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Downtown Annapolis Homes for Sale

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  • 96 Conduit St, Annapolis, MD 21401
    96 Conduit St, Annapolis, MD 21401
    96 Conduit St, Annapolis, MD 21401
    /44

    $1,049,000

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    96 Conduit St, Annapolis, MD 21401

    Experience timeless charm and modern living at 96 Conduit Street — a beautiful residence in the heart of Historic Downtown Annapolis. Nestled on a quiet street just steps from Spa Creek and City Dock, this 3/4-bedroom, 2-bath home blends colonial character with modern updates. Recent updates include new roof, new electric, new hot water heater, a new liner for the gas furnace and interior and

    Georgie Berkinshaw Coldwell Banker Realty

    96 Conduit St, Annapolis, MD 21401
  • 212 Duke of Gloucester St, Annapolis, MD 21401
    212 Duke of Gloucester St, Annapolis, MD 21401
    212 Duke of Gloucester St, Annapolis, MD 21401
    /23

    $675,000

    • Studio
    • 2,300 Sq Ft

    212 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both

    Ronald Howard RE/MAX Advantage Realty

    212 Duke of Gloucester St, Annapolis, MD 21401
  • 48 Cornhill St, Annapolis, MD 21401
    48 Cornhill St, Annapolis, MD 21401
    48 Cornhill St, Annapolis, MD 21401
    /42

    $900,000

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

    48 Cornhill St, Annapolis, MD 21401

    In the shade of the Statehouse, nestled on a quiet side street, there is a comfortable and elegant home that has welcomed family, friends, and guests for 175 years. This is 48 Cornhill, and now it's ready for your family, friends, and guests. The property has been updated while respecting the character and tradition that can only be found in an historic property. The large rooms, en-suite

    Dawn Riley RE/MAX One

    48 Cornhill St, Annapolis, MD 21401
  • 66 Franklin St Unit 20, Annapolis, MD 21401
    66 Franklin St Unit 20, Annapolis, MD 21401
    66 Franklin St Unit 20, Annapolis, MD 21401
    /29

    $775,000

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

    66 Franklin St Unit 20, Annapolis, MD 21401

    Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath condo in the sought-after Acton's Landing community. Perfectly situated on the street level for effortless access, this unit combines convenience with luxury. The open-concept layout features a generous living space, a large kitchen with a center island, breakfast bar, and plenty of storage—ideal for a

    John Collins Long & Foster Real Estate, Inc.

    66 Franklin St Unit 20, Annapolis, MD 21401
  • 66 Franklin St Unit 509, Annapolis, MD 21401
    66 Franklin St Unit 509, Annapolis, MD 21401
    66 Franklin St Unit 509, Annapolis, MD 21401
    /36

    $1,850,000

    • 3 Beds
    • 3.5 Baths
    • 2,477 Sq Ft

    66 Franklin St Unit 509, Annapolis, MD 21401

    Gorgeous, One-of-a-Kind Luxury Penthouse in Downtown Annapolis!Welcome to this stunning 3-bedroom, 3.5-bathroom penthouse condo in the exclusive Acton’s Landing community—offering an unparalleled blend of historic charm and sophisticated modern living. With private elevator access, deeded use of two garage parking spaces, and two expansive balconies with breathtaking skyline views, this

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    66 Franklin St Unit 509, Annapolis, MD 21401
  • 179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    /29

    $1,175,000

    • 2 Beds
    • 1.5 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Experience the Essence of Annapolis Charm at 179 Green StreetNestled in the heart of historic downtown Annapolis, this beautifully updated home blends timeless character with modern comforts. Just steps from vibrant Main Street, the waterfront, boutique shopping, and Annapolis Elementary School, this location offers the very best of city living in one of the city's most coveted

    David Yee Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /49

    $1,475,000

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

    165 King George St, Annapolis, MD 21401

    Back on the market with a DRAMATIC price improvement!! Welcome to your truly turnkey 3-unit investment property in the HEART of Annapolis!! All 3 units come FULLY furnished, down to the spoons and forks!! Literally STEPS away from the Naval Academy main gate and downtown Annapolis!! Unit 1 is a 1 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. You will

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    165 King George St, Annapolis, MD 21401
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /49

    $1,475,000

    • Studio
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    Back on the market with a DRAMATIC price improvement!! Welcome to your truly turnkey 3-unit investment property in the HEART of Annapolis!! All 3 units come FULLY furnished, down to the spoons and forks!! Literally STEPS away from the Naval Academy main gate and downtown Annapolis!! Unit 1 is a 1 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. You will

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    165 King George St, Annapolis, MD 21401
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 41 Cornhill St, Annapolis, MD 21401
    41 Cornhill St, Annapolis, MD 21401
    41 Cornhill St, Annapolis, MD 21401
    /37

    $2,300,000

    • 4 Beds
    • 2.5 Baths
    • 4,404 Sq Ft

    41 Cornhill St, Annapolis, MD 21401

    Built by Captain Beriah Maybury in 1772 and known as the Kings' Arms Tavern, this Historically designated property is a MUST SEE! This Five-Bay wide brick Single Family Home sits on top of a high scored stone foundation. 9.5 foot ceilings illuminated by nearly floor to ceiling windows showcase a lovely Library with built-In Bookcases and a wood burning Fireplace; a Two Room Parlor, also with a

    Lorain Shore Expert Realty, LLC.

