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 “Best Of” 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

Education

Certified Negotiation Expert
e-Pro Certification
Seniors Real Estate Specialist® (SRES®) designation
Certified Military Relocation Professional (MRP)
Accredited Buyer’s Representative (ABR®)
Trained Corporate Relocation Expert

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
About Jen Holden Group

The Jen Holden Group of Compass is a team of local real estate professionals serving Severna Park, Annapolis, and greater Anne Arundel County. We combine high-touch service with smart strategy, market insight, and strong negotiation to help our clients move with confidence.

In 2025, we closed nearly $42M in sales with 60+ transactions, and we are truly grateful to the buyers and sellers who trusted us with such an important moment. We’re grateful for the recognition we’ve 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.

What sets us apart is the way we tailor every plan to the client. No two moves are the same, so we create customized solutions that match your goals, timeline, and comfort level. From pricing and prep to targeted marketing and offer strategy, we focus on the details that protect your best interests and deliver strong results.

We’re also experienced in more complex transitions, including coordinating the sale of a home while purchasing the next one. Whether you need timing flexibility, contingency planning, bridge options, or a step-by-step roadmap to make everything line up, we will build a clear game plan and guide you through it with calm, proactive communication.

Whether you’re buying your first home, selling a longtime favorite, relocating, or moving up, our mission is simple: deliver outstanding results, simplify the process, and make the experience feel supported from start to finish.

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.

Team Agents

Jen Holden Group’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
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
$1,050,000 | 1868 Lynnfield Drive, Annapolis, MD 21401
1/80
Listed By CompassActive Under Contract

$1,050,000

5
Bedrooms
4,516
Square Feet
1.04
Acres
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
$645,000 | 202 Landmesser Alley, Annapolis, MD 21403
1/52
Listed By CompassActive Under Contract

$645,000

3
Bedrooms
2,138
Square Feet
0.03
Acres
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$110,000 | 0 Ackerman Drive, Stevensville, MD 21666
$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

Jen Holden Group’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
$2,928,225 | 432 Schoolers Pond Way, Arnold, MD 21012

$2,928,225

5
Bedrooms
4,039
Square Feet
0.85
Acres
$2,750,000 | 113 Chesapeake Avenue, Annapolis, MD 21403

$2,750,000

5
Bedrooms
4,619
Square Feet
0.32
Acres
$2,600,000 | 3448 Hidden River View Road, Annapolis, MD 21403

$2,600,000

4
Bedrooms
4,463
Square Feet
0.63
Acres

$2,350,000

6
Bedrooms
4,198
Square Feet
0.22
Acres
$1,895,000 | 755 Dividing Road, Severna Park, MD 21146

$1,895,000

5
Bedrooms
5,121
Square Feet
0.69
Acres
$1,875,000 | 628 Bay Ridge Avenue, Annapolis, MD 21403

$1,875,000

5
Bedrooms
3,876
Square Feet
0.16
Acres
a front view of a house with a garden and trees

$1,798,000

6
Bedrooms
6,035
Square Feet
3.39
Acres
a front view of a house with garden and plants

$1,725,000

4
Bedrooms
2,431
Square Feet
0.18
Acres
a view of a lake with chairs and table

$1,600,000

4
Bedrooms
7,266
Square Feet
0.40
Acres
$1,585,000 | 364 Oak Drive, Arnold, MD 21012

$1,585,000

7
Bedrooms
5,451
Square Feet
1.54
Acres
$1,300,000 | 418 Narrows Pointe Drive, Grasonville, MD 21638

$1,300,000

3
Bedrooms
3,518
Square Feet
$1,300,000 | 1210 Asquithpines Place, Arnold, MD 21012

$1,300,000

6
Bedrooms
5,760
Square Feet
0.93
Acres
$1,287,500 | 3718 Brandywine Street Northwest, Washington, DC 20016

$1,287,500

5
Bedrooms
2,372
Square Feet
0.16
Acres
$1,200,000 | 829 Dividing Road, Severna Park, MD 21146

$1,200,000

5
Bedrooms
2,218
Square Feet
0.49
Acres
a front view of a house with a yard

$1,150,000

5
Bedrooms
4,886
Square Feet
1
Acres
a living room with furniture and a dining table with wooden floor

$1,125,000

4
Bedrooms
3,658
Square Feet
0.14
Acres
$1,122,500 | 292 Oak Court, Severna Park, MD 21146

$1,122,500

5
Bedrooms
4,885
Square Feet
0.42
Acres
Past Rentals
$5,000 | 115 Longfellow Drive, Millersville, MD 21108

$5,000

6
Bedrooms
5,806
Square Feet
0.46
Acres
$3,700 | 204 Bar Harbor Road, Pasadena, MD 21122

$3,700

3
Bedrooms
2,072
Square Feet
0.23
Acres
a front view of a house with a yard

$3,500

4
Bedrooms
2,346
Square Feet
0.17
Acres
$3,400 | 11 Holly Road, Severna Park, MD 21146

$3,400

4
Bedrooms
1,856
Square Feet
0.18
Acres
a front view of a building with street view

$3,300

3
Bedrooms
1,300
Square Feet
0.02
Acres
$3,300 | 2517 Hyacinth Lane, Gambrills, MD 21054

$3,300

3
Bedrooms
2,315
Square Feet
0.04
Acres
$2,995 | 1018 Bluebells Road, Crofton, MD 21114

$2,995

3
Bedrooms
2,371
Square Feet
0.04
Acres
a front view of a house with garden

$2,850

3
Bedrooms
1,760
Square Feet
0.05
Acres
a living room with furniture and a potted plant

$2,695

2
Bedrooms
2,008
Square Feet
0.03
Acres
a front view of a house with a yard

$2,575

3
Bedrooms
1,574
Square Feet
0.05
Acres
a front view of a house with garden and trees

$2,400

2
Bedrooms
1,326
Square Feet
$2,250 | 1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,250

2
Bedrooms
1,104
Square Feet
$2,250 | 1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,250

2
Bedrooms
1,104
Square Feet
$2,100 | 691 Winding Stream Way, Unit 304, Odenton, MD 21113

$2,100

2
Bedrooms
1,034
Square Feet
$2,100 | 936 Bay Ridge Avenue, Unit 106, Annapolis, MD 21403

$2,100

2
Bedrooms
1,175
Square Feet
$2,000 | 704 Orchard Overlook, Unit 102, Odenton, MD 21113

$2,000

2
Bedrooms
1,197
Square Feet
$2,000 | 704 Orchard Overlook, Unit 102, Odenton, MD 21113

$2,000

2
Bedrooms
1,197
Square Feet
$2,000 | 1970 Scotts Crossing Way, Unit 201, Annapolis, MD 21401

$2,000

2
Bedrooms
1,104
Square Feet