1,992

Downtown Annapolis Homes

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    • /39

      Est $695,908 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 910 Sq Ft

      88 Charles St, Annapolis, MD 21401

      88 Charles St, Annapolis, MD 21401
  • /69

    $1,151,000 Sold Jul 17, 2025

    • 1,109 Sq Ft
    • $1,038/SF
    • 9 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1930

    16 Southgate Ave, Annapolis, MD 21401

    Where to Begin?Where timeless style meets smart functionality, this stunning one-level gem in Murray Hill is more than just a home. Bathed in natural light with soaring vaulted ceilings, this meticulously renovated architectural treasure offers a surprising sense of openness and calm. Every inch has been thoughtfully designed to create a private, peaceful oasis just steps from the heart of

    Malina Koerschner Coldwell Banker Realty

    16 Southgate Ave, Annapolis, MD 21401
    • /38

      Est $1,416,311 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,652 Sq Ft

      55 Richards Ln, Annapolis, MD 21401

      55 Richards Ln, Annapolis, MD 21401
  • /44

    $950,000 Sold Jul 15, 2025

    • 1,527 Sq Ft
    • $622/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    173 Prince George St, Annapolis, MD 21401

    Rare, modern (1978) built detached home in the Historic District with newly renovated kitchen featuring inset cabinets and wide plank wood floors! Excellent open floor plan make this home feel light and breezy and create great flow throughout. Glass doors from the great room open to a private brick patio and primary bedrooms has a deck with retractable awning. Spacious top level suite has

    Alex Tower Sears TTR Sotheby's International Realty

    173 Prince George St, Annapolis, MD 21401
    • /30

      Est $682,116 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,001 Sq Ft

      16 Fleet St, Annapolis, MD 21401

      16 Fleet St, Annapolis, MD 21401
  • /21

    $215,000 Sold Jul 15, 2025

    • 1,037 Sq Ft
    • $207/SF
    • 31 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1975

    63 Town Pines Ct, Annapolis, MD 21401

    Welcome to the heart of downtown Annapolis, where city living meets historic charm! This 3-bedroom, 1 Full and 1 Half-bathroom, townhome offers an incredible opportunity to be just 2 blocks away from the Capitol building, shopping, restaurants, and the picturesque waterfront filled with boats. Convenience is key with parking included, allowing you to explore the vibrant downtown area with ease.

    Martin Tippet ExecuHome Realty

    63 Town Pines Ct, Annapolis, MD 21401
    • /28

      Est $826,711 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,625 Sq Ft

      114 South St, Annapolis, MD 21401

      114 South St, Annapolis, MD 21401
  • /32

    $1,125,000 Sold Jul 07, 2025

    • 2,322 Sq Ft
    • $484/SF
    • 34 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1832

    160 Green St, Annapolis, MD 21401

    Step into a piece of Annapolis history with the Philip Clayton House, a cherished landmark dating back to 1834. Perfectly situated within walking distance to the City Dock, U.S. Naval Academy, and the vibrant shops and restaurants of Downtown Annapolis, this residence blends timeless character with everyday convenience. Over nearly two centuries, the home has undergone thoughtful renovations and

    Lucie Dulin Compass

    160 Green St, Annapolis, MD 21401
    • /78

      Est $2,466,851 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,697 Sq Ft

      35 Southgate Ave, Annapolis, MD 21401

      35 Southgate Ave, Annapolis, MD 21401
  • /27

    $3,517,500 Sold Jun 30, 2025

    • 3,119 Sq Ft
    • $1,128/SF
    • 0 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1930

    11 Southgate Ave, Annapolis, MD 21401

    A truly unique opportunity to enjoy your own private dock on Spa Creek from this classic totally renovated home on the prettiest block of the prettiest street in Annapolis. Perfect seamless renovation, excellent layout, timeless, gorgeous designed baths and kitchen.Some beautiful views, excellent outdoor entertaining space, fully fenced yard and even an impossible to find detached garage. Only a

