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Middletown, VA real estate

Compare top Middletown real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 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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Middletown real estate Market Report.

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

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$420K
+0.6% from Q2 '26
Median list price
$411K
-4.4% from Q2 '26
Active listings
15
+15% from Q2 '26
Homes sold
7
-13% from Q2 '26
New pendings
6
+20% from Q2 '26
New listings
9
+29% from Q2 '26

Quarterly Pricing Trends for Middletown

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

Quarterly Pricing Trends for Middletown Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $353K Median sale price in Jan 2022 - Mar 2022: $347K Median sale price in Apr 2022 - Jun 2022: $365K Median sale price in Jul 2022 - Sep 2022: $497K Median sale price in Oct 2022 - Dec 2022: $267K Median sale price in Jan 2023 - Mar 2023: $394K Median sale price in Apr 2023 - Jun 2023: $287K Median sale price in Jul 2023 - Sep 2023: $355K Median sale price in Oct 2023 - Dec 2023: $389K Median sale price in Jan 2024 - Mar 2024: $424K Median sale price in Apr 2024 - Jun 2024: $418K Median sale price in Jul 2024 - Sep 2024: $450K Median sale price in Oct 2024 - Dec 2024: $450K Median sale price in Jan 2025 - Mar 2025: $465K Median sale price in Apr 2025 - Jun 2025: $464K Median sale price in Jul 2025 - Sep 2025: $450K Median sale price in Oct 2025 - Dec 2025: $480K Median sale price in Jan 2026 - Mar 2026: $358K Median sale price in Apr 2026 - Jun 2026: $418K Median sale price in Jul 2026 - Sep 2026: $420K Median list price in Oct 2021 - Dec 2021: $340K Median list price in Jan 2022 - Mar 2022: $368K Median list price in Apr 2022 - Jun 2022: $345K Median list price in Jul 2022 - Sep 2022: $362K Median list price in Oct 2022 - Dec 2022: $280K Median list price in Jan 2023 - Mar 2023: $245K Median list price in Apr 2023 - Jun 2023: $317K Median list price in Jul 2023 - Sep 2023: $425K Median list price in Oct 2023 - Dec 2023: $407K Median list price in Jan 2024 - Mar 2024: $464K Median list price in Apr 2024 - Jun 2024: $440K Median list price in Jul 2024 - Sep 2024: $460K Median list price in Oct 2024 - Dec 2024: $483K Median list price in Jan 2025 - Mar 2025: $429K Median list price in Apr 2025 - Jun 2025: $457K Median list price in Jul 2025 - Sep 2025: $405K Median list price in Oct 2025 - Dec 2025: $400K Median list price in Jan 2026 - Mar 2026: $400K Median list price in Apr 2026 - Jun 2026: $430K Median list price in Jul 2026 - Sep 2026: $411K Oct 2021 - Dec 2021 Median sale price $353K Median list price $340K Jan 2022 - Mar 2022 Median sale price $347K Median list price $368K Apr 2022 - Jun 2022 Median sale price $365K Median list price $345K Jul 2022 - Sep 2022 Median sale price $497K Median list price $362K Oct 2022 - Dec 2022 Median sale price $267K Median list price $280K Jan 2023 - Mar 2023 Median sale price $394K Median list price $245K Apr 2023 - Jun 2023 Median sale price $287K Median list price $317K Jul 2023 - Sep 2023 Median sale price $355K Median list price $425K Oct 2023 - Dec 2023 Median sale price $389K Median list price $407K Jan 2024 - Mar 2024 Median sale price $424K Median list price $464K Apr 2024 - Jun 2024 Median sale price $418K Median list price $440K Jul 2024 - Sep 2024 Median sale price $450K Median list price $460K Oct 2024 - Dec 2024 Median sale price $450K Median list price $483K Jan 2025 - Mar 2025 Median sale price $465K Median list price $429K Apr 2025 - Jun 2025 Median sale price $464K Median list price $457K Jul 2025 - Sep 2025 Median sale price $450K Median list price $405K Oct 2025 - Dec 2025 Median sale price $480K Median list price $400K Jan 2026 - Mar 2026 Median sale price $358K Median list price $400K Apr 2026 - Jun 2026 Median sale price $418K Median list price $430K Jul 2026 - Sep 2026 Median sale price $420K Median list price $411K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
25
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 (Jul 2026 - Sep 2026).

