Historic District Townhomes for Sale

Historic District Townhomes for Sale

Welcome to the Historic District of Annapolis, Maryland, where charm and character come together in a delightful tapestry of history and modern living. Nestled in the heart of Anne Arundel County, this vibrant neighborhood is renowned for its picturesque streets, cobblestone walkways, and stunning colonial architecture that tells the story of America’s past.

The Historic District is not just a feast for the eyes; it’s a community that thrives on its rich heritage. With its proximity to the Chesapeake Bay, residents enjoy a lifestyle steeped in maritime tradition, complemented by an array of boutique shops, gourmet restaurants, and cultural attractions. From the iconic Maryland State House to the lively waterfront, there’s always something to explore.

For those seeking a home that marries historic elegance with modern convenience, the townhomes for sale in this enchanting district are a perfect choice. These beautifully designed residences offer a unique blend of old-world charm and contemporary amenities, providing the ideal setting for both relaxation and entertaining. Imagine sipping your morning coffee on a quaint balcony overlooking the historic streets, or hosting friends in a spacious living area adorned with original architectural details.

Living in the Historic District means being part of a vibrant community that values its past while embracing the future. Whether you’re a first-time buyer or looking to downsize, these townhomes offer an unparalleled opportunity to immerse yourself in the rich culture and lifestyle of Annapolis. Don’t miss your chance to own a piece of this historic treasure—your dream home awaits!

Newest Historic District Townhomes for Sale

$299,900
3 Beds ⋅ 2 Baths
Pics and description coming soon

338 E Union St, Burlington

Listing courtesy of Weichert Realtors - Moorestown. Contact: 8562351950
$249,900
4 Beds ⋅ 2 Baths
Welcome to this beautifully updated 4-bedroom, 2-bath end-unit townhome in the heart of Burlington City’s Historic District. This charming home features granite countertops, stainless steel appliances, spacious bedrooms, and a fully fenced backyard with the added privacy of an end-unit location. Just moments from local shopping, dining, and entertainment, this home offers the perfect blend of historic character and modern convenience.

16 E Federal St, Burlington

Listing courtesy of Keller Williams Realty. Contact: 8563211212
$985,000
4 Beds ⋅ 3 Baths
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, classic architectural details, and three finished levels of living space create a warm and inviting atmosphere. The main level features spacious and distinct living and dining rooms, ideal for both everyday living and entertaining. An updated kitchen offers modern functionality while complementing the home's historic appeal. Step outside to enjoy a screened porch overlooking a private garden patio, providing a peaceful retreat rarely found in downtown Annapolis. The second level offers three bedrooms and a full bathroom, while the third floor is dedicated to a private primary suite featuring soaring ceilings, abundant natural light, and a separate room perfectly suited as a home office, dressing room, nursery, or sitting area. A rare opportunity to own a character-filled home in one of Annapolis' most sought-after historic locations, all within walking distance of Main Street, the Naval Academy, waterfront parks, dining, shopping, and entertainment.

111 Conduit St, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$450,000
5 Beds ⋅ 6 Baths
This stunning historic home blends timeless character with incredible income potential and modern affordability. Featuring 6 spacious bedrooms and 3½ bathrooms, this one-of-a-kind property offers room for large families, multi-generational living, or savvy investors looking for added value.Step inside to discover a huge eat-in kitchen perfect for entertaining, a large family room designed for gatherings, and a spacious den ideal for a home office, library, or additional living space. The home’s unique historic architecture delivers charm and craftsmanship rarely found in today’s market.The fully finished basement adds exceptional versatility with 2 oversized bedrooms, a full bathroom, a second kitchen, and a separate private entrance — creating the perfect setup for potential rental income, guest quarters, or an in-law suite. Motivated sellers....Home is being sold in strictly "AS IS " condition

