$1,598,592Average Value$626Average Price per Sq Ft24Homes 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
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West St. And Calvert St.
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Northwest St. And Church Circle
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Calvert St & Bladen Ave Wb
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Calvert St & Bladen St Fs Wb
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Compromise St. And Newman St.
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West St. And Lafayette Ave.
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West St. And Church Circle
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Downtown Annapolis Demographics and Home Trends
On average, homes in Downtown Annapolis, Annapolis sell after 39 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, down 9% from the median home sale price over the previous 12 months.
Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, offers nearly 2,000 square feet of beautifully designed living space. This extraordinary condominium combines the ease of maintenance-free living with a rare feature that truly sets it apart: its own exterior entrance. Step
If you love a home that breathes history, you’ll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the area’s most historic streets—named in the late 1600s in honor of Prince William, The Duke of Gloucester.Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and
A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a
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
Just steps from Spa Creek in the Annapolis Historic District, 8 Revell Street is a distinctive 1903 home offering more than 3,600 square feet across three finished levels, with 5 bedrooms and 2 full baths. Beautiful original character, mature gardens and an exceptional downtown location set the stage. With its classic wood-shingle exterior, recently resurfaced standing-seam metal roof and freshly
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
**OPEN HOUSE! Saturday 9/12 10am to 12pm** For the open house, please go to the middle section courtyard and agent will let you in at the main door. 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,
Price improvement!!! 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
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
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
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
NEW PRICE — REDUCED $549,000! An incredible opportunity to own one of the best values in Historic Downtown Annapolis. Property can convey FULLY FURNISHED, offering a truly turnkey opportunity! 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
EXCLUSIVE - Stunning newly remodeled 1 bedroom apartment right outside of The United State's Naval Academy, Gate #3!!! It is located in the Historical Landmark - The 1887 Admiral Terry Building. The building allows for a picture perfect view of the Maryland State House right outside the front door. The location allows you to walk EVERYWHERE! This condo upgrades includes brand new stainless steel
Live in the heart of Annapolis in this beautifully renovated, fully furnished loft just steps from the waterfront, City Dock, the Naval Academy, Main Street, and the State House. Housed in a former family-owned print shop, this unique home offers nearly 2,000 square feet of open living space with soaring ceilings, abundant natural light, and distinctive architectural details
Welcome to 35 Pinkney Street, an incredible opportunity to live in the heart of Historic Downtown Annapolis! Located just steps from City Dock, the U.S. Naval Academy, restaurants, shops, and everything downtown Annapolis has to offer, this beautifully renovated home combines historic charm with modern updates. The home is being leased fully furnished, making it a convenient, move-in-ready
Walk Up Second floor 2 Bed/1 bath apartment overlooking Main Street, above The Lucky Knot in Downtown Historic Annapolis. Apartment filled with natural light has hardwood floors, washer/dryer, central air conditioning, gas heat and microwave. Walk to Main Street, St. Johns College, US Naval Academy, Maryland State House, Dining and Shopping.
Fully Furnished, Historic Downtown Annapolis! At corner of State Circle and MD Ave. 4 minute walk to the City Dock. You're in the heart of it all. 2 bedrooms, sleeps 4 with a queen bed and double futon bed, 1 bath and full galley kitchen. Great Lobbyist office, too! Relax in the very spacious living area. Owner|Agent. Will consider short term. Note Address: 77 1/2 MD Ave. Online application
This 3-bedroom, 1.5-bath townhome is conveniently located near USNA Gate 1, St. John's College, and the State Capitol Building. It offers complete walkability to all of downtown Annapolis's numerous restaurants, shops, and historic landmarks. Please note: We will only contact individuals who include a phone number with their inquiry.
The perfect in-town residence. This sunny apartment has a great floor plan and a nice kitchen with a large eat-at island that is open to the living room. Top level loft can be used as a bedroom or a great office. Separate entrances, utilities, washers and dryers conveniently located in the unit. Driveway parking space provided. Beautiful waterfront park with water access is one block away and
Merrie Louise RaynoldsTTR Sotheby's International Realty
Loft direct leafy views USNA, 1 Min walk to Gate 1 Boutique Quiet building. Large closet, kitchen, 2-minute walk U.S naval academy, St Johns College, Courts, shops, restaurants, bars, city dock and historic sites. Please note: Our policy is to only contact those who provide a phone number with their inquiry. Quiet Boutique Building. In front of USNA. 1 Minute walk to Gate 1,
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
Historic downtown Annapolis. This upscale 1-bedroom 1.5 bath apartment offers modern finishes, stainless steel appliances, hardwood floors and just steps away from City Dock, Naval Academy, Gate 1, shopping, dining and waterfront attractions. Relax on the lovely front porch and enjoy all downtown has to offer. Architecture Style: ColonialCentral Air ConditioningExterior Type:
The perfect in-town residence. This sunny apartment has a great floor plan and a nice eat-in kitchen, large living room and bedroom. Washer and dryer conveniently located in the unit. Driveway parking space provided. Beautiful waterfront park with water access is one block away and Main Street is three blocks away! 650+ Credit Score.
Merrie Louise RaynoldsTTR Sotheby's International Realty
Annapolis Historic Main Street 3rd floor 1 bedroom/1 bath unit. Has a living room/kitchen combination, hardwood floors and central air/heat. Has lots of natural light. Individually metered utilities. Has view overlooking Main Street. Tenant pays all utilities.
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