24

Downtown Annapolis Homes for Sale

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  • 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
  • 4 Southgate Ave, Annapolis, MD 21401
    4 Southgate Ave, Annapolis, MD 21401
    4 Southgate Ave, Annapolis, MD 21401
    /120

    $3,345,000

    Open Sun 12PM - 2PM $155K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,015 Sq Ft

    4 Southgate Ave, Annapolis, MD 21401

    An exceptional offering in beloved Murray Hill, 4 Southgate Avenue is a stately American Four Square that was masterfully reimagined in 2021 by the current owner, in collaboration with Cumberstone Builders and acclaimed architect Jay Schwarz of Alt/Breeding/Schwarz. Four Southgate Avenue seamlessly blends historic charm and architectural pedigree with the ease of modern living. A classic front

    Malina Koerschner Coldwell Banker Realty

    4 Southgate Ave, 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
  • 16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    /92

    $3,849,000

    • 6 Beds
    • 5.5 Baths
    • 4,474 Sq Ft

    16 Maryland Ave, Annapolis, MD 21401

    “A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends

    Joanna Dalton Coldwell Banker Realty

    16 Maryland 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
  • 51 Franklin St, Annapolis, MD 21401
    51 Franklin St, Annapolis, MD 21401
    51 Franklin St, Annapolis, MD 21401
    /47

    $1,690,000

    Open Sun 1PM - 3PM $60K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    51 Franklin St, Annapolis, MD 21401

    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 including Legno Bastone

    Yael Beckman Coldwell Banker Realty

    51 Franklin St, Annapolis, MD 21401
  • 146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    /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
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,750,000

    • 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 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 iconic moments, from the Blue

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 87 Shipwright St, Annapolis, MD 21401
    87 Shipwright St, Annapolis, MD 21401
    /2

    $1,850,000

    Coming Soon
    • 6 Beds
    • 4.5 Baths
    • 2,744 Sq Ft

    87 Shipwright St, Annapolis, MD 21401

    ****Coming soon!!! Professional Photos Coming soon!!

    Catherine Watson - Bye RE/MAX Executive

    87 Shipwright 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
    /34

    $725,000

    • 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
  • 57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    /35

    $250,000

    $49K PRICE DROP
    • 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
  • 75 Shipwright St, Annapolis, MD 21401
    75 Shipwright St, Annapolis, MD 21401
    75 Shipwright St, Annapolis, MD 21401
    /94

    $1,550,000

    • 5 Beds
    • 3.5 Baths
    • 2,557 Sq Ft

    75 Shipwright St, Annapolis, MD 21401

    75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external

    Norman Lee III Anne Arundel Properties, Inc.

    75 Shipwright St, Annapolis, MD 21401
  • 66 Franklin St Unit 403, Annapolis, MD 21401
    66 Franklin St Unit 403, Annapolis, MD 21401
    66 Franklin St Unit 403, Annapolis, MD 21401
    /60

    $1,298,000

    • 2 Beds
    • 2.5 Baths
    • 1,349 Sq Ft

    66 Franklin St Unit 403, Annapolis, MD 21401

    Welcome to the heart of Annapolis and experience elegant downtown living at Acton’s Landing, just footsteps from the city’s vibrant waterfront, fine dining, shopping, and historic attractions. Perfectly positioned, this distinguished brick condominium building offers refined living with breathtaking views of the Maryland State Capitol and the Annapolis waterfront, placing the very best of the

    Joan Russell Coldwell Banker Realty

    66 Franklin St Unit 403, Annapolis, MD 21401
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /138

    $7,999,000

    • 4 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    11 S Acton Place, Annapolis, MD 21401

    Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively

    Shawn Martin Real Broker, LLC

    11 S Acton Place, Annapolis, MD 21401
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /52

    $2,295,000

    Open Sat 12PM - 2PM $155K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwarz and Clara Rose Interior Design, this home features a brand-new kitchen, wet bar, and fully reconfigured third floor with every detail thoughtfully considered. Water access at the end of the block, Acton's Cove waterfront park around the corner, all of downtown Annapolis within

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    /40

    $979,000

    Open Sun 11AM - 1PM $21K PRICE DROP
    • 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
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /20

