1,970

Downtown Annapolis Homes

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  • /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • /67

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Townhouse for Rent

    179 Green St, Annapolis, MD 21401

    Experience the charm of Historic Annapolis without sacrificing modern conveniences! This beautifully updated 2-bedroom, 2-bath historic home is located just half a block from Main Street, placing you steps from the heart of downtown's restaurants, waterfront, boutiques, coffee shops, nightlife, festivals, and the U.S. Naval Academy.Inside, historic character blends seamlessly with today's

    Agent Photo

    Bonnie Fleishman

    Douglas Realty, LLC

    179 Green St, Annapolis, MD 21401
  • /40

    $1,098,000

    Sold Jan 05, 2026

    168 Green St, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft
    • Built 1885

    Last Sold Summary

    • $571/SF
    • 32 Days On Market

    Current Estimated Value $1,076,348

    Last Listing Agent Luke Rozansky Compass

    168 Green St, Annapolis, MD 21401
    • /49

      Est $1,605,694

      Not Listed For Sale

      60 Cornhill St, Annapolis, MD 21401

      • 3 Beds
      • 3.5 Baths
      • 1,806 Sq Ft
      • Built 1800
      60 Cornhill St, Annapolis, MD 21401

      Last Sold Summary

      • 3 Days On Market

  • /24

    $985,000

    $10K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    111 Conduit St, Annapolis, MD 21401

    111 Conduit Street is historic Annapolis living at its finest. Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timeless character with modern convenience. Located just moments from Main Street, the City Dock, shops, restaurants, and waterfront attractions, this home offers the quintessential Annapolis lifestyle. Inside, original hardwood floors,

    Benjamin Mueller Innovative Properties, Inc.

    111 Conduit St, Annapolis, MD 21401
  • /5

    Call for Price

    • 1 - 3 Beds

    29 W Washington St, Annapolis, MD 21401

    Timothy House & Gardens is located in the Downtown Annapolis Neighborhood and 21401 Zip code of Annapolis, MD.

    Timothy House & Gardens

    29 W Washington St, Annapolis, MD 21401
  • /23

    $550,000

    Sold Apr 27, 2026

    212 Duke of Gloucester St, Annapolis, MD 21401

    • Studio
    • 2,300 Sq Ft
    • Built 1946

    Last Sold Summary

    • $239/SF
    • 89 Days On Market

    Last Listing Agent Nicholas Pfisterer Everything Real Estate, LLC

    212 Duke of Gloucester St, Annapolis, MD 21401
    • /40

      Est $1,711,261

      Not Listed For Sale

      146 Prince George St, Annapolis, MD 21401

      • 4 Beds
      • 2.5 Baths
      • 2,550 Sq Ft
      • Built 1900
      146 Prince George St, Annapolis, MD 21401

      Last Sold Summary

      • 85 Days On Market

  • /47

    $1,690,000

    $60K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    51 Franklin St, Annapolis, MD 21401

    *OPEN HOUSE CANCELED* Rarely offered ground level residential condominium located at the intersection of Murray Hill and the city's Historic District. Secure garage parking for 2 cars, plus driveway parking for an additional vehicle w/private entry. Originally developed by John Pilli & constructed by Gate One custom builders, this exquisite residence was built with luxury high-end finishes

    Yael Beckman Coldwell Banker Realty

    51 Franklin St, Annapolis, MD 21401
  • /14

    $1,950

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    259 Hanover St Unit 1, Annapolis, MD 21401

    Beautiful 1 bedroom/1 bath apartment in the heart of Annapolis overlooking the Naval Academy. On a quiet strees with lots of parking and less than 10 minute walk to Main Street, West Street, and City Dock. Beautiful hard wood floors and plenty of windows for ample natural light! Apartment includes a private porch and access to a large common back yard to enjoy the upcoming spring and summer.

