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33,940 Featured Properties Available

33,940 Featured Properties Available

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Address
Price
Beds
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MLS®
83 MARKET ST, Annapolis, MD 21401

83 MARKET ST, Annapolis, MD 21401

MLS# MDAA2143042 Listed by Coldwell Banker Realty

$2,295,000

5
4
3,178 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2143042
1603 WINCHESTER RD, Annapolis, MD 21409

1603 WINCHESTER RD, Annapolis, MD 21409

MLS# MDAA2142274 Listed by Berkshire Hathaway HomeServices PenFed Realty

$2,500,000

6
7
6,709 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2142274
1915 TOWNE CENTRE BLVD #915, Annapolis, MD 21401

1915 TOWNE CENTRE BLVD #915, Annapolis, MD 21401

MLS# MDAA2141622 Listed by RE/MAX Leading Edge

$719,900

2
2
1,616 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2141622
1812 SHORE DR, Annapolis, MD 21401

1812 SHORE DR, Annapolis, MD 21401

MLS# MDAA2138462 Listed by Coldwell Banker Realty

$1,049,000

5
4
3,240 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2138462
1200 BAY AVE, Annapolis, MD 21403

1200 BAY AVE, Annapolis, MD 21403

MLS# MDAA2141684 Listed by Powerhouse Realty, LLC.

$669,000

5
2
2,522 SqFt
Pending
Bright MLS (BMLS) MLS# MDAA2141684
114 SELLEW RD, Annapolis, MD 21401

114 SELLEW RD, Annapolis, MD 21401

MLS# MDAA2141242 Listed by Coldwell Banker Realty

$1,350,000

3
5
3,100 SqFt
Pending
Bright MLS (BMLS) MLS# MDAA2141242
1531 HICKORY WOOD DR, Annapolis, MD 21409

1531 HICKORY WOOD DR, Annapolis, MD 21409

MLS# MDAA2140770 Listed by Real Estate Depot

$379,900

3
2
916 SqFt
Pending
Bright MLS (BMLS) MLS# MDAA2140770
2108 CHESAPEAKE HARBOUR DR #201, Annapolis, MD 21403

2108 CHESAPEAKE HARBOUR DR #201, Annapolis, MD 21403

MLS# MDAA2140810 Listed by Compass

$599,999

3
3
1,700 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2140810
202 SELLEW RD, Annapolis, MD 21401

202 SELLEW RD, Annapolis, MD 21401

MLS# MDAA2140888 Listed by Coldwell Banker Realty

$1,350,000

3
5
3,100 SqFt
Pending
Bright MLS (BMLS) MLS# MDAA2140888
1915 TOWNE CENTRE BLVD #403, Annapolis, MD 21401

1915 TOWNE CENTRE BLVD #403, Annapolis, MD 21401

MLS# MDAA2139904 Listed by Coldwell Banker Realty

$675,000

2
2
1,602 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2139904
220 WEST ST, Annapolis, MD 21401

220 WEST ST, Annapolis, MD 21401

MLS# MDAA2140068 Listed by Keller Williams Realty Centre

$824,899

3
2
1,540 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2140068
5 SILVERWOOD CIR #1, Annapolis, MD 21403

5 SILVERWOOD CIR #1, Annapolis, MD 21403

MLS# MDAA2139798 Listed by Berkshire Hathaway HomeServices PenFed Realty

$265,000

2
2
--
Active
Bright MLS (BMLS) MLS# MDAA2139798
2110 CHESAPEAKE HARBOUR DR #101, Annapolis, MD 21403

2110 CHESAPEAKE HARBOUR DR #101, Annapolis, MD 21403

MLS# MDAA2138114 Listed by Compass

$560,000

2
2
1,237 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2138114
198 CLAY ST, Annapolis, MD 21401

198 CLAY ST, Annapolis, MD 21401

MLS# MDAA2139810 Listed by Engel & Volkers Annapolis

$375,000

2
2
902 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2139810
92 CLIFFORD BLVD, Annapolis, MD 21401

92 CLIFFORD BLVD, Annapolis, MD 21401

MLS# MDAA2139188 Listed by Compass

$715,000

4
3
2,252 SqFt
Under Contract
Bright MLS (BMLS) MLS# MDAA2139188
2644 CLAIBOURNE RD, Annapolis, MD 21403

2644 CLAIBOURNE RD, Annapolis, MD 21403

MLS# MDAA2138416 Listed by Keller Williams Flagship

$1,279,400

6
4
3,702 SqFt
Under Contract
Bright MLS (BMLS) MLS# MDAA2138416
1 SHIPWRIGHT HARBOR, Annapolis, MD 21401

1 SHIPWRIGHT HARBOR, Annapolis, MD 21401

MLS# MDAA2132250 Listed by TTR Sotheby's International Realty

$5,675,000

3
4
3,108 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2132250
116 STILLY WAY, Annapolis, MD 21403

116 STILLY WAY, Annapolis, MD 21403

MLS# MDAA2138688 Listed by Builder Solutions Realty

$1,099,990

4
3
4,400 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2138688
349 SHERWOOD TRL, Annapolis, MD 21401

349 SHERWOOD TRL, Annapolis, MD 21401

MLS# MDAA2137986 Listed by TTR Sotheby's International Realty

$2,395,000

3
5
3,185 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2137986
1915 TOWNE CENTRE BLVD #502, Annapolis, MD 21401

1915 TOWNE CENTRE BLVD #502, Annapolis, MD 21401

MLS# MDAA2137376 Listed by Coldwell Banker Realty

$499,999

2
2
1,485 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2137376
76 OLD MILL BOTTOM RD N #102, Annapolis, MD 21409

76 OLD MILL BOTTOM RD N #102, Annapolis, MD 21409

MLS# MDAA2137262 Listed by McWilliams/Ballard, Inc.

