Downtown Annapolis Homes

• 

  

  

  /51

  Est $1,955,139 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,125 Sq Ft

  6 N Acton Place, Annapolis, MD 21401

  6 N Acton Place, Annapolis, MD 21401
• 

  

  

  /44

  $1,700,000 Sold Sep 19, 2024

  • 3,330 Sq Ft
  • $511/SF
  • 20 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1694

  130 Prince George St, Annapolis, MD 21401

  *Home is under contract with contingency - the owners are still accommodating tours!* You know how every home boasts something is 'one of a kind' or 'once in a lifetime'? You can stop rolling your eyes... This is ACTUALLY that! Built circa 1700, The Sands House is the oldest frame house in Annapolis, cherished for centuries by one family, with more historical features retained than you can

  Jill Wootten Next Step Realty

  130 Prince George St, Annapolis, MD 21401
• 

  

  

  /81

  Est $2,635,328 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 1,756 Sq Ft

  3 Southgate Ct, Annapolis, MD 21401

  3 Southgate Ct, Annapolis, MD 21401
• 

  

  

  /37

  $875,000 Sold Sep 13, 2024

  • 1,769 Sq Ft
  • $495/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1910

  3 Dean St, Annapolis, MD 21401

  Open Houses Scheduled for 8/17 & 8/18 have been Cancelled! USNA Parents, this is the perfect 2nd home! Centrally located for visits; then VRBO when your not in Annapolis! Welcome to Annapolis! Enjoy this Downtown Gem with Private Backyard Oasis! Charming 3-bedroom, 2.5-bathroom historic home located in the heart of Downtown Annapolis! Stroll to City Dock, Eastport, and all the fun Annapolis

  Parker Jones Engel & Völkers Annapolis

  3 Dean St, Annapolis, MD 21401
• 

  

  

  /40

  Est $815,713 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,356 Sq Ft

  92 Charles St, Annapolis, MD 21401

  92 Charles St, Annapolis, MD 21401
• 

  /2

  $200,000 Sold May 16, 2025

  • 1,037 Sq Ft
  • $193/SF
  • 28 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1975

  57 Town Pines Ct, Annapolis, MD 21401

  Welcome to your next investment opportunity! Here's your opportunity to own a townhome in downtown, historic Annapolis! This home is within a few minutes of everything important: Main Street, U.S. Naval Academy, St. John's College; it's about equidistant between Baltimore and Washington, DC.It's a blank canvas awaiting your vision. While it requires a full gut renovation, it offers immense

  Keyona Wran Keller Williams Preferred Properties

  57 Town Pines Ct, Annapolis, MD 21401
• 

  

  /53

  Est $1,237,621 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  22 Thompson St, Annapolis, MD 21401

  22 Thompson St, Annapolis, MD 21401
• 

  /2

  $3,400,000 Sold Apr 21, 2025

  • 4,440 Sq Ft
  • $766/SF
  • 0 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1774

  114 Duke of Gloucester St, Annapolis, MD 21401

  One of the most historic and distinguished homes in Downtown Annapolis. This beautifully maintained residence combines timeless charm with modern livability. Gracious proportions, soaring ceilings, and original wide-plank heart pine floors set the tone, while architectural details—arched doorways, crown molding, French doors, and classic mantels—add warmth and character. The English basement

  Elizabeth Dooner Coldwell Banker Realty

  114 Duke of Gloucester St, Annapolis, MD 21401
• 

  

  /8

  Est $772,142 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,262 Sq Ft

  84 Charles St, Annapolis, MD 21401

  84 Charles St, Annapolis, MD 21401
• 

  

  /65

  Est $1,488,894 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,320 Sq Ft

  125 Conduit St, Annapolis, MD 21401

  125 Conduit St, Annapolis, MD 21401
• 

  

  /13

  Est $1,481,888 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,089 Sq Ft

  4 Cumberland Ct, Annapolis, MD 21401

  4 Cumberland Ct, Annapolis, MD 21401
• 

  

  /36

  Est $725,832 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,218 Sq Ft

  12 Randall St, Annapolis, MD 21401

  12 Randall St, Annapolis, MD 21401
• 

  

  /41

  Est $795,522 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  210 King George St, Annapolis, MD 21401

  210 King George St, Annapolis, MD 21401
• 

  

  /58

  Est $1,373,971 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,157 Sq Ft

  75 Shipwright St, Annapolis, MD 21401

  75 Shipwright St, Annapolis, MD 21401
• 

  

