Revenue

2025 Sales Revenue: $41,851,430
2025 Average Sale Price: $775,000
2025 Number of Transactions: 60

Awards

RealTrends Verified
Top Small Team in Maryland (2024)
Top 5 Small Team in Annapolis (2024)

FastExpert
#1 Agent in Severna Park: Jen Holden
#4 Agent in Annapolis: Jen Holden

Real Producers
#30 in Real Producers Magazine: Top 150 of the Chesapeake Region
Top 150 Realtor: Baltimore Real Producers (2025)

Local and Regional ā€œBest Ofā€ and Media
Top Agent: Best of Baltimore’s 2025 list
Washingtonian Magazine: 2025 list of Top Real Estate Agents

Quality Business Awards
#1 Best Annapolis Real Estate Agent (2024)

Zillow
Best of Zillow Team (2019 to 2024), top 10% in customer experience

Specialties

Buyer's Agent, Listing Agent, Relocation, Staging
Certified Negotiation Expert
Luxury Property Specialist
Military Relocation Professional

Charity

Our love of helping and serving others in our community is at the heart of our business. The Jen Holden Group is very honored to support many fantastic local charities in our area that feed, educate, house, and nurture our neighbors:
  • SPAN (Severna Park Assistance Network)
  • 100 Women Who Care
  • Walk the Walk Foundation
  • HOBY Maryland Corporate Sponsor
  • Holiday Toy Drive - Belle Grove Elementary School
  • BARCS / AACSPCA
  • Downtown Sailing Center
  • Feed Anne Arundel
  • Homeowners Association - Board Member
  • Greater Severna Park Mom's Club Sponsor
  • Chesapeake Hospice Cup
  • Mentoring For Success
  • St. Vincent De Paul Baltimore
  • School Volunteer & Sponsor - Band, Music, Theater, & Sports
  • Back to School Supply Drive - Tyler Heights Elementary School
About Jen

With more than a decade of experience as a licensed Realtor in Anne Arundel County, I am proud to lead a customer-focused real estate team that puts people first. A lifelong Maryland resident and University of Maryland, College Park graduate, I’m proud to run a customer-focused local business built on trust, strong communication, and 5-star service.

Buyers and sellers tell me they value my tenacity, negotiating skills, and local market insight, along with a calm, professional approach that keeps the process clear and results-focused. I believe the greater Annapolis area, including Severna Park, is an incredible place to live, and I love helping clients find not just a home, but the right community and lifestyle fit.

If you’re thinking about selling, I would be honored to advise you on your home’s value and share a smart, customized plan for preparation, timing, and marketing. If you’re buying, I’ll help you navigate the details with strategy and confidence, from the first showing to closing day. Many of my clients are also making a coordinated move, selling one home while purchasing the next, and I’m experienced in building a step-by-step game plan that aligns timing, terms, and logistics to make the transition as smooth as possible.

I’m grateful for the recognition my team has received from RealTrends Verified, Washingtonian, Real Producers, Quality Business Awards, and Zillow’s Best of Zillow Team (2019–2024), and we’re proud to be ranked among the top agents in Severna Park and Annapolis by FastExpert.

My goal is to earn the opportunity to be your trusted real estate advisor for the long term. A referral from a friend, family member, or past client is one of the greatest compliments I can receive. While I’m thankful for recognition along the way, my true measure of success is helping clients make a smooth transition to their next chapter, from Northwest Baltimore to the Chesapeake Bay waterfront.

Jen Holden Group of Compass team portrait with six women in professional attire, seated and standing in a bright, modern studio with neutral chairs and a leafy plant.
Jen Holden smiling in a navy blazer and jeans, holding an ā€œUnder Contractā€ sign indoors.
Jen Holden seated on a white bench against a clean white backdrop, wearing a satin blush blouse and black pants, smiling at the camera.

Jen Holden’s Listings

$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
$1,350,000 | 1002 Covington Way, Annapolis, MD 21401
1/78
Listed By CompassActive Under Contract

$1,350,000

5
Bedrooms
8,955
Square Feet
2.15
Acres
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
$600,000 | 122 Waterline Court, Annapolis, MD 21401
1/44
Listed By CompassActive Under Contract

$600,000

4
Bedrooms
2,450
Square Feet
0.04
Acres
a plant of a tree in a garden
a front view of a house with garden
a view of a house with backyard and trees
a view of backyard with a garden and entertaining space
a view of a lake with a big yard
a view of a garden with a slide
a view of a park with a slide
a view of a field with an ocean
a view of a yard with an house
a view of a swimming pool with a yard
a view of a garden with an trees
a view of ocean from a balcony
a view of terrace with seating space
a view of a lake with a outdoor space
a view of a lush green forest
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
1/17
Listed By CompassActive Under Contract

$110,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.39
Acres