Jen Holden Realtor® | Principal & Team Lead | License ID: 639966
2077 Somerville Road, Suite 200, Annapolis, MD 21401, USA
410.429.7425 (o)
Office PhoneJen 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.
In 2025, The Jen Holden Group closed 54 transactions and $41.86 million in sales volume, according to RealTrends Verified. 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 173 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.
ACTIVE LISTINGS
4 Beds2 Baths1,757 SqFt1/47 47Exclusive ListingUnder Contract
4 Beds3 Baths2,871 SqFt1/62 62Exclusive ListingUnder Contract
3 Beds3 Baths2,264 SqFt1/74 74Exclusive ListingUnder Contract
3 Beds3 Baths1,831 SqFt1/15 15Exclusive ListingNew
5 Beds5 Baths5,819 SqFt1/78 78Exclusive ListingNew
4 Beds2 Baths1,667 SqFt1/27 27Exclusive ListingNew
1.51 Acres1/67 67Exclusive ListingNew
4 Beds3 Baths4,137 SqFt1/78 78Exclusive ListingPrice Dropped by $20K
3 Beds2 Baths1,300 SqFt1/63 63Exclusive ListingActive
2 Beds2 Baths1,267 SqFt1/56 56Exclusive ListingPrice Dropped by $30K
SOLD LISTINGS
$4,250,000
$4,250,000
9 BOONE TRL, Severna Park, MD 21146
MLS# MDAA456130
Listed by Compass
$2,928,225
$2,795,000
4.8%432 SCHOOLERS POND WAY, Arnold, MD 21012
MLS# MDAA2070222
Listed by Lofgren-Sargent Real Estate
$2,750,000
$2,950,000
6.8%113 CHESAPEAKE AVE, Annapolis, MD 21403
MLS# MDAA2099178
Listed by Coldwell Banker Realty
$1,895,000
$1,935,000
2.1%755 DIVIDING RD, Severna Park, MD 21146
MLS# MDAA2074994
Listed by TTR Sotheby's International Realty
$1,875,000
$1,849,000
1.4%628 BAY RIDGE AVE, Annapolis, MD 21403
MLS# MDAA2063154
Listed by Coldwell Banker Realty
$1,825,000
$2,057,000
11.3%1126 ASQUITH DR, Arnold, MD 21012
MLS# 1001300715
Listed by Metropolitan Regional Information Systems, Inc.
$1,798,000
$1,798,000
1709 ANGELINA CT, Crownsville, MD 21032
MLS# MDAA2105986
Listed by TTR Sotheby's International Realty
$1,733,000
$1,550,000
11.8%1924 THOMAS DR, Annapolis, MD 21409
MLS# MDAA2142148
Listed by Coldwell Banker Realty
$1,725,000
$1,675,000
3.0%405 FIRST ST, Annapolis, MD 21403
MLS# MDAA2108806
Listed by Berkshire Hathaway HomeServices PenFed Realty
$1,600,000
$1,699,500
5.9%245 WILTSHIRE LN, Severna Park, MD 21146
MLS# 1001540408
Listed by Coldwell Banker Realty
$1,585,000
$1,599,950
0.9%364 OAK DR, Arnold, MD 21012
MLS# MDAA378822
Listed by Coldwell Banker Realty
$1,550,000
$1,475,000
5.1%311 SOUTH DR, Severna Park, MD 21146
MLS# MDAA2140102
Listed by Compass
$1,520,000
$1,590,000
4.4%7335 PERRY LN, Lusby, MD 20657
MLS# MDCA2026364
Listed by Berkshire Hathaway HomeServices PenFed Realty
$1,500,000
$1,589,000
5.6%109 SEVERN RIVER RD, Severna Park, MD 21146
MLS# 1001176260
Listed by Monument Sotheby's International Realty
$1,455,000
$1,590,000
8.5%364 OAK DR, Arnold, MD 21012
MLS# 1002996962
Listed by Long & Foster Real Estate, Inc.
$1,375,000
$1,495,000
8.0%1043 LANDON LN, Arnold, MD 21012
MLS# 1001648748
Listed by Coldwell Banker Realty
$1,300,000
$1,250,000
4.0%1210 ASQUITHPINES PL, Arnold, MD 21012
MLS# MDAA444866
Listed by Compass (Urban Compass Inc)
$1,300,000
$1,339,000
2.9%418 NARROWS POINTE DR, Grasonville, MD 21638
MLS# MDQA2010822
Listed by Long & Foster Real Estate, Inc.
