Jen Holden

Jen Holden

RealtorĀ®
jen.holden@compass.com
M: 443-803-7620
O: 410-429-7425

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 Baltimoreā€™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, Iā€™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 youā€™re thinking about selling, I would be honored to advise you on your homeā€™s value and share a smart, customized plan for preparation, timing, and marketing. If youā€™re buying, Iā€™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 Iā€™m experienced in building a step-by-step game plan that aligns timing, terms, and logistics to make the transition as smooth as possible.

Iā€™m grateful for the recognition my team has received from RealTrends Verified, Washingtonian, Real Producers, Quality Business Awards, and Zillowā€™s Best of Zillow Team (2019ā€“2024), and weā€™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 Iā€™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 Holdenā€™s Listings

a front view of a house with a yard
an aerial view of a house with a yard and trees
an aerial view of a house with swimming pool next to a big yard
front view of a house with a yard
a front view of a house
a view of an entryway
a view of a room with wooden floor
a view of empty room with wooden floor and fan
a view of a hallway with wooden floor staircase and living room
a view of an entryway with wooden floor
a view of an entryway with a & window
an empty room with wooden floor fireplace and windows
a view of empty room with wooden floor and fan
a bathroom with a bathtub and a shower
a bathroom with a double vanity sink and a mirror
a view of a room with racks on the wall
a bathroom with a bathtub sink and mirror
a view of an empty room with wooden floor and a window
a kitchen with stainless steel appliances granite countertop a sink a oven and wooden cabinets
a kitchen with a stove a sink and windows
a kitchen with stainless steel appliances granite countertop a refrigerator a oven and a fireplace with wooden floor
a view of an empty room with wooden floor fireplace and a window
a view of an empty room with a window and wooden floor
a living room with a fireplace
a view of an entryway with wooden floor
a view of a livingroom with a window
a bathroom with a sink a toilet and shower
a view of an empty room with a window
a bathroom with a sink a toilet and shower
a view of an empty room with closet and entryway
a view of an empty room with a window
a bathroom with a tub and shower
a view of entryway and hall with wooden floor
a view of entryway and hall
an empty room with a window
a bathroom with a bathtub a sink a vanity and mirror
a view of an empty room with a window
a view of a room with windows and chandelier fan
a view of a livingroom with furniture a ceiling fan and window
a big room with windows and fireplace
a view of an empty room with a fireplace
a front view of a house
a front view of a house with a garden
a front view of a building with garden
a front view of a residential apartment building with a yard
a front view of a house with yard and green space
a view of a backyard with sitting area
a view of a house with a wooden deck
an aerial view of a house
a front view of a house with a garden
$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

1002 Covington Way, 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
$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

122 Waterline Court, Annapolis, MD 21401

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

0 Ackerman Drive, Stevensville, MD 21666