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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 very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. 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

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • 111 Conduit St, Annapolis, MD 21401
    111 Conduit St, Annapolis, MD 21401
    111 Conduit St, Annapolis, MD 21401
    /24

    $985,000

    $10K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    111 Conduit St, Annapolis, MD 21401

    111 Conduit Street is historic Annapolis living at its finest. Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timeless character with modern convenience. Located just moments from Main Street, the City Dock, shops, restaurants, and waterfront attractions, this home offers the quintessential Annapolis lifestyle. Inside, original hardwood floors,

    Benjamin Mueller Innovative Properties, Inc.

    111 Conduit 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

    $3,499,000

    Open Thu 5PM - 7PM $251K PRICE DROP
    • 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 an impeccable lock and leave 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

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 12 Union St, Annapolis, MD 21401
    12 Union St, Annapolis, MD 21401
    12 Union St, Annapolis, MD 21401
    /76

    $1,289,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,265 Sq Ft

    12 Union St, Annapolis, MD 21401

    Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway —an amenity rarely found in downtown Annapolis. Tucked away on a quiet street just steps from Spa Creek and City Dock, 12 Union Street combines the charm and walkability of the Historic District with the comfort and convenience of newer

    Santiago Navarro-Monzo Coldwell Banker Realty

    12 Union St, Annapolis, MD 21401
  • 20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    /40

    $1,099,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    20 Shaw St, Annapolis, MD 21401

    Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this New Price! Located in sought after Murray Hill in downtown Annapolis, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect blend of historic character with modern updates, and an unmatched in-town waterfront lifestyle. Just one block from Spa

    Kate Hopkins Coldwell Banker Realty

    20 Shaw St, Annapolis, MD 21401
  • 11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    /59

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 1,501 Sq Ft

    11 1/2 College Ave, Annapolis, MD 21401

    One of the most stunning renovations to come on the market in Downtown Annapolis! Perfectly blending historic charm with sophisticated modern luxury, this completely reimagined home is ideally situated on prestigious College Avenue in the heart of the Historic District and has been renovated from top to bottom with exceptional craftsmanship and designer finishes throughout. Step inside to

    Joanna Dalton Coldwell Banker Realty

    11 1/2 College Ave, 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
  • 75 Shipwright St, Annapolis, MD 21401
    75 Shipwright St, Annapolis, MD 21401
    75 Shipwright St, Annapolis, MD 21401
    /94

    $1,449,000

    $101K PRICE DROP
    • 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
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /75

    $7,250,000

    $749K PRICE DROP
    • 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
  • 45 Fleet St, Annapolis, MD 21401
    45 Fleet St, Annapolis, MD 21401
    45 Fleet St, Annapolis, MD 21401
    /69

    $824,995

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    45 Fleet St, Annapolis, MD 21401

    A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorporating today's finest amenities. This remarkable 18th-century Tidewater Georgian Vernacular home is a recipient of the 2017 Historic Annapolis Preservation Award, is listed on the National Register of Historic Places, and offers

    Kevin Stodd EXP Realty, LLC

    45 Fleet St, Annapolis, MD 21401
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /51

    $2,295,000

    $155K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /50

    $685,000

    $10K PRICE DROP
    • 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. Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • 158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    /35

    $1,425,000

    $174K PRICE DROP
    • 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
  • 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
  • 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
  • 66 Franklin St Unit 412, Annapolis, MD 21401
    66 Franklin St Unit 412, Annapolis, MD 21401
    66 Franklin St Unit 412, Annapolis, MD 21401
    /50

    $849,000

    • 2 Beds
    • 2.5 Baths
    • 1,479 Sq Ft

    66 Franklin St Unit 412, Annapolis, MD 21401

    Experience the very best of downtown Annapolis living at Acton's Landing. Ideally located just a block from the waterfront and within easy walking distance of City Dock, Main Street, the Naval Academy, restaurants, shops, and marinas, this sought-after community offers an exceptional opportunity to enjoy a truly walkable Annapolis lifestyle.Acton's Landing is known for its distinctive

    Elizabeth Dooner Coldwell Banker Realty

    66 Franklin St Unit 412, 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
  • 66 Franklin St Unit 418, Annapolis, MD 21401
    66 Franklin St Unit 418, Annapolis, MD 21401
    66 Franklin St Unit 418, Annapolis, MD 21401
    /80

    $995,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    66 Franklin St Unit 418, Annapolis, MD 21401

    Experience the ultimate “lock & leave” lifestyle in the heart of downtown Annapolis in this rare, two-story Condo at Actons Landing with convenient elevator access to each floor. The main level is sun-drenched with banks of windows outfitted with plantation shutters, 9-foot ceilings, crown molding, custom built-ins, and a gourmet granite and stainless kitchen and half bath. The lower-level hosts

    Jenn Klarman Long & Foster Real Estate, Inc.

    66 Franklin St Unit 418, 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
    • 4.5 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
  • 32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    /47

    $774,900

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    32 Cornhill St, Annapolis, MD 21401

    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 completely painted in 2025. New decking off rear of home with a patio. Walking distance to

    Mark Feen Coldwell Banker Realty

    32 Cornhill St, Annapolis, MD 21401
  • 238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    /53

    $2,950,000

    • 4 Beds
    • 5 Baths
    • 3,750 Sq Ft

    238 King George St, Annapolis, MD 21401

    Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences

    Wendy Oliver Coldwell Banker Realty

    238 King George 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

Downtown Annapolis Home Prices vs. Nearby Annapolis, MD Neighborhoods

Downtown Annapolis Potomac Yard Georgetown Kalorama
Median Home Price
$1,206,250
$859,888
$1,500,000
$1,500,000
Median Sale Price
$1,075,000
+6% YoY
$865,000
-5% YoY
$1,625,000
-2% YoY
$1,382,500
-29% YoY
Median Single Family Price
$1,650,000
$1,020,000
$2,950,000
$3,212,000
Median Townhouse Price
$875,000
$944,450
$1,850,000
$3,212,500
Median Condo Price
$995,000
$575,000
$707,500
$700,000
Total Active Listings
24
32
53
11
Market Conditions
5 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

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 5.0 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 54% of residents renting and 46% 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 $1,206,250. If you put a 20% down payment of $241,200 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $6,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $261K 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, 21037 and 21012.
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.
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