244 High St, Mount Holly

Listing courtesy of Weichert Realtors - Moorestown. Contact: 8562351950
$1,295,000
3 Beds ⋅ 3 Baths
OPEN HOUSE this SATURDAY 12-2PM and SUNDAY 10AM - 12PM. Now offered at an exceptional value in today's market. 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 discover gorgeous Forestall Montrose 7½-inch white oak hardwood flooring flowing throughout the home, complemented by abundant natural light and thoughtfully curated details at every turn. The show-stopping gourmet kitchen features Calacatta Goldlight quartz countertops, premium KitchenAid appliances including a 5-burner gas range, built-in oven, built-in microwave/air fryer, dishwasher, refrigerator, and a dedicated wine refrigerator—creating the perfect space for entertaining and everyday living. The luxurious bathrooms showcase imported Amira Moroccan Flair tile from Spain, elegant Merola Floral Garden tile accents, Kohler brushed brass fixtures, and designer LED anti-fog dimmable mirrors with tempered glass. A beautiful Pottery Barn chandelier adds warmth and sophistication to the home’s timeless design. Beyond the stunning aesthetics, this home offers complete peace of mind with all-new plumbing and electrical systems, closed-cell insulation, and a high-efficiency Bosch 3-ton heat pump with supplemental gas furnace option for year-round comfort. The upper level also features a conveniently located laundry area, enhancing the home’s thoughtful design and effortless livability. Adding to the home’s functionality is a spacious, clean lower level offering exceptional storage space and flexibility for seasonal items, hobbies, or future customization. A true extension of the home’s living space, the beautifully landscaped private brick courtyard is a rare Downtown Annapolis treasure. Thoughtfully designed with lush gardens, vibrant seasonal blooms, and privacy fencing, this outdoor oasis offers the perfect setting for entertaining, a quiet morning coffee, or unwinding after a day on the water. Ideally situated, this exceptional residence offers a truly unmatched lifestyle. Leave your car behind and enjoy a short stroll to City Dock, Ego Alley, waterfront parks, award-winning restaurants, boutique shopping, coffee shops, galleries, and entertainment. Enjoy front-row access to the charm and energy of downtown Annapolis while being moments from United States Naval Academy, St. John’s College, marinas, yacht clubs, and endless waterfront activities. This is a rare opportunity to own a fully renovated historic home where timeless architecture meets modern luxury in one of Maryland’s most coveted and walkable locations. Every detail has been thoughtfully selected and expertly executed, creating a truly turnkey property unlike anything else on the market.

11 1/2 College Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$515,000
5 Beds ⋅ 3 Baths
Welcome home to this timeless charm with modern comfort in the heart of Historic Burlington. This stunning 5-bedroom, 3-bathroom home is nestled in one of Burlington’s most historic and picturesque neighborhoods. Evoking the character and elegance of a classic New York City brownstone, this unique residence seamlessly blends old-world charm with contemporary conveniences. Step inside to discover a warm and inviting first floor featuring a spacious living room, formal dining room, and a well-appointed kitchen. A charming eat-in nook provides the perfect spot for morning coffee, while the conveniently located first-floor laundry room adds convenience to everyday ease. Upstairs, you'll find generously sized bedrooms and thoughtfully designed living spaces. The expansive primary suite offers a private en-suite bathroom and a walk-in closet. Vaulted ceilings enhance the sense of space and light, while an additional family room provides flexibility for relaxation and entertainment. Enjoy the convenience of an all-season sunroom that leads to a spacious yet quaint backyard and parking that accommodates 3 vehicles. Stroll to the nearby waterfront and restaurants. Easy commuting options with bus service to New York City, the River Line just minutes away, and Philadelphia only about 30 minutes from your doorstep.

126 E Union St, Burlington

Listing courtesy of Keller Williams Elite Realtors. Contact: (732) 549-1998
$685,000
2 Beds ⋅ 2 Baths
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 gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus: Plantation shutters throughout this charming home! Wondering about parking? Pinkney Street residents can pull directly in front of their homes to load or unload their cars. Residential street parking (for a nominal annual fee) allows 24/7 parking and new regulations have eased and increased parking for Downtown Residents. Ask about garage parking options! 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer!

