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19 Dean St, Annapolis image
19 Dean St, Annapolis $699,000 ▼

INCREDIBLE NEW PRICE! Charming Historic District living in an enviable location! This inviting rowhouse is tucked away on picturesque Dean Street in the heart of downtow...

  • 2 Beds
  • 1 Baths
  • MDAA2158200 MLS
128 Market St, Annapolis image
128 Market St, Annapolis $815,000

Historic Annapolis, with the city’s best right outside your door. Just two blocks to Main Street, with restaurants, shops, the waterfront and the Naval Academy all just m...

  • 2 Beds
  • 2 Baths
  • MDAA2157964 MLS
219 King George St, Annapolis image
219 King George St, Annapolis $1,700,000

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets...

  • 3 Beds
  • 3 Baths
  • MDAA2157512 MLS
100 Conduit St, Annapolis image
100 Conduit St, Annapolis $1,249,000

An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Ann...

  • 4 Beds
  • 3 Baths
  • MDAA2157442 MLS
250 Prince George St, Annapolis image
250 Prince George St, Annapolis $1,675,000

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Anna...

  • 5 Beds
  • 3 Baths
  • MDAA2157076 MLS
141 West St Unit 308, Annapolis image
141 West St Unit 308, Annapolis $730,000

Rare opportunity in the heart of Downtown Annapolis! This spacious residence at 141 West combines modern interiors, garage parking, elevator access, and a large covered b...

  • 2 Beds
  • 2 Baths
  • MDAA2157122 MLS
135 Conduit St, Annapolis image
135 Conduit St, Annapolis $1,300,000

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. Steep...

  • 5 Beds
  • 4 Baths
  • MDAA2156894 MLS
100 Market St, Annapolis image
100 Market St, Annapolis $1,495,000 ▼

A significant price reduction has been made on this stunning home! Rarely does a home of this historical significance become available in the heart of Historic Annapolis....

  • 3 Beds
  • 3 Baths
  • MDAA2154154 MLS
8 Revell St, Annapolis image
8 Revell St, Annapolis $1,249,000 ▼

NOW $1,249,000—a $100,000 price improvement. This distinctive Historic Annapolis home offers buyers an opportunity to put that difference toward updates tailored to their...

  • 5 Beds
  • 2 Baths
  • MDAA2155808 MLS
31 College Ave, Annapolis image
31 College Ave, Annapolis $535,000

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 trul...

  • 1 Beds
  • 1 Baths
  • MDAA2155294 MLS
211 King George St, Annapolis image
211 King George St, Annapolis $1,195,000 ▼

OPEN HOUSE - Saturday, 10/24 11-1 Don't miss this opportunity!Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless...

  • 3 Beds
  • 4 Baths
  • MDAA2146118 MLS
16 Dean St, Annapolis image
16 Dean St, Annapolis $685,000

Tucked along a quiet one-way street in the heart of Historic Downtown Annapolis, this charming residence offers the perfect blend of character, convenience, and an except...

  • 1 Beds
  • 2 Baths
  • MDAA2150940 MLS
45 Fleet St, Annapolis image
45 Fleet St, Annapolis $810,000

A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorpor...

  • 2 Beds
  • 1 Baths
  • MDAA2150298 MLS
111 Conduit St, Annapolis image
111 Conduit St, Annapolis $899,000 ▼

111 Conduit Street is historic Annapolis living at its finest. Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timele...

  • 4 Beds
  • 3 Baths
  • MDAA2150170 MLS
12 Union St, Annapolis image
12 Union St, Annapolis $1,260,000

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 amen...

  • 4 Beds
  • 2 Baths
  • MDAA2149666 MLS
22 College Ave, Annapolis image
22 College Ave, Annapolis $900,000

Open House Canceled- Under Contract! Phenomenal Downtown property was the winner of Historic Annapolis Foundation's Renovation award! Overflowing with charm and personali...

  • 3 Beds
  • 2 Baths
  • MDAA2148978 MLS
11 1/2 College Ave, Annapolis image
11 1/2 College Ave, Annapolis $1,200,000

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 comp...

  • 3 Beds
  • 3 Baths
  • MDAA2147924 MLS
89 Shipwright St, Annapolis image
89 Shipwright St, Annapolis $2,035,000

Classic, white-shingled Colonial on one of the prettiest streets in Annapolis! Expanded rear yard, parking for 2–3 cars, and views of Spa Creek. Two rear porches, heart o...