    259 Hanover St Unit 1, Annapolis, MD 21401
  • /71

    $1,930,000

    Sold Jul 09, 2026

    254 King George St, Annapolis, MD 21401

    • 4 Beds
    • 3 Baths
    • 2,877 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $671/SF
    • 12 Days On Market

    Current Estimated Value $1,915,590

    Last Listing Agent Glenn Sutton TTR Sotheby's International Realty

    254 King George St, Annapolis, MD 21401
    • /21

      Est $234,799

      Not Listed For Sale

      63 Town Pines Ct, Annapolis, MD 21401

      • 3 Beds
      • 1.5 Baths
      • 1,037 Sq Ft
      • Built 1975
      63 Town Pines Ct, Annapolis, MD 21401

      Last Sold Summary

      • 31 Days On Market

  • /58

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    146 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this

    Rob Carter Douglas Realty, LLC

    146 Duke of Gloucester St, Annapolis, MD 21401
  • /10

    $2,450 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    191 Prince George St Unit C, Annapolis, MD 21401

    LUXURY RENTAL UNIT in prime downtown Annapolis location, across from the Historic William Paca House & Gardens. Second floor unit, 1BR, 1BA approx 600 sq foot unit with dedicated front garden and private front and back entry. Recent complete renovation of this spacious flat, including the gourmet galley kitchen with honed black granite countertops, new cabinetry, new Bertazzoni professional

    Yael Beckman Coldwell Banker Realty

    191 Prince George St Unit C, Annapolis, MD 21401
  • /31

    $700,000

    Sold Nov 14, 2025

    66 Franklin St Unit 201, Annapolis, MD 21401

    • 2 Beds
    • 2.5 Baths
    • 1,366 Sq Ft
    • Built 2007

    Last Sold Summary

    • $512/SF
    • 7 Days On Market

    Last Listing Agent Deborah Laggini Long & Foster Real Estate, Inc.

    66 Franklin St Unit 201, Annapolis, MD 21401
    • /28

      Not Listed For Sale

      66 Franklin St Unit 307, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,706 Sq Ft
      • Built 2007
      66 Franklin St Unit 307, Annapolis, MD 21401

      Last Sold Summary

      • 6 Days On Market

  • /78

    $3,499,000

    $251K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • /6

    $3,150 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,368 Sq Ft
    • House for Rent

    11 Cornhill St, Annapolis, MD 21401

    Charming 2-bedroom and den, 1.5 bath bright 2 level townhouse, hardwood floors in heart of Downtown Annapolis. House has full sized washer/dryer, dishwasher, fenced back yard and parking space for 1 car. Walk 1 minute to City Dock, dining, shops, 3 minutes to USNA, St Johns College, Maryland State House, Maryland Courts.Please note: Our policy is to only contact those who provide a

    11 Cornhill St, Annapolis, MD 21401
  • /2

    $900,000

    Sold Jul 02, 2026

    22 College Ave, Annapolis, MD 21401

    • 3 Beds
    • 1.5 Baths
    • 1,510 Sq Ft
    • Built 1885

    Last Sold Summary

    • 3% Above List Price
    • $596/SF
    • 1 Day On Market

    Current Estimated Value $959,510

    Last Listing Agent Alex Tower Sears TTR Sotheby's International Realty

    22 College Ave, Annapolis, MD 21401
    • /47

      Est $1,029,104

      Not Listed For Sale

      143 Market St, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,496 Sq Ft
      • Built 1800
      143 Market St, Annapolis, MD 21401

      Last Sold Summary

      • 95 Days On Market

  • /76

    $1,289,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,265 Sq Ft

    12 Union St, Annapolis, MD 21401

    Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway —an amenity rarely found in downtown Annapolis. Tucked away on a quiet street just steps from Spa Creek and City Dock, 12 Union Street combines the charm and walkability of the Historic District with the comfort and convenience of newer

    Santiago Navarro-Monzo Coldwell Banker Realty

    12 Union St, Annapolis, MD 21401
  • /9

    $3,000 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    191 Prince George St Unit E, Annapolis, MD 21401

    Penthouse unit, large 1BR, 1BA unit with high ceilings, great windows and peek-a-boo views of water and State House. Recent full renovation of this spacious flat, including the gourmet kitchen with honed black granite countertops, new cabinetry, new Bertazzoni professional induction range & appliances. Heated bathroom flooring, & tankless heater supply hot water on-demand. New Electrolux washer

