Why Choose The Jen Holden Group for Annapolis Real Estate
In 2025 alone, our team closed nearly $42 million in sales across 50+ transactions, ranking us among the top small teams in Maryland by RealTrends. Beyond the numbers, we bring specialized, accredited expertise to every transaction, holding advanced designations including Certified Negotiation Expert (CNE), Seniors Real Estate Specialist® (SRES®), and Certified Military Relocation Professional (MRP).
Deeply rooted in the community we serve, we proudly support local organizations like 100 Women Who Care, the Walk the Walk Foundation, and Feed Anne Arundel. Whether you are buying your first home, selling a waterfront property, or relocating to the Annapolis area, we deliver a seamless, stress-free experience.
Get to know The Jen Holden Group of Compass!
LISTINGS
Real Estate Expertise in Anne Arundel County.
Looking for your dream home or considering selling in Annapolis? As your local experts in Annapolis real estate, The Jen Holden Group is here to guide you every step of the way. From Severna Park to waterfront properties throughout Anne Arundel County, we know what it takes to help you succeed in today’s competitive market.
For Buyers:
Compass Private Exclusives & off-market opportunities
Hyper-local knowledge of neighborhoods & schools
Guidance through every step of your home journey
For Sellers:
Pre-listing preparation & professional staging
Strategic marketing that gets homes sold fast & for top dollar
Expert advice on timing, pricing, and negotiation
The Jen Holden Group of Compass - Your Annapolis Area Realtor Experts
The Mission of The Jen Holden Group: Our mission is to consistently deliver unparalleled service, always prioritizing our clients' needs with unwavering dedication. We provide insightful analysis and expert real estate advice, leveraging innovative technology and resourceful strategies to enhance the buying and selling experience. With a relentless commitment to simplifying the process, we strive to reduce stress and amplify the joy of homeownership, celebrating every milestone with our clients. Our Core Values: Dedication, Customer Service, Innovation, Resourcefulness, and Persistence
Recognized Among Annapolis & Maryland’s Best Real Estate Teams
At The Jen Holden Group of Compass, we’re honored to be recognized as a leading real estate team in Annapolis and Anne Arundel County. In 2025, we were ranked #28 in Maryland for sales volume by RealTrends and named a Top 5 Annapolis Real Estate Agent on FastExpert.
Our commitment to client success has earned us over 120 five-star reviews on Zillow and a reputation for excellence across the greater Annapolis area. Whether you’re buying, selling, or relocating, you can trust our team to deliver results that move you.
🏅 RealTrends Verified Team – #28 for Volume (Maryland, 2025)
🏅 FastExpert – Top 5 Annapolis Agent
⭐ 120+ Five-Star Zillow Reviews
Contact us today and see why we’re one of Annapolis’ most trusted real estate teams!
$41.8M
Sales Volume 2025
$775K
Avg Sale Price 2025
60
Number of Transactions 2025
- 150+5 Star Reviews
MEET OUR AGENTS
FAQs
To help you make informed decisions, we've compiled answers to some of the most frequently asked questions about Anne Arundel County real estate.

What are the top neighborhoods to live in Severna Park and Annapolis?
The greater Annapolis and Severna Park areas offer incredible waterfront and premier residential communities. Some of the most sought-after neighborhoods include Shipley's Choice in Millersville, Round Bay and Linstead on the Severn in Severna Park, and the vibrant maritime community of Eastport in Annapolis. Each offers distinct community amenities, convenient water access, and beautiful tree-lined streets with a strong sense of neighborhood pride.
How does The Jen Holden Group help clients win in a competitive market?
What should I look out for when buying a waterfront home in Anne Arundel County?
What makes the Annapolis, Severna Park, and Broadneck areas popular for commuters to Baltimore and D.C.?
What are some of the main lifestyle benefits of living in the Annapolis, Severna Park, and Broadneck areas?
How do market dynamics uniquely affect home sellers in the Annapolis area?
What are closing costs, and how much should I expect to pay in Maryland?

























