$1,184,671Average Value$600Average Price per Sq Ft13Homes For Sale
Historic, happening, high and tight
“Historic downtown Annapolis is for folks who love history,” says Kristi Neidhardt, Realtor with Northrop Realty and lifelong Annapolis resident, “and for those who love the water and city life.” Living in downtown Annapolis means walking out the front door and being in the center of all its physical and natural beauty. Any stroll down Main Street’s 300-year-old brick-lined streets to the U.S. Naval Academy is a lively one. Along the way, Colonial-era homes and buildings pass by, which contain bars, restaurants, and boutiques that all serve to establish the rustic downtown's happening and simultaneously quaint vibe.
Uniformed midshipmen head to dinner in Downtown Annapolis.
People in period attire give tours of the historic areas and by boats.
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Colonial Revivals and townhouses with strict preservation guidelines
Radiating out from Church Circle like spokes on a wheel, downtown's tree-shaded streets flow through the peninsula toward its Colonial-era waterfront, which is blocked from the Severn River by the U.S. Naval Academy. Quaint rows of picturesque properties line the city streets, many ending at small wharves, where residents can tie off the sailboat or take in the view. The residential streets are lined with a variety of traditional architecture, including an impressive collection of Colonial Revival townhouses from the 1800s, typically selling for around $650,000, sometimes as high as $1.5 million. Detached Colonial Revival homes run higher, most beginning around $950,000, some selling as high as $3 million. Generally, the price point increases with the property's size, age and location, with historic and waterfront homes boasting the highest prices. Some newer condos have also come into the area, maintaining downtown's early American stylings despite their young age. These typically range in price from $600,000 to $1 million, although there are a few outliers depending on the number of bedrooms, location and amenities.
Many people spend their time on their large porches in Downtown Annapolis.
Some houses in the city are larger than expected in Downtown Annapolis.
Luxury condos can be found around Downtown Annapolis, like the Acton's Landing Condominiums.
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Splicing the mainbrace at Galway Bay
Dry-docking in winter also means saying goodbye to the nearly two million tourists who visit Annapolis each year. No more waiting in line for a salmon platter at Annapolis Market House and no more crowded aisles at Seasons Olive Oil & Vinegar Taproom. No matter the season, it's not uncommon to see a flotilla of midshipmen hanging onto the bar at Galway Bay Irish Restaurant and Pub or other nightlife spots. Plus, driving 3 miles west to grocery stores and shopping plazas along Highway 50 is far quicker when tourism is down.
The Galway Bay Pub offers authentic Irish decor and atmosphere in Downtown Annapolis.
Head to the Annapolis Town Center for all of your shopping needs in Downtown Annapolis.
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All hands on deck for oysters
Annapolis locals tend to be nautical enthusiasts. Seafaring pride shines during events like the annual Oyster Roast and Sock Burning, which enshrines the longtime local trade of harvesting oysters with live music, tastings and a sock burning event that represents the shedding of winter. In another local tradition, the Annapolis Cup Croquet is a fierce, pageantry-fueled matchup between the U.S. Naval Academy and local rival St. John's College. And although the annual Army-Navy football game takes place at Northwest Stadium in Washington, D.C., plenty of fans make the 25-mile drive to revel in the longstanding rivalry.
A growing network of trails begins at Annapolis Waterworks Park
Annapolis offers plenty of ways to give the sea legs a break. Susan Campbell Park offers panoramic views of Annapolis Harbor at the end of Annapolis City Dock, as well as communal ping pong tables. Acton's Cove Waterfront Park offers a calmer area to watch ships sail in and out of the harbor, made more comfortable by a canopy of trees casting shade over benches and a neatly trimmed lawn. Most of the area's largest parks are a short drive away to neighboring communities, like the Quiet Waters Dog Beach in Hillsmere Shores. Annapolis Waterworks Park recently installed extensions to its trail network, now connecting with the trails in Bacon Ridge Park. Plus, the city is looking into an extension of trails from downtown, hoping to create a seamless connector between Waterworks Park and Downtown Annapolis. "It's definitely fostered a sense of community. People make friends because they ride the trails and volunteer together. And I definitely see more interest in mountain biking," says David Beugelmans, a volunteer with Mid-Atlantic Off-Road Enthusiasts who helped design and build the trails in Waterworks Park.
Quiet Waters Dog Beach is where dogs can play in the water and run on the beach.
Sandy Point State Park on the Chesapeake Bay in Annapolis has enough space for everyone.
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Creative curriculums and small class sizes
Most students in town begin at Annapolis Elementary, which receives a C-plus from Niche, followed by Wiley H. Bates Middle, which receives a B-plus. Annapolis High also receives a B-plus while being ranked the 10th-best school for arts in Maryland, according to Niche. All three schools have class sizes considerably lower than the national average of 17 students per teacher. Private schools are an option as well, including St. Mary's School, an A-rated Catholic institution.
The Naval Primary Academy is available to all Service Members.
Wiley H. Bates Middle School serves Downtown Annapolis, MD.
