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Chester Gap, VA real estate

Compare top Chester Gap real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for August 2026. *


* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Chester Gap real estate Market Report.

Information and statistics on the latest trends in the Chester Gap real estate market. *

Latest Rolling 3-Month Snapshot

Apr 1, 2026 - Jun 30, 2026

Median sale price
$215K
-52% from Q1 '26
Median list price
$367K
-17% from Q1 '26
Active listings
6
+20% from Q1 '26
Homes sold
3
No change from Q1 '26
New pendings
4
-33% from Q1 '26
New listings
3
+200% from Q1 '26

Quarterly Pricing Trends for Chester Gap

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Chester Gap Q3 '21 Q3 '22 Q3 '23 Q3 '24 Q3 '25 Q2 '26 Median sale price in Jul 2021 - Sep 2021: $303K Median sale price in Oct 2021 - Dec 2021: $270K Median sale price in Jan 2022 - Mar 2022: $307K Median sale price in Apr 2022 - Jun 2022: $295K Median sale price in Jul 2022 - Sep 2022: $330K Median sale price in Oct 2022 - Dec 2022: $350K Median sale price in Apr 2023 - Jun 2023: $250K Median sale price in Jul 2023 - Sep 2023: $255K Median sale price in Oct 2023 - Dec 2023: $299K Median sale price in Jan 2024 - Mar 2024: $277K Median sale price in Apr 2024 - Jun 2024: $329K Median sale price in Jul 2024 - Sep 2024: $250K Median sale price in Oct 2024 - Dec 2024: $347K Median sale price in Jan 2025 - Mar 2025: $380K Median sale price in Apr 2025 - Jun 2025: $340K Median sale price in Jul 2025 - Sep 2025: $180K Median sale price in Oct 2025 - Dec 2025: $413K Median sale price in Jan 2026 - Mar 2026: $450K Median sale price in Apr 2026 - Jun 2026: $215K Median list price in Jul 2021 - Sep 2021: $287K Median list price in Oct 2021 - Dec 2021: $340K Median list price in Apr 2022 - Jun 2022: $350K Median list price in Jul 2022 - Sep 2022: $349K Median list price in Oct 2022 - Dec 2022: $395K Median list price in Jan 2023 - Mar 2023: $200K Median list price in Apr 2023 - Jun 2023: $265K Median list price in Jul 2023 - Sep 2023: $275K Median list price in Oct 2023 - Dec 2023: $299K Median list price in Jan 2024 - Mar 2024: $299K Median list price in Apr 2024 - Jun 2024: $325K Median list price in Jul 2024 - Sep 2024: $375K Median list price in Oct 2024 - Dec 2024: $210K Median list price in Jan 2025 - Mar 2025: $375K Median list price in Apr 2025 - Jun 2025: $455K Median list price in Jul 2025 - Sep 2025: $409K Median list price in Oct 2025 - Dec 2025: $334K Median list price in Jan 2026 - Mar 2026: $439K Median list price in Apr 2026 - Jun 2026: $367K Jul 2021 - Sep 2021 Median sale price $303K Median list price $287K Oct 2021 - Dec 2021 Median sale price $270K Median list price $340K Jan 2022 - Mar 2022 Median sale price $307K Median list price Unknown Apr 2022 - Jun 2022 Median sale price $295K Median list price $350K Jul 2022 - Sep 2022 Median sale price $330K Median list price $349K Oct 2022 - Dec 2022 Median sale price $350K Median list price $395K Jan 2023 - Mar 2023 Median sale price Unknown Median list price $200K Apr 2023 - Jun 2023 Median sale price $250K Median list price $265K Jul 2023 - Sep 2023 Median sale price $255K Median list price $275K Oct 2023 - Dec 2023 Median sale price $299K Median list price $299K Jan 2024 - Mar 2024 Median sale price $277K Median list price $299K Apr 2024 - Jun 2024 Median sale price $329K Median list price $325K Jul 2024 - Sep 2024 Median sale price $250K Median list price $375K Oct 2024 - Dec 2024 Median sale price $347K Median list price $210K Jan 2025 - Mar 2025 Median sale price $380K Median list price $375K Apr 2025 - Jun 2025 Median sale price $340K Median list price $455K Jul 2025 - Sep 2025 Median sale price $180K Median list price $409K Oct 2025 - Dec 2025 Median sale price $413K Median list price $334K Jan 2026 - Mar 2026 Median sale price $450K Median list price $439K Apr 2026 - Jun 2026 Median sale price $215K Median list price $367K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
15
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Apr 2026 - Jun 2026).

Over the rolling three-month period ending in June 2026, Chester Gap’s home values have moved lower compared with a year ago. The typical home value is down sharply year over year, while the median list price has also declined at a double-digit pace. Even with softer pricing, the share of homes selling above list has risen compared with last year, signaling selective strong demand.

