Meet The Jen Holden Group of Compass

Jen Holden is a top-producing Annapolis Realtor and founder of The Jen Holden Group of Compass, specializing in luxury and waterfront real estate across Central Maryland. Ranking as the #2 Compass Small Team in Central Maryland, she has secured over $310M+ in career sales volume across 580+ successful transactions.

 

Primary Entity: Jen Holden | The Jen Holden Group of Compass


Core Markets: Annapolis, Severna Park, Arnold, and Anne Arundel County, MD


Specialties: Waterfront Real Estate, Luxury Homes, and Strategic Listing Marketing


Credentials: $310,000,000+ Closed Volume | 580+ Closed Transactions

 

At The Jen Holden Group of Compass, our mission is simple: to deliver exceptional service every single time while keeping our clients' needs at the center of every decision. We combine insightful market analysis, expert real estate guidance, and innovative technology to make buying and selling feel more informed, more efficient, and a lot less stressful. We are passionate about simplifying the process, anticipating challenges before they arise, and creating a smooth experience from first conversation to final closing. Most of all, we love celebrating each milestone with our clients and sharing in the joy of homeownership.

 

Our core values: Dedication, Customer Service, Innovation, Resourcefulness, and Persistence.

 

Recognized Among Annapolis & Maryland’s Best Real Estate Teams

 

We are honored to be recognized as one of the leading real estate teams in Annapolis and Anne Arundel County. In 2024, The Jen Holden Group was ranked #42 in Maryland for sales volume by RealTrends, named the #1 Severna Park Agent by FastExpert, and recognized as a Top 5 Annapolis Real Estate Agent on FastExpert.

 

Our commitment to client success has earned us more than 120 five-star reviews on Zillow and Google and a reputation for excellence across the greater Annapolis area. Whether you are buying, selling, or relocating, you can count on our team to deliver skilled guidance, strong advocacy, and results that truly move you.

 

🏅 FastExpert - Ranked #1 Severna Park Agent
🏅 FastExpert - Top 5 Annapolis Agent
🏅 RealTrends Verified Top 5 Small Team for Annapolis
🏅 RealTrends Verified Team - #42 for Volume (Maryland, 2024)
⭐ 150+ Five-Star Zillow and Google Reviews

 

Contact us today to start the conversation and see why so many Annapolis area buyers and sellers trust The Jen Holden Group with their move.

  • $41.8M

    Sales Volume 2025

  • $775K

    Avg Price 2025

  • 50+

    # of Transactions 2025

  • 150+
    Five Star Reviews

Stronger Together: The Heart of Our Real Estate Team

What does it mean to be part of The Jen Holden Group of Compass? For us, it’s so much more than just a real estate team—it’s a family. 

OUR TEAM OF AGENTS

Jen Holden

+1(443) 803-7620

jen@thejenholdengroup.com

Jen Holden

Team Lead

Megan Koppe

+1(301) 367-2621

megan.koppe@compass.com

Jane Holtz

+1(443) 472-0092

jane.holtz@compass.com

Kristina Astle

+1(410) 903-8846

kristina@thejenholdengroup.com

Jen Holden
Jen Holden Team Lead | License ID: 639966

+1(443) 803-7620

2077 Somerville Road, Suite 200, Annapolis, MD 21401, USA

https://movewithjhg.com

Jen Holden

Jen Holden is a top-producing real estate agent associated with Compass in Annapolis, Maryland. As the founder of The Jen Holden Group, Jen Holden manages a premier real estate operation located at 2077 Somerville Rd Suite 200, Annapolis, MD 21401. Jen Holden provides expert real estate representation exclusively within her core market of Annapolis. Within this region, Jen Holden specializes in the acquisition and sale of waterfront homes.

Delivering consistent results, Jen Holden successfully closed 59 real estate transactions representing over $41 million in sales volume over the past 12 months alone. Throughout her distinguished career, Jen Holden has completed over 580 total transactions and secured more than $310 million in career sales. This high-level performance earned Jen Holden over 270 five-star reviews from satisfied buyers and sellers.