    Yael Beckman Coldwell Banker Realty

    191 Prince George St Unit E, Annapolis, MD 21401
  • /97

    $1,050,000

    Sold Jun 17, 2026

    90 Charles St, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 1910

    Last Sold Summary

    • 5% Above List Price
    • $538/SF
    • 1 Day On Market

    Current Estimated Value $990,988

    Last Listing Agent Scott Wallace Coldwell Banker Realty

    90 Charles St, Annapolis, MD 21401
    • /44

      Est $955,332

      Not Listed For Sale

      173 Prince George St, Annapolis, MD 21401

      • 3 Beds
      • 2 Baths
      • 1,527 Sq Ft
      • Built 1978
      173 Prince George St, Annapolis, MD 21401

      Last Sold Summary

      • 5 Days On Market

  • /38

    $1,699,900

    Open Sat 11AM - 1PM $150K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 2,744 Sq Ft

    87 Shipwright St, Annapolis, MD 21401

    **Price Improvement!** Now offered at **$1,699,900**.Take another look at 87 Shipwright Street. In addition to the significant price reduction, several important improvements have recently been completed. The roof has been inspected and minor repairs have been made. The kitchen floor has been repaired, eliminating the previous sag, and the crawlspace has been professionally remediated,

    Catherine Watson - Bye RE/MAX Executive

    87 Shipwright St, Annapolis, MD 21401
  • /14

    $2,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • House for Rent

    145 King George St, Annapolis, MD 21401

    This 3-bedroom, 1.5-bath townhome is conveniently located near USNA Gate 1, St. John's College, and the State Capitol Building. It offers complete walkability to all of downtown Annapolis's numerous restaurants, shops, and historic landmarks. Please note: We will only contact individuals who include a phone number with their inquiry.

    145 King George St, Annapolis, MD 21401
  • /48

    $1,212,500

    Sold Oct 10, 2025

    237 Hanover St, Annapolis, MD 21401

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft
    • Built 1875

    Last Sold Summary

    • $758/SF
    • 1 Day On Market

    Current Estimated Value $1,188,117

    Last Listing Agent Merritt Butts Long & Foster Real Estate, Inc.

    237 Hanover St, Annapolis, MD 21401
    • /50

      Est $1,447,409

      Not Listed For Sale

      138 Charles St, Annapolis, MD 21401

      • 4 Beds
      • 4 Baths
      • 3,100 Sq Ft
      • Built 1887
      138 Charles St, Annapolis, MD 21401

      Last Sold Summary

      • 24 Days On Market

  • /41

    $1,099,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    20 Shaw St, Annapolis, MD 21401

    Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect blend of historic character with modern updates, and an unmatched in-town waterfront lifestyle. Just one block from Spa Creek and Acton's Landing Waterfront Park & seasonal water taxi service, as

    Kate Hopkins Coldwell Banker Realty

    20 Shaw St, Annapolis, MD 21401
  • /17

    $2,500 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    101 Charles St Unit B, Annapolis, MD 21401

    The perfect in-town residence. This sunny apartment has a great floor plan and a nice eat-in kitchen, large living room and bedroom. Washer and dryer conveniently located in the unit. On-site parking space available for an additional $300 a month. Beautiful waterfront park with water access is one block away and Main Street is three blocks away! 650+ Credit Score.

    Merrie Louise Raynolds TTR Sotheby's International Realty

    101 Charles St Unit B, Annapolis, MD 21401
  • /44

    $500,000

    Sold Dec 12, 2025

    212 King George St, Annapolis, MD 21401

    • 1 Bed
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1935

    Last Sold Summary

    • $496/SF
    • 6 Days On Market

    Current Estimated Value $597,094

    Last Listing Agent Megan Burke Keller Williams Flagship

    212 King George St, Annapolis, MD 21401
    • /56

      Est $1,190,617

      Not Listed For Sale

      66 Franklin St Unit 411, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,873 Sq Ft
      • Built 2007
      66 Franklin St Unit 411, Annapolis, MD 21401