  • 4 Beds
  • 4 Baths
  • MDAA2148056 MLS
238 King George St, Annapolis image
238 King George St, Annapolis $2,950,000

Just steps from the gates of the United States Naval Academy, 238 King George Street offers an exceptional opportunity to enjoy the beauty, history and cherished traditio...

  • 4 Beds
  • 5 Baths
  • MDAA2147930 MLS
32 Cornhill St, Annapolis image
32 Cornhill St, Annapolis $750,000

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...

  • 2 Beds
  • 2 Baths
  • MDAA2146252 MLS
16 Maryland Ave, Annapolis image
16 Maryland Ave, Annapolis $3,449,000 ▼

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 m...

  • 6 Beds
  • 5 Baths
  • MDAA2142212 MLS
34 Pinkney St, Annapolis image
34 Pinkney St, Annapolis $662,500

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 -...

  • 2 Beds
  • 2 Baths
  • MDAA2145798 MLS
158 Prince George St, Annapolis image
158 Prince George St, Annapolis $1,375,000 ▼

BACK ON THE MARKET - 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 arch...

  • 3 Beds
  • 3 Baths
  • MDAA2143444 MLS
90 Charles St, Annapolis image
90 Charles St, Annapolis $1,050,000

Welcome to 90 Charles Street, a rare opportunity to own a beautifully maintained home in the heart of historic downtown Annapolis. Perfectly positioned just steps from Ac...

  • 3 Beds
  • 3 Baths
  • MDAA2141482 MLS
254 King George St, Annapolis image
254 King George St, Annapolis $1,930,000

The Henry Brown House, Circa 1860, is a distinguished residence once associated with Charles Hammond and Richard Harwood, with earlier ties to William Paca. Ideally posit...

  • 4 Beds
  • 3 Baths
  • MDAA2143686 MLS
192 Duke Of Gloucester, Annapolis image
192 Duke Of Gloucester, Annapolis $1,950,000

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...

  • 6 Beds
  • 4 Baths
  • MDAA2144086 MLS
5 Market Quay, Annapolis image
5 Market Quay, Annapolis — Market Quay $2,999,000 ▼

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 l...

  • 4 Beds
  • 5 Baths
  • MDAA2143742 MLS
  • Market Quay Bldg.
83 Market St, Annapolis image
83 Market St, Annapolis $2,295,000 ▼

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 kitch...

  • 5 Beds
  • 4 Baths
  • MDAA2143042 MLS
38 Cathedral St, Annapolis image
38 Cathedral St, Annapolis $684,000

Tucked into the heart of downtown Annapolis, this charming home offers an effortless lifestyle where everything you love is just outside your door. Start your mornings wi...

  • 2 Beds
  • 2 Baths
  • MDAA2142154 MLS
21 City Gate Ln, Annapolis image
21 City Gate Ln, Annapolis $860,000

Move-in ready end-unit townhome in the heart of downtown Annapolis! This eye-catching, low-maintenance brick home offers 3 bedrooms, 3 full baths, and 1 half bath, thoug...

  • 3 Beds
  • 4 Baths
  • MDAA2141590 MLS
property image
94 Market St, Annapolis $999,999

Seize the chance to own a piece of history in Annapolis with this enchanting Victorian duplex on picturesque lower Market Street. Nestled at the heart of the historic dis...

  • 4 Beds
  • 3 Baths
  • MDAA2081762 MLS
property image
142 Charles St, Annapolis $1,395,000

Welcome to this elegantly appointed historic home located on Charles Street in Historic Annapolis. Built sometime between 1880 and 1885 by the Cobbler from the U. S. Nava...

  • 5 Beds
  • 3 Baths
  • MDAA2079330 MLS
property image
99 Compromise St Unit RESIDENCE TWO, Annapolis $2,800,000

This 3-LEVEL CONDO is a blended masterpiece of TRANSITIONAL & CONTEMPORARY LIVING from the Annapolis architectural firm Hammond Wilson, renowned for their award-winning d...

  • 3 Beds
  • 4 Baths
  • MDAA2079296 MLS
property image
104 Charles St, Annapolis $690,000

Don't miss this charming, updated townhome on one of the premiere streets in Historic Downtown Annapolis! Tree-lined Charles street is a hidden gem with its central locat...

  • 2 Beds
  • 1 Baths
  • MDAA2078670 MLS
property image
77 Conduit St, Annapolis $999,999

Quaint duplex nestled in the heart of the Annapolis historic district, this home stands out with a rare and coveted feature – a spacious garage that adds convenience to i...