34 Pinkney St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$3,499,000
4 Beds ⋅ 5 Baths
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 iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

5 Market Quay, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$409,900
4 Beds ⋅ 2 Baths
GREAT INVESTMENT OPPUNITY!!! LIVE ON ONE SIDE AND RENT OUT THE OTHER! Fully Renovated Historic Home – Walk to Campus & Hospital | Flexible Living Potential Welcome to 244 S. Washington St in Gettysburg—an exceptional opportunity to own a fully renovated, oversized single-family home just minutes from everything. Formerly configured as two separate residences (244 & 246), this property has been thoughtfully and legally converted into one expansive home, offering remarkable flexibility for modern living—with the option to revert back if desired. Prime Location: • Approximately a 4-minute drive or 12-minute walk to Gettysburg College • Just 3 blocks from WellSpan Gettysburg Hospital • Convenient access to downtown shops, dining, and historic attractions Extensive Upgrades & Features: • Brand-new metal roof (2025) with all new plywood sheathing • Fully rewired electrical system throughout • Beautiful real hardwood flooring • Ceramic tile in kitchen and bathrooms • Fenced backyard—ideal for pets, privacy, or entertaining • Private off-street parking for up to 3 vehicles Endless Possibilities: The home still retains plumbing and electrical infrastructure for the potential addition of a second kitchen, making it well-suited for: • Multi-generational living • House hacking or rental income opportunities • Potential conversion back to a duplex (buyer to verify) Whether you’re searching for a spacious primary residence, a smart investment, or a live-in/rent-out opportunity, this property delivers unmatched versatility in a highly desirable location. Homes offering this level of renovation, location, and flexibility are rare—schedule your private showing today.

244 S Washington St, Gettysburg

Listing courtesy of Roberts Realty Group, LLC. Contact:

$1,449,000
5 Beds ⋅ 4 Baths
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 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 architectural integrity. The home features approximately 2,800 square feet of livable space across four finished levels with 5 bedrooms and 3.5 baths, all equiped with eco-friendly bidets. It maintains much of its original Victorian charm, including hardwood floors, moldings, pocket door, and a central hall with high ceilings. The main level boasts a light-filled chef’s kitchen with new quartzite countertops, newer appliances, and a breakfast bar, connecting to a living area with a gas fireplace and a private balcony with wonderful views of Spa Creek. The walk-out basement includes a family room, a full bathroom, and a workshop/laundry area. The new brick patio is surrounded with lush "cottage gardens," providing a private outdoor retreat. A deeded path allows for direct access to the waterfront from your backyard for launching your kayaks and paddleboards. Situated on a secluded street, the property is a short stroll from several major Annapolis landmarks. Residents are just steps from the end of Shipwright Street, where they can catch a water taxi or access slips at the Old Towne Marina. The home is within easy walking distance of the United States Naval Academy, City Dock, and the various shops and restaurants along Main Street. The neighborhood is noted for its tranquil atmosphere while remaining central to the city's vibrant downtown activities. The current owners not only enjoy the property as a second home, they also offer it as a profitable short-term rental, licensed with City of Annapolis. ***Records are available upon request, along with special information pertaining to the current STR license*** This is your chance to own a storied property and a little piece of Annapolis history. Don't miss it! Request your private tour today. ***WATCH THE AERIAL VIDEO TOUR. CLICK THE VIRTUAL TOUR ICON OR VISIT YOUTUBE AND SEARCH "75 Shipwright St Annapolis"***

75 Shipwright St, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$299,900
4 Beds ⋅ 2 Baths
Experience refined living in this fully gut renovated 4 bed/ 2 bath residence located in Burlington’s historic district. This home blends timeless character with contemporary comfort. Conveniently situated near shopping, transportation, and everyday essentials, it offers a seamless move-in experience for those seeking both style and ease. A rare opportunity to own a turn-key home in one of Burlington’s most established neighborhoods. Schedule a tour!

438 Lawrence St, Burlington

Listing courtesy of Weichert Realtors-Haddonfield. Contact: 8563945700
$1,375,000
4 Beds ⋅ 3 Baths
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 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 renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
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