Current activity shows a small but lively market, with 6 active listings and 3 homes sold during this rolling window. Supply has tightened significantly from a year earlier, with months of supply falling to about 2.1 months, consistent with its designation as a seller’s market. Homes are taking much longer to sell than they did last year, reflected in a big jump in median days on market, yet the average sale-to-list ratio of about 97 percent indicates that final prices are still relatively close to asking.

Looking at momentum, homes sold have more than tripled year over year in this rolling period, while pending sales have roughly doubled, even as new listings have fallen nearly by half. This combination of fewer new listings and stronger contract activity suggests buyers have less to choose from and sellers face reduced competition. With roughly one-third of recent sales closing above the list price and nearly half of listings going off the market within two weeks, conditions can be tricky to navigate alone. Buyers and sellers in Chester Gap can benefit from Agent Pronto’s help connecting with an experienced local agent who understands these shifting dynamics.



Learn more about what Chester Gap has to offer.

Chester Gap offers residents a close-knit, scenic community with abundant outdoor opportunities and convenient access to essential services.

Chester Gap offers a quieter, higher elevation alternative to nearby Front Royal and Luray, with sweeping Blue Ridge views that feel a world apart yet remain close to everyday needs. Residents value the small community scale, where local roads wind toward mountain vistas and trailheads instead of busy commercial corridors.

Outdoor access shapes daily life here. Skyline Drive and the northern entrance to Shenandoah National Park are minutes away, along with popular hikes like Compton Gap and Overall Run Falls. Families and visitors often connect at nearby G.R. Thompson Wildlife Management Area during spring wildflower season. For local flavor and errands, residents look to Front Royal for groceries, dining, and community events, and to Warren County resources for schools and services.

Housing in Chester Gap ranges from older cabins and weekend retreats to full-time residences with acreage. Inventory can be limited and conditions on mountain roads and wells, septics, and viewshed protections matter during negotiations. Buyers benefit from an agent who understands access, elevation, and seasonal traffic to Shenandoah. Sellers gain from pricing that reflects both privacy and proximity to regional draws like Shenandoah River State Park.

In a market where desirable properties move quickly, timing, preparation, and local expertise are essential. Agent Pronto can connect both buyers and sellers with a Chester Gap agent who is ready to guide each step.

Find your Chester Gap real estate agent today →


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“Gurdeep is a top notch realtor. We have worked with her over the last 16 years on the purchase of 3 homes and the sale of 2 homes. Gurdeep has handled each transaction with extraordinary knowledge, professionalism, and care. She has a keen eye for detail and makes sure all aspects of the sale are done correctly. She is incredibly articulate and uses her skills to finesse through challenging moments with excellent negotiation skills. Her media presentation for our property included a beautiful flyer presentation and drone footage of our 5 acre property that were completely above and beyond. This attracted serious buyers immediately. We have always had a fantastic experience with Gurdeep and we can’t recommend her enough! If you want the BEST, then choose Gurdeep!”

Lynn Morehouse · Manassas, VA

Photo of Gurdeep Mangat
Century 21 New Millennium
“Marc is the consummate professional, with top notch expertise and excellent people skills. Marc creates an environment where you truly feel heard and understood, and he makes you feel completely at ease throughout the entire process. Marc is very responsive and easy to get in touch with. A true pleasure to work with, I would highly recommend him.”

Mary · Ashburn, VA

Photo of Marc Massis
Century 21 New Millennium
“Judy did an excellent job throughout the process of selling our home - from the initial strategy thrugh closing. Her advice was absolutely critical in successfully selling the home. She went to extraordinary lengths to work through a couple of snags along the way, especially dealing with the HOA and various vendors. Absolutely recommend Judy for any real estate needs.”

Paul Ross · Triangle, VA

Photo of Judy Petrak
Century 21 New Millennium
“We were looking for a house in a certain area and told Pam of our needs. A house came on the market and she emailed me the listing right after it went live. We were the first people to call and tour the house and put in an offer, and I believe that the fast work that Pam put in was a decisive factor in how we got the home. There were days when I might call Pam half a dozen times and she always answered the phone and I could tell she had a smile on her face. This is the second time I've worked with her and I will definitely do it again in the future.”

Omar · Lanham, MD

Photo of Pam Milan
Century 21 Century21 New MILLENNIUM
“Jamie and his team are top tier. I have full confidence that we would not have had the same level of success had we not partnered with them. For those looking for a team that differentiates themselves, James Strum and the Strum Group is the obvious choice!”

Scott McConnell · Powhatan, VA

Photo of The Strum Group
Long & Foster Real Estate Long and Foster
“It was a pleasure working with Debra. Her approach to getting my house sold quickly and for the best price was just what I needed. She easily navigated the many obstacles that came up during the process and her knowledge and experience really made the difference. I felt very much at ease knowing Debra was on the job.”

Darren Wright · Dumfries, VA

Photo of Debra McElroy
Century 21 New Millennium
“I can't say enough great things about how Bree handled my whole sales experience. She was on top of every aspect in getting my house exposed to as many potential buyers as possible. She kept me completely informed and handled every aspect with ease. She is truly a Professional! It was a pleasure having her represent me!! Thank you, Bree!”