      Last Sold Summary

      • 15 Days On Market

  • /59

    $1,295,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,501 Sq Ft

    11 1/2 College Ave, Annapolis, MD 21401

    OPEN HOUSE SUNDAY 8/2 10AM- 12PM! Now offered at an exceptional value in today's market. One of the most stunning renovations to come on the market in Downtown Annapolis! Perfectly blending historic charm with sophisticated modern luxury, this completely reimagined home is ideally situated on prestigious College Avenue in the heart of the Historic District and has been renovated from top to

    Joanna Dalton Coldwell Banker Realty

    11 1/2 College Ave, Annapolis, MD 21401
  • /8

    $1,995 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment Units in Annapolis, MD!

    45 Maryland Ave Unit 4, Annapolis, MD 21401

    Call or text Simone at Bay Management Group for details or to schedule an appointment at or email Application Qualifications: Minimum monthly income 3 times the tenant’s portion of the monthly rent, acceptable rental history, credit history, and criminal history. All Bay Management Group Baltimore residents are automatically enrolled in the Resident Benefits Package (RBP) for

    45 Maryland Ave Unit 4, Annapolis, MD 21401
  • /42

    $875,000

    Sold Aug 29, 2025

    48 Cornhill St, Annapolis, MD 21401

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 1850

    Last Sold Summary

    • $604/SF
    • 12 Days On Market

    Current Estimated Value $904,771

    Last Listing Agent Dawn Riley Deep Roots Real Estate

    48 Cornhill St, Annapolis, MD 21401
    • /106

      Est $2,446,656

      Not Listed For Sale

      5 S Acton Place, Annapolis, MD 21401

      • 4 Beds
      • 4.5 Baths
      • 4,053 Sq Ft
      • Built 1930
      5 S Acton Place, Annapolis, MD 21401

      Last Sold Summary

      • 3 Days On Market

  • /34

    $725,000

    Pending
    • 1 Bed
    • 1.5 Baths
    • 1,342 Sq Ft

    66 Franklin St Unit 20, Annapolis, MD 21401

    Stylish Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath residence in the highly desirable Acton’s Landing community. Ideally located on the street level for easy access, this condo blends everyday convenience with upscale living. The open-concept design offers a bright, expansive living area and a well-appointed kitchen featuring a center island,

    John Collins Long & Foster Real Estate, Inc.

    66 Franklin St Unit 20, Annapolis, MD 21401
  • /12

    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    126 Prince George St Unit 4, Annapolis, MD 21401

    The heart of Annapolis 1 street from the harbor. This 2nd floor 1 bedroom / 1 bath aprox 600SQ condo has been renovated with new paint, carpet and new kitchen. Split hvac system, so you will control your own ac/heat. Washer/Dryer in the unit. Secure building with locked entry. 1 flight of stairs no one sharing walls with. Water included and wifi for $40 a month

    Nathan Johnson Keller Williams Capital Properties

    126 Prince George St Unit 4, Annapolis, MD 21401
  • /67

    $1,685,000

    Sold Jun 08, 2026

    66 Franklin St Unit 509, Annapolis, MD 21401

    • 3 Beds
    • 3.5 Baths
    • 2,665 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $632/SF
    • 46 Days On Market

    Current Estimated Value $1,714,726

    Last Listing Agent Georgie Berkinshaw Coldwell Banker Realty

    66 Franklin St Unit 509, Annapolis, MD 21401
    • /30

      Est $708,167

      Not Listed For Sale

      28 Fleet St, Annapolis, MD 21401

      • 2 Beds
      • 1.5 Baths
      • 1,026 Sq Ft
      • Built 1900
      28 Fleet St, Annapolis, MD 21401

      Last Sold Summary

      • 2 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,080,000
Median Single Family Sale Price
$2,125,000
Median Townhouse Sale Price
$955,000
Median 2 Bedroom Sale Price
$930,000
Median 1 Bedroom Sale Price
$550,000
Average Price Per Sq Ft
$677
Number of Homes for Sale
23
Last 12 months Home Sales
51
Months of Supply
5.40
Median List Price
$1,312,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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