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: 54

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

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 #28 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.


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 Transactions

Past Sales
$4,250,000 | 9 Boone Trail, Severna Park, MD 21146

$4,250,000

5
Bedrooms
5,900
Square Feet
0.99
Acres

9 Boone Trail, Severna Park, MD 21146

$2,928,225 | 432 Schoolers Pond Way, Arnold, MD 21012

$2,928,225

5
Bedrooms
4,039
Square Feet
0.85
Acres

432 Schoolers Pond Way, Arnold, MD 21012

$2,750,000 | 113 Chesapeake Avenue, Annapolis, MD 21403

$2,750,000

5
Bedrooms
4,619
Square Feet
0.32
Acres

113 Chesapeake Avenue, Annapolis, MD 21403

$2,600,000 | 3448 Hidden River View Road, Annapolis, MD 21403

$2,600,000

4
Bedrooms
4,463
Square Feet
0.63
Acres

3448 Hidden River View Road, Annapolis, MD 21403

$2,350,000

6
Bedrooms
4,198
Square Feet
0.22
Acres

109 Severn River Road, Severna Park, MD 21146

$1,895,000 | 755 Dividing Road, Severna Park, MD 21146

$1,895,000

5
Bedrooms
5,121
Square Feet
0.69
Acres

755 Dividing Road, Severna Park, MD 21146

$1,875,000 | 628 Bay Ridge Avenue, Annapolis, MD 21403

$1,875,000

5
Bedrooms
3,876
Square Feet
0.16
Acres

628 Bay Ridge Avenue, Annapolis, MD 21403

a front view of a house with a garden and trees

$1,798,000

6
Bedrooms
6,035
Square Feet
3.39
Acres

1709 Angelina Court, Gambrills, MD 21054

a front view of a house with garden and plants

$1,725,000

4
Bedrooms
2,431
Square Feet
0.18
Acres

405 1st Street, Annapolis, MD 21403

a view of a lake with chairs and table

$1,600,000

4
Bedrooms
7,266
Square Feet
0.40
Acres

245 Wiltshire Lane, Severna Park, MD 21146

$1,585,000 | 364 Oak Drive, Arnold, MD 21012

$1,585,000

7
Bedrooms
5,451
Square Feet
1.54
Acres

364 Oak Drive, Arnold, MD 21012

$1,550,000 | 311 South Drive, Severna Park, MD 21146

$1,550,000

5
Bedrooms
3,969
Square Feet
0.89
Acres

311 South Drive, Severna Park, MD 21146

$1,300,000 | 418 Narrows Pointe Drive, Grasonville, MD 21638

$1,300,000

3
Bedrooms
3,518
Square Feet

418 Narrows Pointe Drive, Grasonville, MD 21638

$1,300,000 | 1210 Asquithpines Place, Arnold, MD 21012

$1,300,000

6
Bedrooms
5,760
Square Feet
0.93
Acres

1210 Asquithpines Place, Arnold, MD 21012

$1,200,000 | 829 Dividing Road, Severna Park, MD 21146

$1,200,000

5
Bedrooms
2,218
Square Feet
0.49
Acres

829 Dividing Road, Severna Park, MD 21146

a front view of a house with a yard

$1,150,000

5
Bedrooms
4,886
Square Feet
1
Acres

2504 Doyles Lane, Davidsonville, MD 21035

a living room with furniture and a dining table with wooden floor

$1,125,000

4
Bedrooms
3,658
Square Feet
0.14
Acres

414 Jefferson Street, Annapolis, MD 21403

$1,122,500 | 292 Oak Court, Severna Park, MD 21146

$1,122,500

5
Bedrooms
4,885
Square Feet
0.42
Acres

292 Oak Court, Severna Park, MD 21146

Past Rentals
$5,000 | 115 Longfellow Drive, Millersville, MD 21108

$5,000

6
Bedrooms
5,806
Square Feet
0.46
Acres

115 Longfellow Drive, Millersville, MD 21108

$3,700 | 204 Bar Harbor Road, Pasadena, MD 21122

$3,700

3
Bedrooms
2,072
Square Feet
0.23
Acres

204 Bar Harbor Road, Pasadena, MD 21122

a front view of a house with a yard

$3,500

4
Bedrooms
2,346
Square Feet
0.17
Acres

3241 Henson Avenue, Annapolis, MD 21403

$3,500 | 922 Jackson Street, Annapolis, MD 21403

$3,500

4
Bedrooms
1,512
Square Feet
0.16
Acres

922 Jackson Street, Annapolis, MD 21403

$3,300 | 2517 Hyacinth Lane, Gambrills, MD 21054

$3,300

3
Bedrooms
2,315
Square Feet
0.04
Acres

2517 Hyacinth Lane, Gambrills, MD 21054

$2,995 | 1018 Bluebells Road, Crofton, MD 21114

$2,995

3
Bedrooms
2,371
Square Feet
0.04
Acres

1018 Bluebells Road, Crofton, MD 21114

a front view of a residential apartment building with a yard

$2,400

2
Bedrooms
960
Square Feet

662 Jupiter Hills Court, Unit 44H, Arnold, MD 21012

a front view of a house with garden and trees

$2,400

2
Bedrooms
1,326
Square Feet

625 Admiral Drive, Unit 307, Annapolis, MD 21401

$2,250 | 1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,250

2
Bedrooms
1,104
Square Feet

1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,250 | 1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,250

2
Bedrooms
1,104
Square Feet

1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,100 | 691 Winding Stream Way, Unit 304, Odenton, MD 21113

$2,100

2
Bedrooms
1,034
Square Feet

691 Winding Stream Way, Unit 304, Odenton, MD 21113

$2,100 | 936 Bay Ridge Avenue, Unit 106, Annapolis, MD 21403

$2,100

2
Bedrooms
1,175
Square Feet

936 Bay Ridge Avenue, Unit 106, Annapolis, MD 21403

$2,000 | 704 Orchard Overlook, Unit 102, Odenton, MD 21113

$2,000

2
Bedrooms
1,197
Square Feet

704 Orchard Overlook, Unit 102, Odenton, MD 21113

$2,000 | 1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,000

2
Bedrooms
1,104
Square Feet

1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,000 | 704 Orchard Overlook, Unit 102, Odenton, MD 21113

$2,000

2
Bedrooms
1,197
Square Feet

704 Orchard Overlook, Unit 102, Odenton, MD 21113

$1,935 | 7231 Jennifer Way, Sykesville, MD 21784

$1,935

3
Bedrooms
1,284
Square Feet
0.10
Acres

7231 Jennifer Way, Sykesville, MD 21784

$1,900 | 691 Winding Stream Way, Unit 304, Odenton, MD 21113

$1,900

2
Bedrooms
1,034
Square Feet

691 Winding Stream Way, Unit 304, Odenton, MD 21113

front view of a house with a yard

$1,900

2
Bedrooms
878
Square Feet

6702 Rapid Water Way, Unit 102, Glen Burnie, MD 21060