I'm an award-winning agent and property manager in Hampton Roads and rank in the top 2% of all REALTORS in sales. Buyers, sellers, landlords, investors, and even renters appreciate my calm yet assertive nature and unique style. When I'm not researching houses, I love boating, riding motorcycles, reading non-fiction, watching documentaries, gardening, juicing, and learning more about healthy living and happy lifestyles.

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Achievements

Bachelor's Degree

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, First Time Buyers

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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:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
95
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$525K

Per Square Foot

$225

Days on Market

84

Total Listings

534

Median List Price

Thu, May 7, 2026

Median List Price
1 Year

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