    Alex Tower Sears TTR Sotheby's International Realty

    11 Southgate Ave, Annapolis, MD 21401
    • /32

      Est $1,735,724 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,280 Sq Ft

      27 Thompson St, Annapolis, MD 21401

      27 Thompson St, Annapolis, MD 21401
  • /32

    $699,000 Sold Jun 30, 2025

    • 1,032 Sq Ft
    • $677/SF
    • 3 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1918

    104 South St, Annapolis, MD 21401

    Ideally located in the heart of the Historic Annapolis, this beautifully maintained 2-bedroom, 1.5-bath home is just a short walk from Church Circle and one block from a waterfront park—perfect for launching your paddleboard or catching a water taxi for a quick ride to Eastport. With Spa Creek just steps away and Main Street, West Street restaurants, the City Dock, Naval Academy, and Murray Hill

    Jenna Smith Redfin Corp

    104 South St, Annapolis, MD 21401
    • /58

      Est $1,557,680 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,000 Sq Ft

      15 South St, Annapolis, MD 21401

      15 South St, Annapolis, MD 21401
  • /59

    $2,150,000 Sold Jun 27, 2025

    • 2,833 Sq Ft
    • $759/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1936

    19 Thompson St, Annapolis, MD 21401

    This absolutely stunning 4-bedroom, 2.5-bath home in the heart of Murray Hill has just undergone a full-scale renovation by a top-tier local architect, designer, and builder—resulting in a true magazine-worthy home. Thoughtfully reimagined to blend timeless style with modern functionality, the home features a chef’s kitchen with custom cabinetry, marble countertops, built-in bench seating, and

    Elizabeth Dooner Coldwell Banker Realty

    19 Thompson St, Annapolis, MD 21401
    • /31

      Est $772,104 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,246 Sq Ft

      128 Market St, Annapolis, MD 21401

      128 Market St, Annapolis, MD 21401
  • /52

    $3,100,000 Sold Jun 27, 2025

    • 3,591 Sq Ft
    • $863/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1890

    21 Southgate Ave, Annapolis, MD 21401

    Sited on a prominent double lot in the heart of Annapolis' Murray Hill neighborhood, 21 Southgate Avenue is a masterfully reimagined home. Originally built by the Southgate family in the late 1800s, this one-of-a-kind estate blends formal sophistication with effortless Annapolis charm. Honoring its architectural heritage while delivering the luxuries of today, the home was crafted by Reverend

    Elizabeth Dooner Coldwell Banker Realty

    21 Southgate Ave, Annapolis, MD 21401
    • /29

      Est $1,019,117 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,804 Sq Ft

      243 Hanover St, Annapolis, MD 21401

      243 Hanover St, Annapolis, MD 21401
  • /48

    $1,460,000 Sold Jun 11, 2025

    • 3,104 Sq Ft
    • $470/SF
    • 30 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1910

    88 Market St, Annapolis, MD 21401

    OPEN HOUSE SCHEDULED FOR SUNDAY, MAY 18th HAS BEEN CANCELLED. UNDER CONTRACT!!ATTENTION WOULD-BE ANNAPOLITANS !!! RARE OPPORTUNITY TO OWN and LUXURIOUSLY ABIDE IN RESTORED HISTORIC DISTRICT HOME on lower Market Street punctuated by Spa Creek’s waterfront! Stroll along storied brick sidewalks to downtown City Dock’s bustling harbor of boutiques, bistros, boating, and USNA activity. Grab a water

    Donna Hagen Coldwell Banker Realty

    88 Market St, Annapolis, MD 21401
    • /15

      Est $233,841 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,008 Sq Ft

      102 W Washington St, Annapolis, MD 21401

      102 W Washington St, Annapolis, MD 21401
  • /84

    $1,725,000 Sold Jun 03, 2025

    • 3,160 Sq Ft
    • $546/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1905

    33 Southgate Ave, Annapolis, MD 21401

    Charming Murray Hill Gem in the Heart of Annapolis!Discover this classic Murray Hill residence, perfectly situated on sought-after Southgate Avenue. This beautifully maintained home is move-in ready and offers timeless charm with modern updates.Step onto the inviting front porch and take in the tree-lined street before entering a home filled with character—hardwood floors, nine-foot ceilings,