  • 2 Beds
  • 2 Baths
  • MDAA2072424 MLS
property image
205 Duke Of Gloucester St, Annapolis $850,000

2 PARKING SPACES/DRIVEWAY!!!!!!!! ADORABLE 3 BEDROOM, 2.5 BATH RENOVATED HOME JUST ONE BLOCK FROM MAIN STREET WITH ALL THE SHOPS AND RESTAURANTS YOU COULD ASK FOR-WALK DO...

  • 3 Beds
  • 3 Baths
  • MDAA2070290 MLS
property image
168 Green St, Annapolis $934,999

There is just something about a yellow house that draws you in. Conversations on the front porch at twilight wane into the wee hours until views of a picturesque street i...

  • 3 Beds
  • 3 Baths
  • MDAA2070122 MLS
98 Duke Of Gloucester St, Annapolis image
98 Duke Of Gloucester St, Annapolis $3,050,000

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 he...

  • 4 Beds
  • 3 Baths
  • MDAA2139684 MLS
163 Prince George St, Annapolis image
163 Prince George St, Annapolis $1,325,000

Exceptional new pricing creates a compelling offering in the heart of Historic Annapolis. Located on one of the most charming and desirable streets in Historic Annapolis...

  • 3 Beds
  • 3 Baths
  • MDAA2137556 MLS
141 West St Unit 201, Annapolis image
141 West St Unit 201, Annapolis $472,000

Welcome to 141 West a boutique building styled after one of Manhattan’s most iconic neighborhoods SoHo, known for its historic cast iron architecture. At 141 West the hi...

  • 1 Beds
  • 1 Baths
  • MDAA2138542 MLS
1 Shipwright Hbr, Annapolis image
1 Shipwright Hbr, Annapolis $5,675,000 ▼

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-winn...

  • 3 Beds
  • 4 Baths
  • MDAA2132250 MLS
79 Charles St, Annapolis image
79 Charles St, Annapolis $855,000

The perfect Downtown Annapolis home and location! This great blend of old and new, melds lots of beautiful original material with modern updates like an open floor plan ...

  • 3 Beds
  • 2 Baths
  • MDAA2136158 MLS
167 Prince George St, Annapolis image
167 Prince George St, Annapolis $865,000

OPEN HOUSE HAS BEEN MOVED TO SATURDAY JANUARY 24TH FROM 1-3 PM Situated on one of Historic Annapolis’ most desirable streets, this circa-1815 row house offers a rare comb...

  • 2 Beds
  • 3 Baths
  • MDAA2132236 MLS
property image
108 Market St, Annapolis $965,000

Historic charm meets modern style! Own a piece of history that seamlessly blends the old with the new, right in the heart of downtown Annapolis. Since purchasing the pr...

  • 3 Beds
  • 2 Baths
  • MDAA2078820 MLS
property image
32 Cathedral St, Annapolis $456,000

Prime Location! Explore the charm of Historic Annapolis from this "Lock and Leave" Carriage House with a coveted Garage! Seize the exceptional opportunity to embrace the...

  • 1 Beds
  • 1 Baths
  • MDAA2074136 MLS
property image
15 South St, Annapolis — Actons Landing $1,470,000

Experience easy elegance and in town living with one of Acton's Landing largest townhome residence - an expansive 3000 square foot haven. Immerse yourself in the perfe...

  • 4 Beds
  • 4 Baths
  • MDAA2074066 MLS
  • Actons Landing Bldg.
property image
5 Revell St, Annapolis $2,750,000

Absolutely one of the best homes and locations in Historic Annapolis! Custom built and artfully designed in 2005, this bright Cape Cod has an open floor plan with wat...

  • 3 Beds
  • 4 Baths
  • MDAA2071358 MLS
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66 Franklin St Unit 204, Annapolis $665,000

Experience Historic District living in this premier downtown condominium at Acton's Landing. This lovely condo showcases an open floorplan combining the kitchen, dining a...

  • 2 Beds
  • 3 Baths
  • MDAA2058246 MLS
165 King George St, Annapolis image
165 King George St, Annapolis $1,200,000 ▼

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 versati...

  • MDAA2132270 MLS
165 King George St, Annapolis image
165 King George St, Annapolis $1,200,000 ▼

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 versa...

  • 4 Beds
  • 3 Baths
  • MDAA2132242 MLS

Historic District Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Historic District, Annapolis MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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Severna Park, MD 21146

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