Middletown’s rolling three-month data through September 2026 shows softer prices than a year ago but quicker movement. The typical home value is down about 7% year over year, while the median list price is up slightly, suggesting sellers are adjusting expectations. Homes are also selling faster than last year, with median days on market down about 21%.

Looking at current conditions, the typical home value sits around $420,000, with a median list price just over $410,000 in this rolling period. Inventory has tightened significantly, with active listings down more than a third compared with last year, even as the months of supply has slipped nearly 20%, reinforcing Middletown’s status as a seller’s market.

At the same time, new listing activity has surged, more than doubling year over year, which gives buyers a bit more choice even in a tight environment. Only seven homes sold in this window and pending sales fell nearly 33% from last year, highlighting slower overall transaction volume. Sellers are seeing stronger pricing power, with the average sale-to-list ratio above 104% and the share of homes selling above list up compared with a year ago. With these mixed signals, both buyers and sellers can benefit from Agent Pronto’s help in finding a local agent who understands today’s Middletown market.



Learn more about what Middletown has to offer.

Middletown offers residents a welcoming small-town lifestyle, a strong sense of community, rich history, and convenient access to outdoor recreation, local shops, and family-friendly amenities.

Middletown stands out from nearby Winchester and Front Royal with a quieter, small-town rhythm that still connects easily to I-81 and I-66. Life here centers on community traditions, local schools, and a historic main street that feels personal rather than busy.

Residents take pride in the town’s history, highlighted at the Cedar Creek & Belle Grove National Historical Park and the annual Cedar Creek Battlefield Foundation events. Everyday routines are grounded in local spots like North Mountain Grill and the campus of Laurel Ridge Community College, which brings educational and cultural opportunities close to home. Outdoor time often means a short drive to Shenandoah River State Park or the trails near Front Royal, while families appreciate access to the Frederick County Public Schools and local libraries in Frederick County.

Housing in Middletown ranges from older in-town homes with character to newer subdivisions that appeal to commuters from Warren County. Inventory can be limited, and well-priced properties tend to move quickly, especially for buyers looking for a smaller community close to regional employers.

Whether you already live here or are weighing a move from nearby Clarke County, timing and preparation matter. The right local real estate agent can help you navigate pricing, competition, and negotiation, and Agent Pronto can connect both buyers and sellers with an agent who fits their goals in Middletown.

Find your Middletown real estate agent today →


Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“We cannot recommend Lexie enough! She was patient, knowledgeable, and very supportive throughout the entire home search and purchasing process. My husband and I decided - when I was six months pregnant! - that we wanted to move forward with buying our first home in DC. We were paired with Lexie through Zillow scheduling on a house tour and could not have been happier. Lexie is from the area, which helped us think through neighborhoods and needs. She was patient with us as we changed our minds on what we really wanted at least a few times. She met us for house tours in almost all DC summer elements - torrential downpours and over 100 degree heat indexes. We ultimately ended up in the perfect home and neighborhood for our growing family thanks to her support. We would recommend her to anyone in the DMV area looking to buy or sell their home!!”

gillianibach ·

Photo of Lexie Doud
Samson Properties
“We were in need of an "instant" buyers agent for a home we wanted to purchase at Lake Frederick VA. As a simple incredible stroke of luck we contacted Yvonne Holland. Yvonne is extremely familiar with Lake Frederick and she lives in the Community. She went above and beyond what anyone would expect to purchase and quickly close the purchase of our new home. This lady is the real deal and we would recommend her exclusively!”

