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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

    Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this

    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

    $969,000

    $6K PRICE DROP
    • 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

    Benjamin Mueller Innovative Properties, Inc.

    111 Conduit St, Annapolis, MD 21401
  • 66 Franklin St Unit 413, Annapolis, MD 21401
    66 Franklin St Unit 413, Annapolis, MD 21401
    66 Franklin St Unit 413, Annapolis, MD 21401
    /48

    $899,000

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

    66 Franklin St Unit 413, Annapolis, MD 21401

    Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture with modern comfort. This spacious almost 2000 sqft Home features gleaming hardwood floors, significant crown molding, wainscotting, decorative pillars and designer wallpaper and paint that create an atmosphere of timeless elegance. The kitchen is a true highlight, offering

    Pamela Ackermann-Doll RE/MAX Executive

    66 Franklin St Unit 413, 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

    $3,250,000

    $500K 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
  • 87 Shipwright St, Annapolis, MD 21401
    87 Shipwright St, Annapolis, MD 21401
    87 Shipwright St, Annapolis, MD 21401
    /38

    $1,600,000

    $250K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 2,744 Sq Ft

    87 Shipwright St, Annapolis, MD 21401

    **Price Improvement! ** Now offered at **$1,600,000**.Take another look at 87 Shipwright Street. In addition to the significant price reduction, several important improvements have recently been completed. The roof has been inspected, and minor repairs have been made. The kitchen floor has been repaired, eliminating the previous sag, and the crawlspace has been professionally remediated,

    Catherine Watson - Bye RE/MAX Executive

    87 Shipwright St, Annapolis, MD 21401
  • 20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    /40

    $999,500

    $151K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    20 Shaw St, Annapolis, MD 21401

    Imagine walking one block to a delightful waterside park and launching a kayak or hopping on a water taxi? Or walk two blocks to a hot new Annapolis restaurant or a classic rock and roll concert? Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect

    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

    $1,295,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,501 Sq Ft

    11 1/2 College Ave, Annapolis, MD 21401

    2 OPEN HOUSE OPPORTUNITIES THIS WEEKEND! Saturday, 1-3PM and Sunday from 1-3PM! Now offered at an exceptional value in today's market. A rare opportunity to own a completely renovated home in the heart of the Historic District, featuring all-new plumbing, electrical, and high-end finishes throughout. This completely reimagined home is ideally situated on prestigious College Avenue in the heart of

    Joanna Dalton Coldwell Banker Realty

    11 1/2 College Ave, 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. This is a rare opportunity to own a five-bedroom historic home directly across from St. Mary's School (Pre-K-12), allowing students to walk to class while enjoying all that Historic Annapolis has to offer. Built around 1910, this four-level residence offers a

    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
  • 31 College Ave, Annapolis, MD 21401
    31 College Ave, Annapolis, MD 21401
    31 College Ave, Annapolis, MD 21401
    /35

    $599,000

    • 1 Bed
    • 1 Bath
    • 632 Sq Ft

    31 College Ave, Annapolis, MD 21401

    OPEN HOUSES SATURDAY, 8/29 12PM-2PM & SUNDAY, 8/30 12PM-2PM!! Professional Interior photos coming soon! Location, location, location! Enjoy the best of Historic Downtown Annapolis from this charming one-level condo at 31 College Avenue, ideally situated just steps from the U.S. Naval Academy and St. John’s College. Inside, the bright and inviting floor plan features a spacious living area with a

    Joanna Dalton Coldwell Banker Realty

    31 College Ave, 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

    This is the perfect pied-à-terre and an excellent investment property with its extremely successful long-term rental history! Lots of recent updates, including New HVAC -2025 and new metal roof- 2020. 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 right size for a lovely

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • 1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    /41

    $5,675,000

    $223K PRICE DROP
    • 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

    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
    /47

    $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
  • 145 Prince George St, Annapolis, MD 21401
    145 Prince George St, Annapolis, MD 21401
    145 Prince George St, Annapolis, MD 21401
    /43

    $1,199,000

    • 3 Beds
    • 4 Baths
    • 1,476 Sq Ft

    145 Prince George St, Annapolis, MD 21401

    Welcome to 145 Prince George St., a distinctive historic home that blends classic architectural character with thoughtful modern updates. From its welcoming front porch and slate roof to its original wood details and spacious interior, this home offers a rare combination of charm, character, and versatility. The main level features beautiful wood floors and an inviting floor plan designed for

    Dan Iampieri RE/MAX Aspire

    145 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
  • 268 King George St, Annapolis, MD 21401
    268 King George St, Annapolis, MD 21401
    268 King George St, Annapolis, MD 21401
    /40

    $1,575,000

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft

    268 King George St, Annapolis, MD 21401

    Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at

    Carol Snyder Monument Sotheby's International Realty

    268 King George 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 prestigious King George Street in the heart of Historic Annapolis, 238 King George Street presents a rare opportunity to own a beautifully reimagined residence in one of the city’s most coveted locations. Here, the best of Annapolis unfolds just beyond your front door—the United States Naval Academy, State Circle, City Dock, waterfront dining, boutiques, galleries, yacht

    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

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, Annapolis, MD Home Prices vs. Nearby Neighborhoods

Downtown Annapolis Capitol Hill Shaw Atlas District
Median Home Price
$1,199,500
$975,000
$999,900
$849,000
Median Sale Price
$1,042,500
+4% YoY
$982,000
-2% YoY
$1,025,000
+15% YoY
$825,000
-6% YoY
Median Single Family Price
$1,999,999
$1,337,250
$891,125
$799,950
Median Townhouse Price
$875,000
$1,025,000
$1,020,550
$866,000
Median Condo Price
$1,037,500
$489,950
$859,000
$707,500
Total Active Listings
22 listings
87 listings
38 listings
56 listings
Market Conditions
5 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market
6 Months of Supply
Balanced Market
5 Months of Supply
Balanced 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 $1,199,500. If you put a 20% down payment of $239,900 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $6,160 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $264K 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, Pendennis Mount and Truxton Heights.
Are home prices dropping in Downtown Annapolis?
Yes, home prices in Downtown Annapolis are down 22% in the last 12 months.
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