$1,262,500
$1,350,000
6.5%4811 AVERY RD, Shady Side, MD 20764
MLS# 1000215504
Listed by Northrop Realty, A Long & Foster Company
$1,249,000
$1,249,000
3410 HIDDEN RIVER VIEW RD, Annapolis, MD 21403
MLS# 1001632859
Listed by Long & Foster Real Estate, Inc.
$1,200,000
$1,195,000
0.4%829 DIVIDING RD, Severna Park, MD 21146
MLS# MDAA2078518
Listed by Compass
$1,191,499
$1,050,000
13.5%470 JUMPERS HOLE RD, Severna Park, MD 21146
MLS# MDAA2143572
Listed by Compass
$1,150,000
$1,100,000
4.5%2504 DOYLES LN, Davidsonville, MD 21035
MLS# MDAA2117768
Listed by Hubble Bisbee Christie's International Real Estate
$1,150,000
$1,195,000
3.8%528 MOORINGS CIR, Arnold, MD 21012
MLS# MDAA2144630
Listed by Long & Foster Real Estate, Inc.
$1,125,000
$1,295,000
13.1%414 JEFFERSON ST, Annapolis, MD 21403
MLS# MDAA2099848
Listed by Coldwell Banker Realty
$1,122,500
$1,175,000
4.5%292 OAK CT, Severna Park, MD 21146
MLS# MDAA2086346
Listed by Long & Foster Real Estate, Inc.
$1,075,000
$995,000
8.0%537 LAKEVIEW CIR, Severna Park, MD 21146
MLS# MDAA2014114
Listed by Coldwell Banker Realty
$1,050,000
$1,300,000
19.2%13 JESSIE RD, Harwood, MD 20776
MLS# MDAA2083666
Listed by Schwartz Realty, Inc.
$1,050,000
$1,100,000
4.5%1200 WINSAIL CT, Pasadena, MD 21122
MLS# MDAA373972
Listed by Long & Foster Real Estate, Inc.
$1,050,000
$1,095,000
4.1%1366 KINLOCH CIR, Arnold, MD 21012
MLS# 1000319796
Listed by CENTURY 21 New Millennium
$1,045,200
$1,075,650
2.8%759 STACY OAK WAY, Millersville, MD 21108
MLS# MDAA2127434
Listed by Compass
$1,041,000
$1,041,000
203 COPPERWOOD CT, Millersville, MD 21108
MLS# MDAA460882
Listed by Keller Williams Flagship of Maryland
$1,035,000
$1,100,000
5.9%3466 MONARCH DR, Edgewater, MD 21037
MLS# MDAA457822
Listed by Coldwell Banker Realty
$999,500
$999,500
2936 SOUTHAVEN DR, Annapolis, MD 21401
MLS# MDAA2097788
Listed by Long & Foster Real Estate, Inc.
$985,000
$1,099,990
10.5%913 COACHWAY, Annapolis, MD 21401
MLS# MDAA462790
Listed by The ONE Street Company
$975,000
$975,000
8395 GREENSTONE CT, Millersville, MD 21108
MLS# MDAA2089104
Listed by Compass
$966,000
$895,000
7.9%8388 GREENSTONE CT, Millersville, MD 21108
MLS# MDAA2081938
Listed by Compass
$960,000
$875,000
9.7%500 MOONFLOWER CT, Millersville, MD 21108
MLS# MDAA2077732
Listed by Compass
$954,000
$979,900
2.6%360 BROADVIEW LN, Annapolis, MD 21401
MLS# MDAA2065512
Listed by Blackwell Real Estate, LLC
$950,000
$885,000
7.3%406 HONEYWOOD CT, Millersville, MD 21108
MLS# MDAA2147352
Listed by Compass
$950,000
$925,000
2.7%8391 VINELAND CT, Millersville, MD 21108
MLS# MDAA2148428
Listed by Compass
$950,000
$992,500
4.3%1457 NIEMAN RD, Shady Side, MD 20764
MLS# MDAA376952
Listed by Coldwell Banker Realty
$949,000
$949,000
1282 SAINT STEPHENS CHURCH RD, Crownsville, MD 21032
MLS# MDAA2058742
Listed by Hogan Companies Residential
$927,500
$839,000
10.5%2013 TUNDRA CT, Annapolis, MD 21401
MLS# MDAA2057360
Listed by Engel & Volkers Annapolis
$925,000
$925,000
16 BELLEVIEW DR, Severna Park, MD 21146
MLS# MDAA430212
Listed by Coldwell Banker Realty
$925,000
$925,000
