1,992

Downtown Annapolis Homes

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  • /31

    $600,000 Pending

    • Studio
    • 1,448 Sq Ft

    11 1/2 College Ave, Annapolis, MD 21401

    Amazing renovation opportunity in the heart of Annapolis, literally a stone's throw from the Naval Academy! 2 separate legal units, separately metered for gas and electric. Bring your architect and your contractor, as the potential is endless and exciting! Keep as two units or convert back to a spectacular single-family home. Major renovation is needed, but it is priced perfectly as the land

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    11 1/2 College Ave, 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
    • /39

      Est $688,805 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 910 Sq Ft

      88 Charles St, Annapolis, MD 21401

      88 Charles St, Annapolis, MD 21401
  • /28

    $950,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,706 Sq Ft

    66 Franklin St Unit 307, Annapolis, MD 21401

    Are you ready for the easy living of this downtown Annapolis condominium? (professional photos coming!) This spacious and airy home offers easy living just moments from restaurants, entertainment, Spa Creek, the Naval Academy, the State House, and everyting else that historic Annapolis offers. And besides the two balconies overlooking the gorgeous courtyard, the two generous bedroom suites, each

    Nellie Arrington Long & Foster Real Estate, Inc.

    66 Franklin St Unit 307, 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
    • /38

      Est $1,407,500 Not Listed For Sale

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

      55 Richards Ln, Annapolis, MD 21401

      55 Richards Ln, Annapolis, MD 21401
  • /50

    $1,475,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    138 Charles St, Annapolis, MD 21401

    Just Reduced! First time on the market in 40 years! This is a rare and special opportunity to own a detached home with both a garage and driveway in The Historic District of Downtown Annapolis. This elegant home seamlessly blends gorgeous original details with modern updates on three finished levels. Wrought iron fence frames the home which is ideally set back on the lot and leads to the

    Alex Tower Sears TTR Sotheby's International Realty

    138 Charles 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
    • /30

      Est $670,227 Not Listed For Sale

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

      16 Fleet St, Annapolis, MD 21401

      16 Fleet St, Annapolis, MD 21401
  • /47

    $1,000,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,496 Sq Ft

    143 Market St, Annapolis, MD 21401

    Nestled in the heart of downtown Annapolis, right on storied Market Street, this beautifully updated detached historic home seamlessly blends timeless charm with modern convenience. Hardwood floors lead from room to room, and high ceilings and gorgeous millwork prove that no detail has been overlooked. A total kitchen renovation creates the perfect space for cooking and entertaining, enhanced by

    Steven Knopf Engel & Völkers Annapolis

    143 Market 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
    • /41

      Est $513,000 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,780 Sq Ft

      66 Franklin St Unit 315, Annapolis, MD 21401

      66 Franklin St Unit 315, Annapolis, MD 21401
  • /48

    $1,399,900 Under Contract

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

    146 Duke of Gloucester St, Annapolis, MD 21401

    Experience Historic Charm & Modern Elegance in the Heart of Annapolis.Nestled in the heart of downtown Annapolis, this stunning historic Federal-style home offers the perfect blend of timeless character and modern sophistication. Located on the iconic Duke of Gloucester Street, this residence places you just steps away from the waterfront, top-tier dining, boutique shopping, and the rich

    Phil Gerdes Real Broker, LLC - Annapolis

    146 Duke of Gloucester 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
    • /28

      Est $850,768 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
  • /37

    $1,249,900 Under Contract

    • 2 Beds
    • 3 Baths
    • 1,921 Sq Ft

    66 Franklin St Unit 106, Annapolis, MD 21401

    This one-of-a-kind luxury condo in Historic Downtown Annapolis offers the perfect blend of elegance, convenience, and vibrant city living. Located in the sought-after Acton’s Landing, this 1,921 sq. ft. outside corner unit is just steps from waterfront parks, fine dining, boutique shopping, and iconic landmarks such as the U.S. Naval Academy, the Governor’s Mansion, and the Maryland State House.

    Jeremy McDonough Mr. Lister Realty

    66 Franklin St Unit 106, 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
    • /78

      Est $2,430,434 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
  • /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
    • /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
  • /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
    • /58

      Est $1,555,565 Not Listed For Sale

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

      15 South St, Annapolis, MD 21401

      15 South 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
    • /47

      Est $1,177,931 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,950 Sq Ft

      118 Conduit St, Annapolis, MD 21401

      118 Conduit St, Annapolis, MD 21401
  • /39

    $600,000 Sold Mar 25, 2025

    • 1,188 Sq Ft
    • $505/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1895

    17 Lafayette Ave, Annapolis, MD 21401

    Welcome to 17 Lafayette Avenue, a stunning three-bedroom, two-bathroom end-unit townhome nestled in the vibrant Arts District of Downtown Annapolis. Boasting a complete renovation in 2022. This impeccably maintained home seamlessly blends modern convenience with timeless charm. A welcoming covered entryway with stone accents leads you to a bright and airy open-concept floor plan. The family room

    Carol Snyder Monument Sotheby's International Realty

    17 Lafayette Ave, Annapolis, MD 21401
    • /31

      Est $762,813 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
  • /54

    $815,000 Sold Mar 17, 2025

    • 2,770 Sq Ft
    • $294/SF
    • 9 Days On Market
    • Studio
    • Built 1900

    263 Hanover St, Annapolis, MD 21401

    Location, location, location. Great investment opportunity.One block off of King George Street you will find 263-265 Hanover Street. 3 unit building. A prime, quiet location next to the United States Naval Academy. This stately building is home to three exceptionally-large, light-filled, full-floor, one-bedroom apartments. The units have separate living rooms, dining rooms and kitchens.