    Georgie Berkinshaw Coldwell Banker Realty

    33 Southgate Ave, Annapolis, MD 21401
    • /34

      Est $763,595 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 980 Sq Ft

      50 Fleet St, Annapolis, MD 21401

      50 Fleet St, Annapolis, MD 21401
  • /32

    $700,000 Sold May 30, 2025

    • 988 Sq Ft
    • $709/SF
    • 9 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    24 Fleet St, Annapolis, MD 21401

    *Seller has an offer in hand. Please submit best and final by 9PM EST Monday, May 12, 2025. Seller will review offers and make a decision on TuesdayMay 12, 2025 - seller reserves the right to accept an offer before deadline*Welcome to 24 Fleet St—a beautifully maintained 2-bedroom, 1.5-bath row home nestled in the heart of historic downtown Annapolis. This classic home blends timeless character

    Shane Hall Compass

    24 Fleet St, Annapolis, MD 21401
    • /50

      Est $3,184,026 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,043 Sq Ft

      75 Charles St, Annapolis, MD 21401

      75 Charles St, Annapolis, MD 21401
  • /33

    $950,000 Sold May 29, 2025

    • 1,288 Sq Ft
    • $738/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1911

    51 Lafayette Ave, Annapolis, MD 21401

    Live the Annapolis lifestyle in the heart of Murray Hill—just steps from Lafayette Park where you can launch your kayak or paddleboard and be on Spa Creek in minutes. This beautifully renovated 3-bedroom, 2.5-bath single-family home blends timeless Italianate charm with modern updates, all in one of the most walkable and coveted neighborhoods in town.Enjoy an easy stroll to City Dock, marinas,

    Elizabeth Dooner Coldwell Banker Realty

    51 Lafayette Ave, Annapolis, MD 21401
    • /49

      Est $1,053,844 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,635 Sq Ft

      140 Charles St, Annapolis, MD 21401

      140 Charles St, Annapolis, MD 21401
  • /24

    $785,000 Sold May 28, 2025

    • 1,620 Sq Ft
    • $485/SF
    • 12 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2007

    66 Franklin St Unit 203, Annapolis, MD 21401

    Acton's Landing perfection! This beautiful condo faces directly onto South St offering tons of natural light and great views of historic Annapolis homes. With two large bedroom ensuites in addition to an office and half bath, there's room for everyone. Step inside the front door to a gorgeous open concept main living area, perfect for entertaining your guests. The all season sunroom allows you to

    Joseph Wallman Coldwell Banker Realty

    66 Franklin St Unit 203, Annapolis, MD 21401
    • /56

      Est $2,411,969 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,174 Sq Ft

      8 Shaw St, Annapolis, MD 21401

      8 Shaw St, Annapolis, MD 21401
  • /26

    $900,000 Sold May 07, 2025

    • 2,510 Sq Ft
    • $359/SF
    • 61 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1868

    101 Charles St, Annapolis, MD 21401

    Excellent investment opportunity in this perfect in town location with three turnkey apartment units and a parking space. All units have separate entrances, utilities and washers and dryers. Each sunny apartment has a great floor plan and a perfect rental history with current city licenses in place. Top level apt. has loft. Great for owner occupied with one long term and one short term rental

    Alex Tower Sears TTR Sotheby's International Realty

    101 Charles St, Annapolis, MD 21401
    • /69

      Est $1,491,245 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,304 Sq Ft

      18 South St, Annapolis, MD 21401

      18 South St, Annapolis, MD 21401
  • /25

    $749,900 Sold May 02, 2025

    • 1,590 Sq Ft
    • $472/SF
    • 0 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2007

    66 Franklin St Unit 10, Annapolis, MD 21401

    Looking for the perfect downtown Annapolis condo? You've found it! Beautifully update and filled with natural light, offering a unique layout that flows perfectly. The gourmet kitchen is chef-ready and is ideally situated to the living area for entertaining your guests. The gorgeous primary bedroom is large, open, offers an updated bathroom and walk in closet. Although technically "one bedroom"