    $695,000

    Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    34 Pinkney St, Annapolis, MD 21401

    How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • 9 College Ave, Annapolis, MD 21401
    9 College Ave, Annapolis, MD 21401
    9 College Ave, Annapolis, MD 21401
    /58

    $1,150,000

    Open Sun 12PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 1,999 Sq Ft

    9 College Ave, Annapolis, MD 21401

    Coming soon! Construction completion, date end of May. A rare offering on prestigious College Avenue, this exquisitely reimagined end-of-row residence places you just steps from Gate 3 of the U.S. Naval Academy, the Navy Chapel, St. John’s College, and the finest dining, boutiques, and waterfront experiences in downtown Annapolis. Enjoy the timeless charm of church bells from your private balcony

    Katie Neighoff RE/MAX United Real Estate

    9 College Ave, Annapolis, MD 21401
  • 158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    /26

    $1,599,000

    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    158 Prince George St, Annapolis, MD 21401

    RARE OPPORTUNITY TO OWN A REMARKABLE PIECE OF ANNAPOLIS HISTORY! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence with a gambrel roof structure and features header and English bond brick walls. This property has been thoughtfully adapted for modern living while preserving its timeless character and craftsmanship. Ideally located

    Marion Brenner Long & Foster Real Estate, Inc.

    158 Prince George St, Annapolis, MD 21401
  • 66 Franklin St Unit 306, Annapolis, MD 21401
    66 Franklin St Unit 306, Annapolis, MD 21401
    66 Franklin St Unit 306, Annapolis, MD 21401
    /30

    $1,324,500

    Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    66 Franklin St Unit 306, Annapolis, MD 21401

    **Coming Soon***, Beautiful renovation just completed. This 2 bedroom, 2.5 bath plus Den/Office was fully renovated in 2026 and is Turn Key ready for the new owner. Prime Downtown Annapolis location with 2 deeded garage parking spaces and 2 storage units in the building. The residence is filled with natural light from its desirable southern exposure and features an oversized balcony extending the

    George Turner Coldwell Banker Realty

    66 Franklin St Unit 306, Annapolis, MD 21401
  • 5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    /46

    $12,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,993 Sq Ft

    5 Franklin St, Annapolis, MD 21401

    A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and

    Brad Kappel TTR Sotheby's International Realty

    5 Franklin St, Annapolis, MD 21401
  • 250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    /37

    $2,150,000

    • 5 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    250 Prince George St, Annapolis, MD 21401

    Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped

    Brad Kappel TTR Sotheby's International Realty

    250 Prince George St, Annapolis, MD 21401
  • 32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    /2

    $799,900

    Open House 6/07 Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    32 Cornhill St, Annapolis, MD 21401

    NOTE: Professional pictures, floor plans pictures are being completed within a week. Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been

    Mark Feen Coldwell Banker Realty

    32 Cornhill St, Annapolis, MD 21401
  • 192 Duke of Gloucester St, Annapolis, MD 21401
    192 Duke of Gloucester St, Annapolis, MD 21401
    192 Duke of Gloucester St, Annapolis, MD 21401
    /47

    $1,950,000

    • 6 Beds
    • 4 Baths
    • 3,415 Sq Ft

    192 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street

    Hanh Pham Samson Properties

    192 Duke of Gloucester 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 $1,281,450. If you put a 20% down payment of $256,300 and had a 30-year fixed mortgage with an interest rate of 6.53%, your estimated principal and interest payment would be $6,500 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $279K 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, Tyler Heights-Primrose Acres and Victor Haven.

Home Trends in Downtown Annapolis, MD

On average, homes in Downtown Annapolis, Annapolis sell after 42 days on the market compared to the national average of 58 days. The median sale price for homes in Downtown Annapolis, Annapolis over the last 12 months is $1,098,000, up 17% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,098,000
Median Single Family Sale Price
$1,924,999
Median Townhouse Sale Price
$875,000
Median 2 Bedroom Sale Price
$1,225,000
Median 1 Bedroom Sale Price
$762,500
Average Price Per Sq Ft
$684
Number of Homes for Sale
24
Last 12 months Home Sales
55
Months of Supply
5.20
Median List Price
$1,281,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
17%
How to Buy a Home How to Finance a Home How to Sell a Home

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