Jen Holden

Responds Quickly

Annapolis MD

Compass

205 Closed Sales

$130.2M Total Value

$242.5K - $2.9M Price Range

$635.1K Average Price

Prior 5 years

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 #42 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.

Home Types: Townhouse, Condo, House, Lot/Land

Years of Experience: 15

Education: University of Maryland

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	19
Total Value	$13,343,700
Average Sale Price	$702,300
Price Range	$255K - $1.6M

Buyer Deals
Total Deals	16
Total Value	$12,150,900
Average Sale Price	$759,431
Price Range	$218K - $1.8M

1 Year View by Quarter

Seller Deals
Total Deals	40
Total Value	$29,224,200
Average Sale Price	$730,605
Price Range	$220K - $2.6M

Buyer Deals
Total Deals	39
Total Value	$33,505,839
Average Sale Price	$859,124
Price Range	$218K - $2.9M

2 Year View by Quarter

Seller Deals
Total Deals	97
Total Value	$56,999,600
Average Sale Price	$587,625
Price Range	$160K - $2.6M

Buyer Deals
Total Deals	108
Total Value	$73,192,628
Average Sale Price	$677,710
Price Range	$164K - $2.9M

5 Year View

Neighborhoods Jen is Experienced In

Jen's Open Houses

$885,000

Open Sat 11AM - 1PM
- 4 Beds
- 3.5 Baths
- 3,406 Sq Ft
406 Honeywood Ct

Millersville, MD
This updated colonial is tucked at the end of a cul-de-sac in Shipley’s Choice, set on a spacious, fenced lot backing to trees. An easy elegance defines this home, thoughtfully updated inside and out. This modern take on a beloved classic floorplan includes an updated front walkway, vinyl siding (2025), and a full sprinkler system with front and rear zones. Inside feels fresh and bright thanks to

Jen Holden Compass

Jen's Active Listings

$595,000
- 3 Beds
- 4 Baths
- 2,984 Sq Ft
713 Skippers Ln

Annapolis, MD
This exceptional end-unit residence in the stately Village Greens of Annapolis is bathed in natural light from 14 additional windows not found in typical interior models, beautifully highlighting the engineered hardwood floors throughout the main levels. The pristine condition, spacious interior, and amazing location combine to create a move-in-ready home and a fabulous Annapolis lifestyle. The

Jen Holden Compass

$420,000
- 3 Beds
- 2.5 Baths
- 1,514 Sq Ft
3023 Huntington Cir

Waldorf, MD
3023 Huntington Circle is the one you’ve hoped to find: move-in ready, updated, and set on a large, private lot with a garage, covered deck, and everyday conveniences close by. Fully renovated in 2022 and thoughtfully maintained, this home’s major updates are already completed, including the kitchen, bathrooms, roof, windows, HVAC, water heater, and flooring. There’s nothing to do but unpack and

Jen Holden Compass

$825,000
- 5 Beds
- 3.5 Baths
- 3,722 Sq Ft
148 Waldo Rd

Pasadena, MD
Welcome to your ultimate private retreat at 148 Waldo Road. Nestled on a tree-lined, 1-acre lot in Pasadena’s Lake Shore community, this beautifully renovated custom home blends everyday luxury, flexible living space, and an entertainer’s dream setting. Step inside to a sun-drenched open floor plan with gleaming hardwood floors, soaring ceilings, and inviting spaces designed for both everyday

Jen Holden Compass

$110,000
- Land
- 0.39 Acre
- $282,051 per Acre
0 Ackerman Dr

4, Kent Island, MD
Wooded lot on Ackerman Drive! The community of Romancoke on the Bay featuers water access, boat ramp. beach and club house nearby.