    Joseph Wallman Coldwell Banker Realty

    66 Franklin St Unit 10, Annapolis, MD 21401
    • /44

      Est $750,945 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,025 Sq Ft

      61 East St, Annapolis, MD 21401

      61 East St, Annapolis, MD 21401
  • /41

    $1,425,000 Sold Apr 29, 2025

    • 2,089 Sq Ft
    • $682/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1900

    144 Charles St, Annapolis, MD 21401

    Timeless Elegance in the Heart of Historic Annapolis. Tucked away on one of Annapolis’ most charming streets, this circa-1900 home blends historic character with thoughtful, high-end renovations. Painted deep navy cedar shingles with crisp white trim, this unique home sits gracefully along a brick-paved sidewalk, just steps from the waterfront, the U.S. Naval Academy, and downtown’s best

    Kate Hopkins Coldwell Banker Realty

    144 Charles St, Annapolis, MD 21401
    • /58

      Est $841,140 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,098 Sq Ft

      85 Charles St, Annapolis, MD 21401

      85 Charles St, Annapolis, MD 21401
  • /56

    $1,260,000 Sold Mar 31, 2025

    • 1,820 Sq Ft
    • $692/SF
    • 2 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2008

    22 Dean St Unit 2, Annapolis, MD 21401

    This exquisite three-bedroom, three-and-a-half-bath townhome-style condo in Historic Annapolis offers not just luxury and charm but also the rare convenience of two dedicated parking spots in the attached garage. Nestled in the heart of downtown, this elegant property features an eye-catching brick facade and blends sophisticated design with the allure of waterfront living just a short stroll

    Teresa Klem Long & Foster Real Estate, Inc.

    22 Dean St Unit 2, Annapolis, MD 21401
    • /35

      Est $866,560 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,000 Sq Ft

      45 City Gate Ln, Annapolis, MD 21401

      45 City Gate Ln, Annapolis, MD 21401
  • /95

    $1,495,000 Sold Mar 31, 2025

    • 4,192 Sq Ft
    • $357/SF
    • 84 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1915

    29 Southgate Ave, Annapolis, MD 21401

    A Rare Opportunity Awaits at 29 Southgate, now priced at 1,549,900 & open this weekend.Every so often, a home comes along that stops people in their tracks. For those who’ve admired this Murray Hill icon, now is your chance to make it yours. Built in 1915, this Grand Dame blends timeless elegance with modern potential. Set on a 40' x 140' lot, the property features a repointed retaining wall,

    Yael Beckman Coldwell Banker Realty

    29 Southgate Ave, Annapolis, MD 21401
    • /43

      Est $1,291,459 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,278 Sq Ft

      96 Market St, Annapolis, MD 21401

      96 Market St, Annapolis, MD 21401
  • /50

    $900,000 Sold Mar 27, 2025

    • 1,256 Sq Ft
    • $717/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1918

    102 South St, Annapolis, MD 21401

    A truly rare and spectacular home just completed and totally renovated in the heart of Annapolis' Historic District! It is like having a brand new townhouse in Downtown Annapolis. Banks of all new windows throughout the house highlight the sleek, beautiful finishes in the sunny, open spaces. Worry free living with the all new appliances, HVAC system, 2.5 baths, plumbing, electric and wood

    Alex Tower Sears TTR Sotheby's International Realty

    102 South St, Annapolis, MD 21401
    • /5

      Est $1,503,692 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,522 Sq Ft

      198 Prince George St, Annapolis, MD 21401

      198 Prince George St, Annapolis, MD 21401
  • /38

    $905,000 Sold Mar 27, 2025

    • 1,650 Sq Ft
    • $548/SF
    • 25 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1870

    170 Green St, Annapolis, MD 21401

    Welcome to the epitome of Annapolis charm! Nestled in the heart of the historic district, this stunning 1870 Victorian home—with its historic plaque—offers an extraordinary blend of period elegance and modern comfort. Located just steps from the waterfront and Annapolis Elementary, 170 Green Street immerses you in the vibrant, cultural essence of downtown Annapolis.This home is a

    Nicole Callender Keller Williams Realty Delmarva

    170 Green St, Annapolis, MD 21401

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