  /50

  Est $2,055,168 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  12 Cheston Ave, Annapolis, MD 21401

  12 Cheston Ave, Annapolis, MD 21401
• 

  

  /31

  Est $1,081,407 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  133 Market St, Annapolis, MD 21401

  133 Market St, Annapolis, MD 21401
• 

  

  /67

  Est $2,720,497 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,946 Sq Ft

  5 Revell St, Annapolis, MD 21401

  5 Revell St, Annapolis, MD 21401
• 

  

  /56

  Est $2,929,212 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,628 Sq Ft

  8 N Acton Place, Annapolis, MD 21401

  8 N Acton Place, Annapolis, MD 21401
• 

  

  /47

  Est $1,845,252 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,897 Sq Ft

  28 Franklin St, Annapolis, MD 21401

  28 Franklin St, Annapolis, MD 21401
• 

  

  /39

  Est $1,395,689 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,524 Sq Ft

  112 Market St, Annapolis, MD 21401

  112 Market St, Annapolis, MD 21401
• 

  

  /44

  Est $1,370,353 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  6 Thompson St, Annapolis, MD 21401

  6 Thompson St, Annapolis, MD 21401
• 

  

  /31

  Est $801,419 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  92 East St, Annapolis, MD 21401

  92 East St, Annapolis, MD 21401
• 

  

  /28

  Est $810,894 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 996 Sq Ft

  53 Fleet St, Annapolis, MD 21401

  53 Fleet St, Annapolis, MD 21401
• 

  

  /30

  Est $713,798 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  32 Cornhill St, Annapolis, MD 21401

  32 Cornhill St, Annapolis, MD 21401
• 

  

  /15

  Est $251,781 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  61 Clay St, Annapolis, MD 21401

  61 Clay St, Annapolis, MD 21401
• 

  

  /23

  Est $820,900 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,675 Sq Ft

  39 City Gate Ln, Annapolis, MD 21401

  39 City Gate Ln, Annapolis, MD 21401
• 

  

  /24

  Est $682,508 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  28 City Gate Ln, Annapolis, MD 21401

  28 City Gate Ln, Annapolis, MD 21401
• 

  

  /54

  Est $274,000 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,479 Sq Ft

  66 Franklin St Unit 412, Annapolis, MD 21401

  66 Franklin St Unit 412, Annapolis, MD 21401
• 

  

  /37

  Est $738,000 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,354 Sq Ft

  66 Franklin St Unit 302, Annapolis, MD 21401

  66 Franklin St Unit 302, Annapolis, MD 21401
• 

  

  /18

  Est $341,000 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  66 Franklin St Unit 406, Annapolis, MD 21401

  66 Franklin St Unit 406, Annapolis, MD 21401
• 

  

  /47

  Est $238,000 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,037 Sq Ft

  66 Franklin St Unit 110, Annapolis, MD 21401

  66 Franklin St Unit 110, Annapolis, MD 21401
• 

  

  /18

  Est $628,885 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  39 Pinkney St, Annapolis, MD 21401

  39 Pinkney St, Annapolis, MD 21401
• 

  

  /35

  Est $1,448,173 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,510 Sq Ft

  41 Southgate Ave, Annapolis, MD 21401

  41 Southgate Ave, Annapolis, MD 21401
• 

  

  /47

  Est $1,856,285 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,318 Sq Ft

  9 Taney Ave, Annapolis, MD 21401

  9 Taney Ave, Annapolis, MD 21401
• 

  

  /42

  Est $1,190,234 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,595 Sq Ft

  119 Conduit St, Annapolis, MD 21401

  119 Conduit St, Annapolis, MD 21401
• 

  

  /61

  Est $1,357,675 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  216 Prince George St, Annapolis, MD 21401

  216 Prince George St, Annapolis, MD 21401
• 

  

  /36

  Est $1,042,832 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  18 Shaw St, Annapolis, MD 21401

  18 Shaw St, Annapolis, MD 21401
• 

  

  /42

  Est $631,311 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  23 Dean St, Annapolis, MD 21401

  23 Dean St, Annapolis, MD 21401
• 

  

  /26

  Est $712,455 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  104 Charles St, Annapolis, MD 21401

  104 Charles St, Annapolis, MD 21401
• 

  

  /43

  Est $1,077,900 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  94 Market St, Annapolis, MD 21401

  94 Market St, Annapolis, MD 21401

Showing Results 121 - 160, Page 4 of 18