kelley slentz ·

Photo of Dustin Fox
Pearson Smith Realty
“Marcy and her team are true professionals and know how to get your house sold They make selling your home easy guiding you through the selling process They staged my home and we got a offer on the first day of the open house Kept me updated through the selling process all the way till the end of closing Highly recommend Marcy She makes selling your home easy”

badaly57 ·

Photo of Dandridge Realty Group
Dandridge Realty Group
“Kris made both buying our new home and selling our previous one a smooth and successful experience, all within just three months. She was patient, kind, and consistently available to show us homes, answer our questions, and do whatever was needed to get our home ready for the market. Her dedication and positive attitude never wavered, and we always felt supported throughout the process. We’re incredibly grateful for her help and would highly recommend Kris to anyone looking for a caring, dependable real estate agent.”

M & LK · Woodbridge, VA

Photo of Kris Riley
NextHome Mission
“Roberto help us to sell our town house in Sterling also he is the one who help us buying our new home in Charles town he is very patient although The Whole selling and buying process is kind little stressful because of the market but I really admire his patience. True profesional working with him is really fantastic moving from out of state is very cracking but very thankful with him because he guided us in the whole entire process.”

Meliza Borja ·

Photo of Robert Cardoza
The Jason Mitchell Group Jason Mitchell Real Estate
“It was great to once again work with Debra Mcelroy to find a new house. She had previously helped me find my first house in Virginia and this year, she helped me sell that house and purchase a new one. Because of my previous experience with her, I didn't even consider any other agents. And that decision paid off tremendously. She sold my house quickly and for a great price, then help me successfully win the bidding on the house I really wanted to purchase. Throughout the process, she was always on top of things and always available to respond to my questions. Her knowledge and experience were evident throughout and made the difference in several difficult situations.”

Darren Wright · Woodbridge, VA

Photo of Debra McElroy
Century 21 New Millennium
“Karyl was wonderful to work with throughout both selling our home and buying our new one. She was supportive, responsive, and always had our best interests at heart. She guided us through every step, kept us informed, and made a stressful process feel much easier. We’re so grateful for her dedication and couldn’t recommend her more!”

Gabriela Smith ·

Photo of Karyl Allen
Pearson Smith Realty
“Ashley was the best decision I could of made. So lucky I had her as my realtor! I had the very best experience with Ashley in the selling of my home. I was not even sure of where to start -selling my home came at a very stressful time in my life. I was looking at a long list to get the house ready to sell. Ashley walked in, she listened very carefully to my needs and came up with a very clear plan that covered all the bases. Ashley truly guided me every step of the way keeping my stress to a minimum. My home was sold in less than 2 months. I am forever grateful to her and amazed at her expertise, dedication and attention to details. From the very start she told me "WE got this!"”

Julie O'Connell ·

Photo of Ashley Kopecky
Samson Properties
“I didn't even know I needed a new house. I thought that I would spend the rest of my life until I die locked up in the basement/dungeon of my parents' house. But Lisa convinced me to give home ownership another try, and she knew exactly what I was looking for. In spite of a snag or two along the way, Lisa helped to guide me through every step, and before long, we had not one, but two offers accepted! Granted, the first one was as a backup that didn't materialize, but spoiler alert- I closed on the second within a month! I couldn't be happier with the friendly, responsive service that Lisa provided, and would gladly recommend her to anyone else I know. Unfortunately, after being locked away in the dungeon for so long, the list of people that I know is limited, but will hopefully be growing soon!”

Justin R Gluchowski ·

Photo of Lisa Jackson
Samson Properties
“Sean was a consummate professional from the get-go. His keen awareness of the DC market steered my wife and me toward exactly the right type of property for our situation. I can’t recommend Sean enough if you’re considering purchasing real estate in the DMV area.”

Ryan Thomas ·

Photo of Sean Rotbart
Samson Properties
“This was my first home buying experience and Merfat was patient and willing to take my calls as there were many. I can't say enough,if you need a home contact her and let your journey begin.”

