Meet The Jen Holden Group of Compass
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
60
# 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.
2077 Somerville Road, Annapolis, MD, 21401, USA
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 #42 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
Jim Sholly
Chip Frank
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Team Lead | License ID: 639966