Jen Holden Compass

$1,050,000
- 5 Beds
- 3 Baths
- 3,473 Sq Ft
470 Jumpers Hole Rd

Severna Park, MD
OFFER DEADLINE: Sunday 5/3 @3PM *** If you dream of a home that lets you bring everyone together and entertain in style, get ready to jump for joy! 470 Jumpers Hole Road is an entertainer's paradise and a private oasis, with inspiring spaces and room to grow. From the waterfall pool with its own tiki-bar style pool house to the gleaming surfaces in the updated kitchen, you'll find a lovingly

Jen Holden Compass

$775,000
- 4 Beds
- 2.5 Baths
- 2,893 Sq Ft
788 Oak Stump Dr

Millersville, MD
MULTIPLE OFFERS RECEIVED: Sellers request highest and best offers by Noon tomorrow, Thursday 5/21. Located on a tree-lined street in the desirable Shipley’s Choice, this beautifully updated colonial features 4 bedrooms, 2.5 baths, and a perfect mix of classic charm and modern comfort. The open-concept kitchen, a chef's delight, features new countertops and upgraded appliances, including a Wolf

Jen Holden Compass

Recently Sold

$815,000

Sold May 1, 2026
- 4 Beds
- 3.5 Baths
- 3,494 Sq Ft
1296 Crossover Dr

Edgewater, MD
- 1% Below List
- $233/SF
- 4 Days On Market
- Current Est. Value $830K
Jen Holden Compass

$1,550,000

Sold Apr 24, 2026
- 5 Beds
- 4 Baths
- 3,969 Sq Ft
311 South Dr

Severna Park, MD
- 5% Above List
- $391/SF
- 2 Days On Market
- Current Est. Value $1M
Jen Holden Compass

$645,000

Sold Mar 16, 2026
- 3 Beds
- 4 Baths
- 2,138 Sq Ft
202 Landmesser Aly

Annapolis, MD
- $302/SF
- 3 Days On Market
- Current Est. Value $646K
Jen Holden Compass

$595,000

Sold Feb 26, 2026
- 4 Beds
- 5 Baths
- 2,450 Sq Ft
122 Waterline Ct

Annapolis, MD
- $243/SF
- 36 Days On Market
- Current Est. Value $598K
Jen Holden Compass

$1,045,200

Sold Dec 15, 2025
- 4 Beds
- 3.5 Baths
- 3,956 Sq Ft
759 Stacy Oak Way

Millersville, MD
- $264/SF
- 30 Days On Market
- Current Est. Value $1M
Jen Holden Compass

$463,500

Sold Dec 8, 2025
- 2 Beds
- 2 Baths
- 1,205 Sq Ft
1016 Carrs Rd

Annapolis, MD
- $385/SF
- 27 Days On Market
- Current Est. Value $465K
Jen Holden Compass

$600,000

Sold Nov 25, 2025
- 3 Beds
- 3.5 Baths
- 2,695 Sq Ft
8297 Kippis Rd

Millersville, MD
- $223/SF
- 9 Days On Market
- Current Est. Value $599K
Jen Holden Compass

$770,000

Sold Nov 25, 2025
- 5 Beds
- 2.5 Baths
- 3,414 Sq Ft
302 Blue Cedar Ct

Millersville, MD
- $226/SF
- 2 Days On Market
- Current Est. Value $791K
Jen Holden Compass

$850,000

Sold Nov 14, 2025
- 5 Beds
- 3 Baths
- 2,803 Sq Ft
401 Green Grove Ct

Millersville, MD
- $303/SF
- 3 Days On Market
- Current Est. Value $861K
Jen Holden Compass

Awards and Designations

NAR - National Association of Realtors
CNE - Certified Negotiation Expert

Other Experience

First Time Home Buyers, Investments, Luxury Homes, Military Families

Agent License: Maryland #639966

Jen Holden

(667) 218-4272

Responds Quickly

(667) 218-4272

Homes for Sale by City

Jen Holden

About Jen

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Jen is Experienced In

Jen's Listings and Deals

Jen's Open Houses

Jen's Active Listings

Recently Sold

Awards and Designations

Other Experience