$742,425

3
7
1,853 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2137262
76 OLD MILL BOTTOM RD N #310, Annapolis, MD 21409

76 OLD MILL BOTTOM RD N #310, Annapolis, MD 21409

MLS# MDAA2137264 Listed by McWilliams/Ballard, Inc.

$632,400

2
2
1,558 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2137264
78 OLD MILL BOTTOM RD N #312, Annapolis, MD 21409

78 OLD MILL BOTTOM RD N #312, Annapolis, MD 21409

MLS# MDAA2136300 Listed by McWilliams/Ballard, Inc.

$612,302

2
2
1,621 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2136300
108 SELLEW RD, Annapolis, MD 21401

108 SELLEW RD, Annapolis, MD 21401

MLS# MDAA2135966 Listed by Coldwell Banker Realty

$1,315,925

3
5
3,100 SqFt
Active
Bright MLS (BMLS) MLS# MDAA2135966
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2022 0310 JH Logo_Circle_WhiteCompass_Logo_H_WReal Trends Verified 2026_Ranked_Team_WhiteBaltimore Real Producers 2026 - Jen Holden Compass AnnapolisRealTrends Verified Top Real Estate Team Maryland 2026 – The Jen Holden Group of Compass
  • Home
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
    1. Severna Park
    2. Shipley's Choice
    3. Annapolis
    4. Eastport
    5. Linstead on the Severn
    6. Round Bay
    7. Chartwell
    8. West Severna Park
    9. Brittingham
    10. Carrollton Manor
    11. Arnold
    12. Point Field Landing
  • See It First™ on Compass
  • Seller and Buyer eGuides
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Severna Park Guide
  • FAQ
  • Annapolis Relocation Guide and Resources
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Shipley’s Choice Guide
  • Blog
  • Annapolis City Guide: Our Local Favorites
The Jen Holden Group of Compass
Jen Holden
License ID: 639966

+1(443) 803-7620 jen@thejenholdengroup.com

2077 Somerville Road, Suite 200, Annapolis, MD 21401, USA
410.429.7425 (main office phone number)

Compass Disclaimer Language

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Do Not Sell or Share My Personal Information, Terms of Service, Privacy Center, Scam Avoidance, Responsible Disclosure, 

 

Compass is a licensed real estate brokerage that abides by Equal Housing Opportunity laws. Information is compiled from sources deemed reliable but is not guaranteed. All measurements and square footages are approximate. This is not intended to solicit property already listed. Compass is licensed as Compass Real Estate in DC and as Compass in Virginia and Maryland. 1313 14th Street NW Washington, DC 20005 | 202.386.6330


The Jen Holden Group is a team of real estate agents affiliated with Compass, a licensed real estate broker under the name ‘Compass Real Estate’ in the District of Columbia and under the name “Compass” in Virginia and Maryland and abides by Equal Housing Opportunity laws. All information is deemed reliable but not guaranteed.  

 

2022 0310 JH Logo_Circle_WhiteCompass_Logo_H_WReal Trends Verified 2026_Ranked_Team_WhiteBaltimore Real Producers 2026 - Jen Holden Compass AnnapolisRealTrends Verified Top Real Estate Team Maryland 2026 – The Jen Holden Group of Compass
  • Home
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
    1. Severna Park
    2. Shipley's Choice
    3. Annapolis
    4. Eastport
    5. Linstead on the Severn
    6. Round Bay
    7. Chartwell
    8. West Severna Park
    9. Brittingham
    10. Carrollton Manor
    11. Arnold
    12. Point Field Landing
  • See It First™ on Compass
  • Seller and Buyer eGuides
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Severna Park Guide
  • FAQ
  • Annapolis Relocation Guide and Resources
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Shipley’s Choice Guide
  • Blog
  • Annapolis City Guide: Our Local Favorites
The Jen Holden Group of Compass
Jen Holden
License ID: 639966

+1(443) 803-7620 jen@thejenholdengroup.com

2077 Somerville Road, Suite 200, Annapolis, MD 21401, USA
410.429.7425 (main office phone number)

Compass Disclaimer Language

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Do Not Sell or Share My Personal Information, Terms of Service, Privacy Center, Scam Avoidance, Responsible Disclosure, 

 

Compass is a licensed real estate brokerage that abides by Equal Housing Opportunity laws. Information is compiled from sources deemed reliable but is not guaranteed. All measurements and square footages are approximate. This is not intended to solicit property already listed. Compass is licensed as Compass Real Estate in DC and as Compass in Virginia and Maryland. 1313 14th Street NW Washington, DC 20005 | 202.386.6330


The Jen Holden Group is a team of real estate agents affiliated with Compass, a licensed real estate broker under the name ‘Compass Real Estate’ in the District of Columbia and under the name “Compass” in Virginia and Maryland and abides by Equal Housing Opportunity laws. All information is deemed reliable but not guaranteed.