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VirginiaChester

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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 licensed real estate agent 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 Badge
PRIME AGENT
Silvia Johnson profile picture
Long & Foster Realtors

Silvia Johnson

Completed Profile
6 reviews
View Profile
24years of experience
25sales in the last 12 months
525transactions all-time
Prime Agent Badge
PRIME AGENT
Nicole Diamond profile picture
Nexthome Signature Properties

Nicole Diamond

Completed Profile
3 reviews
View Profile
27years of experience
20sales in the last 12 months
600transactions all-time
Prime Agent Badge
PRIME AGENT
Ryan Medlin profile picture
Remax Commonwealth

Ryan Medlin

Completed Profile
8 reviews
View Profile
29years of experience
78sales in the last 12 months
2,500transactions all-time

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

Remax Commonwealth

David Riley

Completed Profile
4 reviews
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
23 years of experience
73 sales in last 12 months
650 transactions all-time
Serves Chester

About

As a professional REALTOR with almost 20 years of experience in the Richmond area, I understand the importance of building a successful relationship with my clients. As a Richmond area native, I understand the importance of loving where you live. In order to provide my clients with the best possible experience I focus on making the buying and selling of real estate as cost effective as possible while maintaining the highest level of service. I want you to love where you live as much as I do, my service is guaranteed. I will contact you on a weekly basis to inform you of any changes in the local real estate market, feedback from potential buyers who have viewed your property, and any prospect who has contacted me by email or through the virtual tour of your home. When we receive an offer on your property, I will contact you immediately. All I would ask is that you tell me why you are unhappy, so I can prevent it from happening in the future. And, I will put this in writing!

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Achievements

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Sells Homes Fast 2025

Eagle Scout,

Bachelor's Degree, Radford University
Business Managment, 1996 - 2001

Business Highlights

Buyer Representative, Condominiums, Distressed Properties, Farm/Ranch
Local Native to Richmond with Family and Friends in all Directions

Exit First Realty

Marc Austin Highfill

Completed Profile
19 reviews
Open 24 hours
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
27 years of experience
249 sales in last 12 months
4,911 transactions all-time
Serves Chester

About

As a licensed Real Estate Broker in Virginia and the Owner of Marc Austin Properties at Exit First Realty in Glen Allen, I bring more than 25 years of experience leading one of Central Virginia’s top-performing real estate teams. My highly specialized team and I assist clients in buying and selling over 250 homes annually. We’re consistently recognized as industry leaders for our innovative marketing strategies, clear communication, and dedication to delivering an exceptional experience. Born and raised in Richmond, I’ve built lasting connections throughout the community with buyers, sellers, agents, and industry professionals. Helping people achieve their real estate goals while ensuring a smooth, stress-free experience is the foundation of our business. Whether you’re buying or selling, my team and I are here to guide you every step of the way. If you’re considering a move, I’d love the opportunity to learn more about your goals and show you how we can help you achieve them.

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Achievements

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Top Volume Producer 2025
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Top Sales Producer 2025
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Sells Homes Fast 2025

Top 10 Sales Team in Richmond since 2002, #3 Ranked EXIT Agent in North America

Bachelor's Degree, VCU
Marketing

Licensed real estate agent

Marc Austin Highfill's Video

Long & Foster Realtor

Cabell Childress Group

Completed Profile
10 reviews
Open 24 hours
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
25 years of experience
234 sales in last 12 months
2,100 transactions all-time
Serves Chester

About

Cabell adheres to a very simple and straightforward philosophycommit every day to a higher standard, both professionally and personally, so that every clients expectations are surpassed. He has built a strong reputation in Richmond as evidenced by his reliability, honesty, and work ethic. He runs the Cabell Childress Group: a team of experienced real estate professionals, who are passionate about offering outstanding customer service. Our success in Richmond is derived from our unwavering dedication, market awareness, and old-fashioned hard work. We recognize that the days of a putting a sign in the yard and hoping people show up to open houses are a thing of the past. We use a proven approach that leverages technology to bring in potential buyers. Our extensive network of realtors and homeowners allows us to give our buyer clients a competitive advantage, important in todays challenging market.

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Achievements

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Top Richmond Agent 2025
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Top Listing Agent 2025
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Top Luxury Buyer's Agent 2025

Top Agent, Top Lister, Top Producer, #1 Team with Long and Foster, Top team in RVA

Bachelor's Degree, University of Richmond

Cabell Childress Group's Video

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.

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Achievements

Va Tech

CRS, CDPE

Business Highlights

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

Weichert Realtors Brockwell & Associates

Diane Wiley

Completed Profile
Open 10:00 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

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Achievements

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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

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Sell your Chester home with confidence

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Chester Housing Market Report

Market Action Index

We are extensively tracking the housing market in Chester, VA. 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
38
buyer's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$450K

Per Square Foot

$193

Days on Market

52

Total Listings

112

Market Action Index

38

Median List Price

Sun, Jun 21, 2026

Median List Price
1 Year

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