    Ginna Quinn Coldwell Banker Realty

    263 Hanover St, Annapolis, MD 21401
    • /13

      Est $1,644,485 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,014 Sq Ft

      220 King George St, Annapolis, MD 21401

      220 King George St, Annapolis, MD 21401
  • /66

    $1,350,000 Sold Mar 04, 2025

    • 2,434 Sq Ft
    • $555/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1875

    163 Prince George St, Annapolis, MD 21401

    Nestled on one of the most picturesque and sought-after streets in Historic Annapolis, this stunning 3-bedroom, 2.5-bathroom home beautifully blends 19th-century charm with modern-day luxury. With no direct neighbors in front or behind, the home feels remarkably open and offers a sense of privacy that’s rare in this prime location. Step inside and be captivated by meticulously preserved historic

    Teresa Klem Long & Foster Real Estate, Inc.

    163 Prince George St, Annapolis, MD 21401
    • /29

      Est $1,069,233 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
  • /57

    $1,550,000 Sold Feb 26, 2025

    • 2,760 Sq Ft
    • $562/SF
    • 0 Days On Market
    • Studio
    • Built 1900

    107 Conduit St, Annapolis, MD 21401

    The historic Smith House is a charming 4-unit home in the heart of downtown Annapolis, steps from Main Street and in the city's most desirable area. The home is the perfect turnkey opportunity for owner-occupy, long-term, and short-term rentals. Units 2, 3 and 4 fully furnished and fully built business ready for immediate income. The property generates a remarkable annual income through

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    107 Conduit St, Annapolis, MD 21401
    • /15

      Est $225,034 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
  • /50

    $2,900,000 Sold Feb 18, 2025

    • 5,911 Sq Ft
    • $491/SF
    • 10 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1776

    40 Cornhill St, Annapolis, MD 21401

    Two perfect 18-century homes being sold together. 40 and 38 Cornhill is an exquisite residence in the heart of Downtown Annapolis. Flawlessly renovated and updated with extreme attention to detail, the house has outstanding space and a wonderfully versatile layout for today's lifestyle. No expense was spared in creating and preserving each gorgeous room with beautiful custom finishes on all 4

    Alex Tower Sears TTR Sotheby's International Realty

    40 Cornhill St, Annapolis, MD 21401
    • /34

      Est $786,720 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 980 Sq Ft

      50 Fleet St, Annapolis, MD 21401

      50 Fleet St, Annapolis, MD 21401
  • /56

    $925,000 Sold Feb 11, 2025

    • 1,800 Sq Ft
    • $514/SF
    • 6 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2007

    66 Franklin St Unit 418, Annapolis, MD 21401

    Elegant Dual-Level Living with Exceptional Privacy. Experience modern luxury in this stunning 2-level condo, ideally situated in the heart of Downtown Annapolis. Just steps from Spa Creek and the water taxi, this highly sought-after residence at Acton’s Landing blends historic charm with contemporary design.With direct access to Franklin Street, you’ll bypass long hallways and elevators,

    Jennifer McCormick Engel & Völkers Annapolis

    66 Franklin St Unit 418, Annapolis, MD 21401
    • /50

      Est $3,169,935 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
  • /10

    $1,350,000 Sold Feb 06, 2025

    • 4,365 Sq Ft
    • $309/SF
    • 20 Days On Market
    • 3 Baths
    • Built 1885

    49 College Ave, Annapolis, MD 21401

    This Historic, Queen Anne style 4,300 square foot +/- building was originally constructed in 1887. The 49 House (formerly USNA Alumni Association & Foundation office building w/ 6 on-site parking spaces) offers a rare & unique opportunity for conversion into a luxury single-family residence in Historic Downtown Annapolis. Featuring expansive floor plans, high ceilings, and abundant natural

    Gene Parker Rosso Commercial Real Estate Services, LLC.

    49 College Ave, Annapolis, MD 21401
    • /69

      Est $1,475,658 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

    $2,850,000 Sold Feb 06, 2025

    • 7,972 Sq Ft
    • $358/SF
    • 42 Days On Market
    • 5 Baths
    • Built 1760

    247 King George St, Annapolis, MD 21402

    Ogle Hall - This property, originally erected in 1739 - 1742 (Georgian Style), once served as a residence for Maryland Governor Samuel Ogle, as well as two future MD Governors. This historically deemed colonial property (MHT# AA-530) saw several transformations/modifications over the next several decades. Situated on expansive grounds on the prominent corner of King George St & College

    Gene Parker Rosso Commercial Real Estate Services, LLC.

    247 King George St, Annapolis, MD 21402
    • /44

      Est $766,699 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

Showing Results 41 - 80, Page 2 of 18

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