The Jen Holden Group of Compass
Your Annapolis, Severna Park and Anne Arundel County Realtor Experts
RealTrends ranks us among the top 5 teams in Annapolis, and FastExpert names Jen Holden the #1 agent in Severna Park. Honored to be trusted by more local buyers and sellers to deliver outstanding results.
2077 Somerville Road, Ste 200 | Annapolis, MD 21401 | 410.429.7425 (o) | 443.803.7620 (m)
MD Real Estate License #639966
Why Choose Us for Annapolis Real Estate
Welcome to The Jen Holden Group of Compass—your trusted, local real estate resource for Annapolis, Severna Park, and greater Anne Arundel County. We’re a group of community-focused women, passionate about helping buyers and sellers achieve their goals with expert guidance and genuine care.
With over 25 years of combined experience and a reputation built on trust and results, our team is proud to be recognized as a local leader. In 2025 alone, we closed almost $42 million in sales, helping nearly 60 clients find their perfect home.
* Deep roots in Annapolis & Severna Park
* Proven negotiation and marketing strategies
* Seamless, stress-free experience for buyers and sellers
* Trusted resource for all things home-related
At the heart of our company's success is our dedicated and experienced leadership team. We're passionate about providing exceptional advice and services to fulfill our clients' real estate needs!
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 2024, we were ranked #42 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 – #42 for Volume (Maryland, 2024)
🏅 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
EXPLORE OUR FEATURED AREAS
OUR 5-STAR REVIEWS
Chip Frank
Another successful, stress-free sale (and previous homebuying 2020 experience!) with the Jen Holden Group of our townhome in Annapolis! Listing in the middle of a “buyer’s” and "down" holiday market, Jen’s experienced local market knowledge to competitively price our home, straight-forward communication style, honest advice and excellent negotiation skills led to a quick, successful sale at a price we were happy with. Jen’s network of professional stagers, photographers, marketing and home improvement contractors resulted in our home showing in its best possible light. Jen’s bedside manner and calmness dealing with “low ballers” were a lesson in patience. Proactive and always available for a chat, Jen and her support team kept us informed at every stage during our sale. Highly recommend the Jen Holden Group!
A2try
Another successful, stress-free sale (and previous homebuying 2020 experience!) with the Jen Holden Group of our townhome in Annapolis! Listing in the middle of a “buyer’s” and down holiday market, Jen’s experienced local market knowledge to competitively price our home, straight-forward communication style, honest advice and excellent negotiation skills led to a quick, successful sale at a price we were happy with. Jen’s network of professional stagers, photographers, marketing and home improvement contractors resulted in our home showing in its best possible light. Jen’s bedside manner and calmness dealing with “low ballers” were a lesson in patience. Proactive and always available for a chat, Jen and her support team kept us informed at every stage during our sale. Highly recommend the Jen Holden Group!
Karen McClure
We recently sold our home and Jen Holden and Megan Koppe provided excellent guidance by helping us set a realistic price and offering professional advice during seller/buyer negotiations. They have realistic insight into market dynamics, and statistics. Their communication with us and hands-on competent approach helped us be comfortable with the whole process. During this time, we were purchasing another home out of state and they were instrumental, in making the process smooth by communicating and sharing information that was needed to make both sales possible.
Things went so smoothly, from home improvements and staging to listing that we had five offers above asking price within three days after listing! Thank you so much Jen and Megan! You exceeded our expectations!
Awards and Designations