    41 Cornhill St, Annapolis, MD 21401
  • 1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    /39

    $5,898,000

    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    1 Shipwright Harbor, Annapolis, MD 21401

    Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by renowned local architect as the culmination of an award winning career. The unsurpassed attention to architectural details, exquisitely curated finishes and breathtaking views of Spa Creek places this trophy home in a league of its own. Tucked away at the end of a quiet street in a premier

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • 199 Prince George St, Annapolis, MD 21401
    199 Prince George St, Annapolis, MD 21401
    199 Prince George St, Annapolis, MD 21401
    /19

    $500,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,770 Sq Ft

    199 Prince George St, Annapolis, MD 21401

    ONLINE REAL ESTATE AUCTION!! Online Bidding Opens - Monday, September 1, 2025. Online Bidding Closes - Wednesday, September 3, 2025 at 11:00 AM. List price is opening bid only. 199 Prince George Street is situated in the Downtown Annapolis Historic District, one block east of State Circle, and one block northwest of the City Dock. The home is within a short walk of Maryland State government

    Daniel Billig A.J. Billig & Company

    199 Prince George St, Annapolis, MD 21401
Maryland Anne Arundel County Annapolis Downtown Annapolis

Real Estate & Homes for Sale in Downtown Annapolis, Annapolis

Why Live in Downtown Annapolis
Downtown Annapolis is a historic neighborhood radiating from Church Circle, featuring tree-shaded streets and a Colonial-era waterfront near the U.S. Naval Academy. The area is known for its picturesque properties, including Colonial Revival townhouses and detached homes from the 1800s, as well as newer condos that maintain early American stylings. Home prices vary significantly based on size, age, and location, with historic and waterfront properties commanding the highest prices. Residents enjoy several parks, such as Susan Campbell Park and Acton's Cove Waterfront Park, offering scenic views and shaded areas. Annapolis Waterworks Park has recently expanded its trail network, fostering a sense of community among outdoor enthusiasts. The neighborhood is bustling with things to do, including dining at local favorites like Galway Bay Irish Restaurant and Pub, and attending events like the annual Oyster Roast and Sock Burning. Despite the scarcity of parking, the area is highly walkable, with bus routes and water taxis providing convenient transportation options. Schools in the area are highly rated, with Wiley H. Bates Middle, Annapolis High, and St. Mary's School offering quality education. The crime rate is lower than the national average, contributing to the neighborhood's appeal.
Learn more about living in Downtown Annapolis

Frequently Asked Questions

Is Downtown Annapolis a good place to live?
Downtown Annapolis is a good place to live. Downtown Annapolis is considered very walkable and bikeable with some transit options. Downtown Annapolis is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Downtown Annapolis has 5 parks for recreational activities. It is fairly sparse in population with 4.4 people per acre and a median age of 38. The average household income is $137,188 which is above the national average. College graduates make up 69.8% of residents. A majority of residents in Downtown Annapolis are renters, with 53.9% of residents renting and 46.1% of residents owning their home. A local real estate agent serving Downtown Annapolis can help you decide if this neighborhood is the right one for you. Learn more on our Downtown Annapolis neighborhood guide.
Is Downtown Annapolis, MD a safe neighborhood?
Downtown Annapolis, MD is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Downtown Annapolis?
The median home price in Downtown Annapolis is $589,000. If you put a 20% down payment of $117,800 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $3,050 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $131K a year to afford the median home price in Downtown Annapolis. The average household income in Downtown Annapolis is $137K.
What are the best public schools in Downtown Annapolis?
The best public schools that serve Downtown Annapolis are:
What are the best private schools in Downtown Annapolis?
The best private schools that serve Downtown Annapolis are:
What are the most popular zip codes in Downtown Annapolis, Annapolis, MD?
The most popular zip codes in Downtown Annapolis, Annapolis, MD include 21401, 21403, 21409, 21032 and 21037.
What are the most popular neighborhoods near Downtown Annapolis, Annapolis, MD?
The most popular neighborhoods near Downtown Annapolis, Annapolis, MD are Eastport, Forest Villa, West Annapolis-Wardour, Tyler Heights-Primrose Acres and Victor Haven.
Are home prices dropping in Downtown Annapolis?
Yes, home prices in Downtown Annapolis are down 4% in the last 12 months.

Home Trends in Downtown Annapolis, MD

On average, homes in Downtown Annapolis, Annapolis sell after 22 days on the market compared to the national average of 70 days. The median sale price for homes in Downtown Annapolis, Annapolis over the last 12 months is $388,000, down 29% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$388,000
Median Single Family Sale Price
$346,000
Median 2 Bedroom Sale Price
$785,000
Average Price Per Sq Ft
$353
Number of Homes for Sale
2
Last 12 months Home Sales
28
Months of Supply
0.90
Median List Price
$589,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-29%
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