Annapolis High School, in Parole MD, serves Downtown Annapolis.
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Walkability and water taxis
Parking in Annapolis is scarce, and most homes do not include garages or reserved parking spaces. There is street and garage parking throughout the city, although traffic from tourists can be extra cumbersome. Fortunately, downtown Annapolis is also extremely walkable. Bus routes run along most major roads, and water taxis are a fun option, too.
Don't worry if you have pets, Downtown Annapolis is very walkable and pet friendly.
All that glitters is truly gold, in Downtown Annapolis.
For a unique experience, hire this guy for a ride from the Annapolis City Dock.
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Upkeep is a labor of love
“Most properties are restored homes and the upkeep is expensive," Neidhardt says. "It’s a labor of love.” The expense and extra elbow grease are mostly due to firm regulations that help preserve the city’s historic design. Prospective buyers should familiarize themselves with regulations before buying. Being on a peninsula also spells environmental concerns, namely a risk of coastal flooding during storms. Most 100-year floodplains are contained to the shoreline, prompting some homeowners to purchase flood insurance. However, the rest of the area is at low risk of flooding.
Townhouse living is common in historic city neighborhoods like Downtown Annapolis.
Historic buildings can be seen from everywhere in Downtown Annapolis.
Queen Anne Style Zimmerman Wilson House is a masterpiece in Downtown Annapolis.
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Baltimore/Washington International Thurgood Marshall
36 min drive
Bus
Northwest St. And Church Circle
Bus
Compromise St. And Newman St.
Bus
West St. And Lafayette Ave.
Bus
City Hall & Noah Hillman Garage
Bus
Church Circle & Court House
Bus
Church Circle & School St.
Bus
West St. And Church Circle
Reviews
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Crime and Safety
1 - Low Crime, 10 - High Crime
Downtown Annapolis
US
Homicide
4
4
Sexual Assault
5
4
Assault with Weapon
4
4
Robbery
4
4
Burglary
4
4
Motor Vehicle Theft
4
4
Larceny
4
4
Crime Score
5
4
Source: WhatIsMyCrimeRisk.com
Downtown Annapolis Demographics and Home Trends
On average, homes in Downtown Annapolis, Annapolis sell after 42 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 $1,035,000, up 5% from the median home sale price over the previous 12 months.
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
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
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
LOCATION, LOCATION! OPEN HOUSE MOVED TO SUNDAY APRIL 12TH FROM 12-2 PM. 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
Kellie Gough McLendonLong & Foster Real Estate, Inc.
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
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
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
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
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
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
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
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
Welcome to 185 Prince George Street in Annapolis. This first-floor unit is located directly across the street from the William Paca House and offers the charm and convenience of downtown living. The unit features a spacious living room, bedroom, full bathroom, kitchen, and laundry room. There is also access to a shared backyard patio, perfect for enjoying outdoor space. Enjoy easy access to all
Beautiful 1 bedroom/1 bath apartment in the heart of Annapolis overlooking the Naval Academy. On a quiet strees with lots of parking and less than 10 minute walk to Main Street, West Street, and City Dock. Beautiful hard wood floors and plenty of windows for ample natural light! Apartment includes a private porch and access to a large common back yard to enjoy the upcoming spring and summer.
The heart of Annapolis 1 street from the harbor. This 2nd floor 1 bedroom / 1 bath aprox 600SQ condo has been renovated with new paint, carpet and new kitchen. Split hvac system, so you will control your own ac/heat. Washer/Dryer in the unit. Secure building with locked entry. 1 flight of stairs no one sharing walls with. Water included and wifi for $40 a month
Beautiful 1 bedroom/1 bath apartment in the heart of Annapolis overlooking the Naval Academy. On a quiet strees with lots of parking and less than 10 minute walk to Main Street, West Street, and City Dock. Beautiful hard wood floors and plenty of windows for ample natural light! Apartment includes a private porch and access to a large common back yard to enjoy the upcoming spring and summer.
Live in the heart of Annapolis where historic charm and vibrant downtown energy come together. This 3-bedroom, 1 full and 1 half-bath townhome offers comfortable living space just two blocks from the iconic Maryland State House and moments from the waterfront. Inside, you’ll find a functional layout with spacious bedrooms, inviting living areas, and plenty of natural light. The home offers the
Welcome to Downtown Annapolis living at its finest! This fully furnished studio apartment is ideally located on Main Street, surrounded by historic charm, waterfront views, and the vibrant energy of the city. Enjoy the downtown Annapolis lifestyle of local restaurants, boutique shopping, the State House, City Dock, and Ego Alley. Take part in beloved community events like Midnight Madness and the
Welcome to downtown Annapolis!Discover the charm of this beautifully renovated 3-bedroom, 1 and 1/2 bath apartment in the heart of the Colonial Annapolis Historic District, available for lease starting April 10, 2026. This unit boasts a modern open layout, featuring a cozy breakfast area and a seamless combination dining/living space, perfect for entertaining or relaxing. Enjoy the
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