David ·

Photo of Merfat Mohammed
Samson Properties
“I used Kelly for both buying and selling, and I truly couldn’t have asked for better support. When buying, I was relocating from out of state which can be complicated. Several years later, I was selling to move out of state. She made everything smooth, stress-free, and straightforward. What means the most is her honesty, patience, and genuine care. Kelly has a way of making you feel like you’re her only client. She listens, she explains, and she never rushes you. She celebrates the wins with you and steadies you through the stressful moments. Working with her felt less like a transaction and more like having a trusted friend in your corner. I’m deeply grateful for everything she did, and highly recommend her to anyone who wants a realtor who truly cares.”

lphisc121 ·

Photo of Kelly Snell
Samson Properties
“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
“Don provided amazing communication and great insight. We were first time home buyers and he helped make the process smooth and easy for us. He was professional, punctual and patient. We absolutely love our new home and wouldn’t be here without his help! Thank you Don!!”

Savannah Ball ·

Photo of Don Winland
Winland Real Estate
“It was a great experience working with Danny. He was reliable and knowledgeable. This made the home buying process easier. I would recommend working with him.”

Jimmy Salazar ·

Photo of Danny Mundy
RE/MAX Supercenter
“We had a wonderful experience working with Jeffrey Martin to sell our home. From start to finish, Jeffrey was incredibly professional, knowledgeable, and dedicated. He guided us through every step of the process with patience and clarity, making what could have been a stressful experience feel smooth and manageable. His expertise in pricing, marketing, and negotiation truly stood out, and thanks to his efforts, our home sold quickly and at a great value. Jeffrey was always responsive, trustworthy, and genuinely had our best interests at heart. We truly appreciate his hard work and commitment. We highly recommend Jeffrey Martin to anyone looking to buy or sell a home—you’ll be in great hands!”

Pallavi Gummadi ·

Photo of Carnes Legacy Group
Real Broker
“I met Kat in 2022 when I needed help with a complicated sale on a tight timeline prior to an overseas assignment. She was amazing so there was no hestitation reaching out for assistance with this purchase. She and her associates are top notch all the way, bringing the unique combination of professionalism, technical acumen, positive attitude, and amazing work ethic. She's never let me down and absolutely worked miracles on several transactions for me and my family. It's an honor to support her with this review!”

Jeff · Winchester, VA

Photo of Katherine Wetzel
Century 21 Redwood Realty
“Wow.. where do I begin. I'm not one to leave reviews but I know someone somewhere might need as this type of service could make or break someone if they don't find the right realtor. Kim is simply awesome. If you need a real negotiator, you got Kim. Kim's attention to detail, communication, and dedication is impeccable. I trusted Kim throughout the entire process and at the end I now consider Kim as family. We hit a snag in process with the appraisal and Kim was immediately on it, reaching out to anyone possible late into the night. Within a few days, we were good to go, Kim has a trusted team and they're all genuinely helpful and go above and beyond. There's no doubt in my mind who is leading me through the next purchase. Kim sells and will get it done right!”

Steve · Fredericksburg, VA

Photo of Kim Chamberlain
eXp Realty
“Amazing to work with—professional, knowledgeable, and always responsive. They made the entire buying process smooth and stress-free. I highly recommend them!”

Yi Su ·

Photo of Nellis Group
Keller Williams Nellis Group
“First, I want to say the team at Crews Realty are “Amazing”! I needed to sell my home fast because I was under contract for a new built and I needed the funds to put down on my new house. I reached out to Crews Realty 30 days before I was supposed to close on my new built. Well, I tell you they knew the assignment. They quickly listed my house and received multiple offers. Because of their advice and expertise my house was under and quickly sold for more than the listing price. I am truly grateful to Crews Realty for all they did to ensure that my house sold in a timely manner. Thank you so much for accomplishing this in such a short window of time. I highly recommend Crews Realty to anyone looking to sell or purchase a house. Not only will they get the job done but they will make you feel valued through the whole process.”

Charlene Buie ·

Photo of Tim Crews
Keller Williams Keller Wiliams Realty

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 Middletown. 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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