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Downtown Annapolis Homes for Sale

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  • 190 Duke of Gloucester St, Annapolis, MD 21401
    190 Duke of Gloucester St, Annapolis, MD 21401
    190 Duke of Gloucester St, Annapolis, MD 21401
    /61

    $1,500,000

    • 4 Beds
    • 5 Baths
    • 3,393 Sq Ft

    190 Duke of Gloucester St, Annapolis, MD 21401

    Historic charm and everyday comfort come together beautifully in this spacious Victorian in the heart of downtown Annapolis. From the wide front porch—perfect for slow morning coffee or unwinding at the end of the day—to the sun-filled interior, this home offers the rare combination of character, scale, and convenience. With four finished levels, 4 bedrooms, 3 full baths, 2 half baths, and a

    Agent Photo

    Shane Hall

    Compass

    (410) 397-7573

    190 Duke of Gloucester 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
    /61

    $1,375,000

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

    165 King George St, Annapolis, MD 21401

    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 rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, 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
    /67

    $1,725,000

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

    66 Franklin St Unit 509, Annapolis, MD 21401

    Rare penthouse opportunity in downtown Annapolis. This 3-bedroom, 3.5-bath condo in the exclusive Acton’s Landing community offers over 2,500 square feet of mint-condition living space, private elevator access, two deeded tandem garage parking spaces, and two large balconies with skyline views of Annapolis.The layout is bright, open and functional, with natural light throughout the day. The

    Georgie Berkinshaw Coldwell Banker Realty

    66 Franklin St Unit 509, Annapolis, MD 21401
  • 163 Prince George St, Annapolis, MD 21401
    163 Prince George St, Annapolis, MD 21401
    163 Prince George St, Annapolis, MD 21401
    /65

    $1,425,000

    • 3 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    163 Prince George St, Annapolis, MD 21401

    Located on one of the most charming and desirable streets in Historic Annapolis, this beautifully updated home offers a rare combination of timeless character, thoughtful improvements, and an exceptional sense of space and privacy. With no direct neighbors in front or behind, the home enjoys an open, airy setting that is hard to find in such a prime downtown location.Inside, historic details

    Teresa Klem Long & Foster Real Estate, Inc.

    163 Prince George St, Annapolis, MD 21401
  • 57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    /35

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 1,037 Sq Ft

    57 Town Pines Ct, Annapolis, MD 21401

    NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations.Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a

    Yury Garamyan Jason Mitchell Group

    57 Town Pines Ct, Annapolis, MD 21401
  • 66 Franklin St Unit 407, Annapolis, MD 21401
    66 Franklin St Unit 407, Annapolis, MD 21401
    66 Franklin St Unit 407, Annapolis, MD 21401
    /51

    $1,200,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 1,771 Sq Ft

    66 Franklin St Unit 407, Annapolis, MD 21401

    Welcome to Acton’s Landing—where refined living meets the charm of downtown Annapolis.Perched on the 4th floor, this beautifully appointed residence offers effortless, low-maintenance living with an open-concept layout designed for both comfort and style. The kitchen, dining, and living spaces flow seamlessly together, enhanced by hardwood floors, crown molding, recessed lighting, and

    Sandra K. Libby Long & Foster Real Estate, Inc.

    66 Franklin St Unit 407, Annapolis, MD 21401
  • 98 Duke of Gloucester St, Annapolis, MD 21401
    98 Duke of Gloucester St, Annapolis, MD 21401
    98 Duke of Gloucester St, Annapolis, MD 21401
    /10

    $2,700,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,565 Sq Ft

    98 Duke of Gloucester St, Annapolis, MD 21401

    LOCATION! Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the heart of the Historic District, 98 Duke of Gloucester Street is the kind of property buyers wait years to find. Set on one of the widest, two-way streets downtown, this rare residence offers the convenience of being just steps from the waterfront, restaurants, shops, and the charm that makes

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    98 Duke of Gloucester St, Annapolis, MD 21401
  • 179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    /30

    $999,999 Open Sat 11AM - 1PM

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

    179 Green St, Annapolis, MD 21401

    Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant

    Sergey Taksis Long & Foster Real Estate, Inc.

    179 Green 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 a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • 39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    /67

    $3,495,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 6,789 Sq Ft

    39 Southgate Ave, Annapolis, MD 21401

    This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Tucked behind the home is a surprising expansive lot that feels much larger than you would

    Glenn Sutton TTR Sotheby's International Realty

    39 Southgate Ave, Annapolis, MD 21401
  • 31 College Ave, Annapolis, MD 21401
    31 College Ave, Annapolis, MD 21401
    31 College Ave, Annapolis, MD 21401
    /26

    $550,000

    • 1 Bed
    • 1 Bath
    • 632 Sq Ft

    31 College Ave, Annapolis, MD 21401

    Unbeatable USNA Proximity! Perfectly Located to enjoy all of what downtown Annapolis has to offer! This delightful one-level condo at 31 College Ave places you in the premier location, literally neighbors with the Naval Academy and St. John’s. Enjoy a functional, open floor plan with a decorative fireplace, gas cooking, and a luxurious custom bath in the primary suite. Includes basement storage

    Steven Knopf Engel & Völkers Annapolis

    31 College Ave, 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 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright 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 with 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. Buyers may also find newer condos that have an early American influence. Home prices vary significantly based on size, age and location. Historic and waterfront properties often command the highest prices. Nearby green spaces like Campbell Park and Acton's Cove Waterfront Park offer scenic views and shaded areas. Annapolis Waterworks Park has recently expanded its trail network, fostering a sense of community among outdoor enthusiasts. Downtown Annapolis has a strong dining and entertainment scene, including favorite eateries like Galway Bay Irish Restaurant and Pub and events like the annual Oyster Roast and Sock Burning. Parking in Downtown Annapolis is scarce, but the area is highly walkable. Local bus routes and water taxis provide convenient transportation options. Public schools in the area include Wiley H. Bates Middle, Annapolis High and St. Mary's School. Nearby private schools include St. Mary's School, an A-rated Catholic institution.
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 fairly walkable and bikeable with some transit options. Downtown Annapolis is a suburban neighborhood. 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 less safe than the average neighborhood in the United States. It received a crime score of 5 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 $1,138,000. If you put a 20% down payment of $227,600 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $5,730 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $246K a year to afford the median home price in Downtown Annapolis. Learn how much home you can afford with our Home Affordability Calculator. 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, 21012 and 21037.
What are the most popular neighborhoods near Downtown Annapolis, Annapolis, MD?
The most popular neighborhoods near Downtown Annapolis, Annapolis, MD are Forest Villa, Eastport, West Annapolis-Wardour, Pendennis Mount and Tyler Heights-Primrose Acres.

Home Trends in Downtown Annapolis, MD

On average, homes in Downtown Annapolis, Annapolis sell after 40 days on the market compared to the national average of 55 days. The median sale price for homes in Downtown Annapolis, Annapolis over the last 12 months is $1,042,500, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,042,500
Median Single Family Sale Price
$1,650,000
Median Townhouse Sale Price
$875,000
Median 2 Bedroom Sale Price
$950,000
Median 1 Bedroom Sale Price
$749,900
Average Price Per Sq Ft
$612
Number of Homes for Sale
12
Last 12 months Home Sales
52
Months of Supply
2.80
Median List Price
$1,138,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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