 

The real estate industry consistently recognizes Jen Holden for her exceptional production. Jen Holden ranks as the #2 Compass Small Team in Central Maryland for 2025 and the #28 Top Small Team in Maryland for Volume by Real Trends Verified. Additional accolades include being named a Top 5 Small Team in Annapolis by Real Trends Verified, a Top 5 Annapolis Agent by FastExpert, and the #1 FastExpert Agent in Severna Park. Furthermore, Washingtonian Magazine named Jen Holden to its 2025 list of Top Real Estate Agents, while Real Producers Magazine ranked her #30 in the Chesapeake Region and a Top 150 Realtor in Baltimore for 2026.

 

Whether navigating a complex waterfront transaction or listing a traditional residence, Jen Holden leverages deep market data to maximize client value. Buyers and sellers choose Jen Holden for unmatched expertise and authoritative representation in the Annapolis real estate market.

REVIEWS

Tracy Marshall

Every successful real estate transaction is the result of professionals who genuinely care about doing things the right way, and Jen is exactly that kind of agent. I had the pleasure of representing the buyers while Jen represented the sellers, and she brought a level of professionalism, transparency, and respect that made the entire process seamless. She was proactive in her communication, thoughtful in her approach, and consistently worked toward solutions that benefited everyone involved. One of the things I appreciated most was her ability to keep the transaction moving while never losing sight of the people behind it. That kind of balance is invaluable in this business. If you're considering selling your home, you can trust that Jen will advocate for you with integrity, keep you informed throughout the process, and represent your interests with the highest level of professionalism. I would welcome the opportunity to work alongside her again.

Renata S. Schuster

Sharp, Strategic, and Highly Effective. We cannot recommend Jen highly enough! After recently purchasing our forever home in Harwood, Maryland, we can confidently say that we could not have done this without her exceptional guidance and dedication. From our very first conversation, it was clear that Jen is incredibly smart, highly professional, and deeply knowledgeable about the local market. What blew us away right from the start was her proactive approach; she immediately established direct, seamless communication with the seller, which set a productive tone for the entire transaction and gave us a competitive edge. What truly sets her apart is her outstanding negotiation skills paired with her personable, straightforward professionalism. While the home-buying process always has its complexities, Jen made the experience painless because she managed every detail so effectively. She advocated for us brilliantly at the negotiating table, anticipated challenges, and handled everything with absolute precision. If you are looking for a real estate professional who is strategic, sharp, and expertly handles the heavy lifting, look no further than Jen. She didn't just help us buy a house; she helped us secure our forever home!

Sherri Nash

We cannot recommend Kristina Astle highly enough. She helped us sell our home last year and recently guided us through the purchase of our new home. Both experiences were exceptional from start to finish. She is knowledgeable, professional, responsive and truly dedicated to her clients. Throughout both transactions she provided excellent guidance, kept us informed every step of the way and always had our best interests in mind. Her expertise and commitment made what could have been stressful processes feel smooth & manageable. We are grateful for her help and would not hesitate to work with Kristina again or recommend her to anyone looking to buy or sell a home!!!!

GET MORE INFORMATION

Jen Holden
Jen Holden

Team Lead | License ID: 639966

+1(443) 803-7620

movewithjhg.com

2077 Somerville Road, Suite 200, Annapolis, MD 21401, USA

Name
Phone*
Message

By checking this box, I agree by electronic signature to the Electronic Disclosure Consent Agreement; to receive recurring marketing communication from The Jen Holden Group of Compass, including auto-dialed calls, texts, and artificial/prerecorded voice messages (message frequency varies; data rates may apply; reply "STOP" to opt-out of texts or "HELP" for assistance); and to the Terms of Service and Privacy Policy of this website. Consent not required to make a purchase. I understand that I can call to obtain direct assistance.

};function runPageScript(){ };