Vincent Eberhart · Chesterfield, VA

Photo of Bree Cox
Century 21 Realty at Home
“Mike was an excellent agent to work with! He took time to listen to our hopes and expectations with our property. And then worked diligently to meet our needs. Mike was very accessible and handled any questions or concerns quickly and completely. I highly recommend Mike in the management of the sale of any property!”

Sheri Wingate · Johnson City, TN

Photo of Creation Properties
Century 21 Legacy
“Brooke was amazing!! She truly went above and beyond to help me find a house to call home. I truly could not be more thankful I got to work with her!!!”

Arianna Endicott · Johnson City, TN

Photo of Brooke Shelton
Century 21 Legacy
“a excelent realtor. very profecional”

Marcial Flores · Woodbridge, VA

Photo of Alfonso Torres
Carrington Real Estate
“It was my pleasure working with you Daniel. You listened to my concerns and responded positively. Thank you”

Cecilia Doe · Beltsville, MD

Photo of The Washingtonian Group
Real Living Real Estate RLAH @properties
“We were so happy we picked Karen as our realtor. The only realtor that told us Virginia is a buyer beware state. The process is long and Karen has the patience and flexibility to work with you. We received excellent customer service and highly recommend her for all your realtor needs. Thank You, Karen for helping us find our new home.”

Joe & Denise · Glen Allen, VA

Photo of Karen Dailey
Century 21 Realty @ Home
“Working with William Mallory was a real pleasure. From our very first meeting, his professionalism and dedication were front and center. He took the time to truly understand our needs, navigated every step of the process . William is communicative, and a true expert in his field. I would strongly recommend working with William”

Frederic Six · Norfolk, VA

Photo of William Mallory
Iron Valley Real Estate
“I cannot recommend Lindsay enough. She was always available to answer my questions, kept me updated throughout the entire process, and made what could have been a stressful experience feel smooth and manageable. She genuinely cared about helping me find the right home and was there every step of the way. I am extremely grateful for all of her hard work and would not hesitate to work with her again or recommend her to my family and friends.”

Edwin Martinez · Woodbridge, VA

Photo of Lindsay Summa
NextHome Mission
“Debbie not only helped us find exactly what we were looking for, and where, but she helped us set up the sale of our previous house, and helped us negotiate consecutive closing dates as well as a possession maintenance period of our previous house in order to make our move easier. Having now worked with her on a sale and a purchase, plus her having done wonders for other family members, we would recommend her to anyone looking to purchase a home.”

Robert Pervere · Coinjock, NC

DM
The Real Estate Group
“Carla is a seasoned agent with a wealth of knowledge in the Northern Virginia area. We worked with her in the past, both buying and selling homes. We were extremely happy throughout the process then, and on the recent sale of our home. She is the only agent I would use going forward should the need arise. Thank you Carla!!”

Diane Peters · Manassas, VA

Photo of Carla Unterkofler
Century 21 New Millennium
“Nick was great to work with! He was very personable and easy going. He made time for every home we wanted to see at the exact times we wanted to see it. He stuck with us even after a 6 month lull in looking at homes. I would consider Nick not only a professional, but he has become a friend.”

Jacob and Sarah · Louisa, VA

Photo of Nick Hill
Century 21 New Millenium
“Working with Boris in DC was an outstanding experience from start to finish. He was knowledgeable, responsive, and truly understood the DC market. Throughout the entire process, he made us feel informed and supported, always going above and beyond to answer questions and advocate for our interests. His professionalism, honesty, and attention to detail made what could have been a stressful experience feel smooth and manageable. I would highly recommend Boris to anyone looking to buy or sell a home in the DC area.”

D.T. · Washington, DC

Photo of Boris Miric
Fathom Realty
“​I cannot recommend Wes Sparks at eXp Realty highly enough! My father and I recently worked with Wes to sell my father's home, and the entire experience was seamless, professional, and incredibly successful. ​From our very first meeting, it was clear that Wes is an expert in his field. He brought a wealth of market knowledge and a strategic approach that gave us immediate confidence. Selling a family home can often be an emotional and complex process, but Wes handled everything with the utmost respect and patience.”

Smithson · Stanardsville, VA

Photo of Wes Sparks
eXp Realty, LLC
“Harvey Raffensperger at Iron Valley Real Estate was fantastic. We sold our home in Hampton in under three months, and honestly the whole process was way less painful than I expected. Harvey knows the local market well, kept us in the loop throughout, and was always easy to reach. The real test came when we ran into a really difficult buying agent — Harvey handled it calmly and professionally and kept everything from falling apart. We barely even felt the turbulence. If you're selling in the Hampton area, I'd go with Harvey without hesitation. Just a solid, trustworthy agent who gets the job done.”

Anita · Hampton, VA

Photo of Harvey Raffensperger
Iron Valley Real Estate Prestige

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Chester Gap. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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