818 PARKWOOD AVE, Eastport, MD 21403
MLS# MDAA2066004
Listed by TTR Sotheby's International Realty
$925,000
$925,000
3480 OLYMPIA RD, Davidsonville, MD 21035
MLS# MDAA2103762
Listed by EXP Realty, LLC
$917,000
$950,000
3.5%400 KIMBER RIDGE COURT, Annapolis, MD 21403
MLS# MDAA442158
Listed by Coldwell Banker Realty
$917,000
$917,000
348 LYNWOOD DR, Severna Park, MD 21146
MLS# MDAA2090262
Listed by Goldstar Select Realty LLC
$915,000
$949,999
3.7%294 RIVERSIDE DR, Pasadena, MD 21122
MLS# MDAA2036712
Listed by Coldwell Banker Realty
$915,000
$925,000
1.1%949 BAY DR, Deale, MD 20751
MLS# MDAA376300
Listed by Coldwell Banker Realty
$910,000
$900,000
1.1%866 MILL CREEK RD, Arnold, MD 21012
MLS# MDAA2090424
Listed by Compass
$907,000
$875,000
3.7%307 SONGWOOD CT, Millersville, MD 21108
MLS# MDAA2113998
Listed by Compass
$900,000
$899,990
2825 BROAD WING DR, Odenton, MD 21113
MLS# MDAA2057298
Listed by Compass
$897,000
$897,000
705 GLENDON AVE, Annapolis, MD 21403
MLS# 1001628259
Listed by Coldwell Banker Realty
$885,000
$899,999
1.7%896 GALLANT FOX LN, Davidsonville, MD 21035
MLS# MDAA2049072
Listed by Engel & Volkers Annapolis
$882,000
$819,000
7.7%435 LAKELAND RD N, Severna Park, MD 21146
MLS# MDAA2069492
Listed by Berkshire Hathaway HomeServices PenFed Realty
$880,000
$869,900
1.2%503 DEVONSHIRE LN, Severna Park, MD 21146
MLS# MDAA2052330
Listed by Long & Foster Real Estate, Inc.
$880,000
$850,000
3.5%800 COOL GLADE CT, Millersville, MD 21108
MLS# MDAA2126584
Listed by Compass
$865,000
$845,000
2.4%750 LIVE OAK DR, Millersville, MD 21108
MLS# MDAA2153280
Listed by Compass
$860,000
$850,000
1.2%7114 SAMUELS LN, Elkridge, MD 21075
MLS# MDHW291720
Listed by Coldwell Banker Realty
$855,000
$855,000
158 DOWNING DR, Severna Park, MD 21146
MLS# MDAA414992
Listed by Compass (Urban Compass Inc)
$855,000
$875,000
2.3%710 CRISFIELD WAY, Annapolis, MD 21401
MLS# MDAA2115354
Listed by RE/MAX One
$850,000
$879,995
3.4%4906 SUDLEY RD, West River, MD 20778
MLS# MDAA2013490
Listed by Peninsula Properties, LLC.
$850,000
$850,000
2727 FRIDAY HARBOR DR, Sykesville, MD 21784
MLS# MDCR2004608
Listed by Coldwell Banker Realty
$850,000
$825,000
3.0%69 SAINT ANDREWS RD, Severna Park, MD 21146
MLS# MDAA2056710
Listed by Compass
$850,000
$849,900
220 BOWEN CT, Annapolis, MD 21401
MLS# MDAA2056850
Listed by Compass
$850,000
$975,000
12.8%947 LOMBARDEE CIR, Glen Burnie, MD 21060
MLS# MDAA2114388
Listed by Compass
$850,000
$850,000
401 GREEN GROVE CT, Millersville, MD 21108
MLS# MDAA2128742
Listed by Compass
$844,000
$824,900
2.3%21 DONZI CT, Severna Park, MD 21146
MLS# MDAA441636
Listed by Keller Williams Flagship of Maryland
$842,500
$849,900
0.9%207 SERENADE CT, Millersville, MD 21108
MLS# MDAA377780
Listed by Cummings & Co. Realtors
$840,000
$809,900
3.7%397 GAMBEL OAK CT, Millersville, MD 21108
MLS# MDAA2083816
Listed by Compass
$835,000
$899,000
7.1%473 OLD ORCHARD CIR, Millersville, MD 21108
MLS# 1001287595
Listed by CENTURY 21 New Millennium
$835,000
$849,900
1.8%1148 MAINSAIL DR, Annapolis, MD 21403
MLS# 1002385810
Listed by Long & Foster Real Estate, Inc.
