Buying a Home?

Find your perfect local real estate agent

Buyer's Guides

Buyer's Resources

Selling a Home?

Find your perfect local real estate agent

Seller's Guides

Seller's Resources

Become a Partner Agent

Join the nation's premier agent marketplace for buyers and sellers

Join Today

Get Started Today

Discover the best agents in your local market

(888) 586-2349

VirginiaChester

Find the Best Chester, VA REALTOR on RealEstateAgents.com

Tell us about your home buying or selling needs and instantly see a personalized list of agents to choose from.

Takes less than 2 mins

100% free service

No strings attached

Chester, VA, is a delightful community that combines small-town charm with modern conveniences, making it an attractive location for families and individuals alike. With attractions like the historic Henricus Historical Park and the scenic Swift Creek Lake, residents have access to both rich cultural experiences and outdoor recreational activities that enhance their quality of life.

The real estate market in Chester is thriving, with a diverse range of properties available for buyers. Partnering with a top REALTOR® is crucial to navigate this competitive landscape effectively, ensuring you find the perfect home. A knowledgeable agent will provide invaluable insights and strategies, streamlining the buying process. RealEstateAgents.com connects clients with top agents, simplifying your search and enhancing your home-buying experience.

Featured Agents in Chester, VA

PRIME AGENT

Compass

Team Hensley

8 reviews

View Profile

24years of experience

62sales in the last 12 months

1,000transactions all-time

PRIME AGENT

Long & Foster Real Estate

Richard Buckingham

2 reviews

View Profile

50years of experience

34sales in the last 12 months

PRIME AGENT

Exit First Realty

Marc Austin Highfill

19 reviews

View Profile

27years of experience

249sales in the last 12 months

4,911transactions all-time

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

Re/max Commonwealth

Warren Jessup

45 years of experience

Serves Chester

About

Warren Jessup is a Real Estate Agent in Chester, VA with the brokerage Re/Max Commonwealth. Over the last 45 years we have tracked null MLS listings by Warren.

Achievements

Va Tech

CRS, CDPE

Business Highlights

Buyer Representative, Lot/Land, New Construction, New Homes

Long & Foster Realtors

Silvia Johnson

6 reviews

Open 8:00 AM - 8:00 PM

Usually responds in 1 hr

PRIME AGENT

24 years of experience

25 sales in last 12 months

525 transactions all-time

Serves Chester

About

I have been a licensed Real Estate Broker for 23 years. I believe in practicing with honesty and integrity in every relationship you encounter in life. I take great pride in dazzling my customers, providing superb customer satisfaction all while creating a memorable home-buying/selling experience. Youre not just my clients, you become my friends. Over the years I have become an expert in new construction, financing and dealing with all types of buyer and seller profiles. I have had experience with first time homebuyers, 2nd /3rd time move up buyers and empty nesters. Each client special in their own way. I look forward to serving you and your family with your real estate needs.

Achievements

Top Listing Agent 2025

Sells Homes Fast 2025

Top Sales Producer 2025

Million Dollar Sales Award

Bachelor's Degree
Dental Hygienist

GRI, REALTOR®

Business Highlights

Buyer Representative, Condominiums, Distressed Properties, Farm/Ranch

Top Producer, Million Dollar Lifetime Award,

Alex Makes Homes

Alexandra Leigh

6 years of experience

Serves Chester

About

Alexandra Leigh is a Real Estate Agent in Chester, VA with the brokerage Alex Makes Homes. Over the last 6 years we have tracked null MLS listings by Alexandra.

Achievements

Top 20 Real Estate Agents on Social Media in Richmond, VA

Bachelor's Degree, Virginia Commonwealth
Bachelor of Fine Arts

REALTOR®

Business Highlights

Buyer Representative, First Time Buyers, Seller Representative

Real Broker Llc

Jacquelyn Waters

11 reviews

Open 8:00 AM - 8:00 PM

Usually responds in 1 hr

9 years of experience

32 sales in last 12 months

Serves Chester

About

With nearly a decade of experience in Virginia real estate, Jacquelyn Waters brings clarity, strategy, and a steady hand to every transaction. She serves buyers and sellers across Richmond, Powhatan, Goochland, Henrico, and Chesterfield with a focus on communication, client education, and thoughtful problem-solving. Her approach is rooted in strong relationships and strategic thinking. Guiding first-time buyers, move-up families, and downsizing sellers alike. Clients appreciate her warmth, professionalism, and ability to anticipate needs before they arise. Jacquelyn is a trusted advocate who treats each transaction with the same care she would for her own family.

Achievements

Top Buyer's Agent 2025

Top Listing Agent 2025

RE/MAX 100% Club

Business Highlights

Buyer Representative, Condominiums, Farm/Ranch, First Time Buyers

9+ years of experience guiding buyers and sellers across Central Virginia with a reputation for clear communication and trusted results.

Known for turning overwhelmed clients into confident decision-makers through education, transparency, and strategic advocacy.

Expert in navigating rural, suburban, and fast-moving urban markets—including Powhatan, Chesterfield, Henrico, Goochland, and Richmond.

Weichert Realtors Brockwell & Associates

Diane Wiley

Open 8:00 AM - 9:00 PM

Usually responds in 15 minutes

29 years of experience

25 sales in last 12 months

285 transactions all-time

Serves Chester

About

Diane Ogburn Wiley has been a Realtor since 1996. She lives near and specializes in working with & helping Internet Savvy Buyers and Sellers in the Central Virginia area of Richmond & the local areas surrounding Ft. Lee, Virginia. She has an extensive knowledge of the local market, and focuses on making your experience as a home buyer or seller, simple, worry-free, and fun! You will have step by step guidance throughout the entire process, along with a network of resources to also make your transaction smooth and hassle-free. We work together as a TEAM to help you achieve your Real Estate Goals; tailoring our services to your needs. My Motto is "Moving Wisely w/ Diane Wiley

Achievements

Top Colonial Heights Brokerage 2025

4-H Allstar

Bachelor's Degree, Virginia Tech
BS-Fashion Merchandising

GRI, ABR, SRS, MRP

Business Highlights

Buyer Representative, Condominiums, Distressed Properties, Farm/Ranch

Born in the area & has intimate knowledge

Serving the Central Va area since 1996

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

R V
"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
A C
"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."
Alexis C. from Iowa / Bought a home using RealEstateAgents.com
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
S M
"We found an excellent Realtor, who guided us through the sale and did an excellent job along the way."
Steve M. from Florida / Sold a home using RealEstateAgents.com
J B
"Very professional, we had a great experience."
Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
S K
"The agent you recommended was fantastic. He stayed in touch throughout the process. He kept us informed every step of the way. The sale was quick and couldn't have gone smoother. Would definitely recommend to anyone else and will definitely use in the future if needed."
Stanley K. from Indiana / Sold a home using RealEstateAgents.com
J L
"Great realtors. My home sold in five days!"
Joe L. from Illinois / Sold a home using RealEstateAgents.com
B W
"My selected agent was very thorough, professional, and attentive to my needs. He was absolutely the BEST!"
Bonnie W. from Indiana / Sold a home using RealEstateAgents.com
J S
"Had issues with the title company, which agents handled."
John S. from Arizona / Sold a home using RealEstateAgents.com
J H
"We had a very unique situation... My sister and I live in different states and the house belonged to our deceased Mother... Service was great could not have been any better..."
Joe H. from Texas / Sold a home using RealEstateAgents.com