$829,000
$849,900
2.5%160 LONGFELLOW DR, Millersville, MD 21108
MLS# 1001305493
Listed by Long & Foster Real Estate, Inc.
$827,500
$819,500
1.0%606 CYPRESS RD, Severna Park, MD 21146
MLS# MDAA2104312
Listed by Compass
$827,500
$819,500
1.0%606 Cypress Rd, Severna Park, MD 21146-4049
Listed by Jen Holden of The Jen Holden Group of Compass
$825,000
$775,000
6.5%310 DANMARK CT, Millersville, MD 21108
MLS# MDAA2088182
Listed by Compass
$815,000
$799,000
2.0%7013 CLINTON CT #1B, Annapolis, MD 21403
MLS# MDAA2061918
Listed by Compass
$815,000
$715,000
14.0%129 GIBSON RD, Annapolis, MD 21401
MLS# MDAA2083292
Listed by Next Step Realty
$815,000
$825,000
1.2%566 JERSEY BRONZE WAY, Pasadena, MD 21122
MLS# MDAA2091424
Listed by Compass
$815,000
$825,000
1.2%206 AVONDALE CIR, Severna Park, MD 21146
MLS# 1002062240
Listed by Metropolitan Regional Information Systems, Inc.
$815,000
$825,000
1.2%1296 CROSSOVER DR, Edgewater, MD 21037
MLS# MDAA2139946
Listed by Compass
$810,000
$810,000
412 IDLEOAK CT, Severna Park, MD 21146
MLS# MDAA2109130
Listed by Compass
$809,900
$809,900
112 HATTON DR, Severna Park, MD 21146
MLS# 1000414472
Listed by Coldwell Banker Realty
$802,000
$800,000
0.3%331 COOL RIDGE CT, Millersville, MD 21108
MLS# MDAA2157470
Listed by Compass
$799,900
$799,900
148 WALDO RD, Pasadena, MD 21122
MLS# MDAA2145378
Listed by Compass
$795,000
$795,000
900 RANDELL RD, Severna Park, MD 21146
MLS# MDAA2117160
Listed by Monument Sotheby's International Realty
$787,979
$787,979
215 HOMEPORT DR, Grasonville, MD 21638
MLS# MDQA137112
Listed by Coldwell Banker Realty
$785,000
$797,300
1.5%108 CARRIAGE HEATH, Chester, MD 21619
MLS# MDQA143454
Listed by Coldwell Banker Realty
$785,000
$785,000
156 COTTAGE GROVE DR, Pasadena, MD 21122
MLS# MDAA2091942
Listed by Compass
$785,000
$799,900
1.9%103 ASQUITHOAKS LN, Arnold, MD 21012
MLS# 1002481092
Listed by Berkshire Hathaway HomeServices PenFed Realty
$780,000
$760,000
2.6%307 WINDFERN CT, Millersville, MD 21108
MLS# MDAA2035448
Listed by Compass
$780,000
$725,000
7.6%142 CARDAMON DR, Edgewater, MD 21037
MLS# MDAA2055968
Listed by RE/MAX Leading Edge
$780,000
$819,500
4.8%1523 CIRCLE DR, Annapolis, MD 21409
MLS# MDAA410942
Listed by Coldwell Banker Realty
$780,000
$779,900
146 LONGFELLOW DR, Millersville, MD 21108
MLS# 1001634513
Listed by Federa, Inc.
$775,000
$775,000
3113 ELMMEDE RD, Ellicott City, MD 21042
MLS# MDHW2015034
Listed by Redfin Corp
$775,000
$775,000
788 OAK STUMP DR, Millersville, MD 21108
MLS# MDAA2140908
Listed by Compass
$770,000
$765,000
0.7%302 BLUE CEDAR CT, Millersville, MD 21108
MLS# MDAA2127430
Listed by Compass
$766,000
$769,000
0.4%767 STACY OAK WAY, Millersville, MD 21108
MLS# 1001631363
Listed by Coldwell Banker Realty
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