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12 Union Street, Annapolis image
12 Union Street, 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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

100 Market St, Annapolis image
100 Market St, Annapolis $1,625,000

Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary resid...

  • 2 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

32 Cornhill Street, Annapolis image
32 Cornhill Street, 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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

31 College Ave, Annapolis image
31 College Ave, Annapolis $549,000 ▼

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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

16 Dean Street, Annapolis image
16 Dean Street, 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
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

45 Fleet Street, Annapolis image
45 Fleet Street, 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
Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: .

211 King George St Unit #A, Annapolis image
211 King George St Unit #A, Annapolis $1,299,900

Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless elegance of Two Eleven King George Street, a distinctive condomi...

  • 3 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

254 King George Street, Annapolis image
254 King George Street, 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
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

22 College Avenue, Annapolis image
22 College Avenue, 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
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

89 Shipwright Street, Annapolis image
89 Shipwright Street, 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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

111 Conduit St, Annapolis image
111 Conduit St, Annapolis $969,000 ▼

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
Courtesy of Innovative Properties, Inc.

Listing courtesy of Innovative Properties, Inc.. Contact:

12 Union St, Annapolis image
12 Union St, Annapolis $1,289,900 ▼

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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

90 Charles Street, Annapolis image
90 Charles Street, 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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

141 West Street Unit #201, Annapolis image
141 West Street 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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

38 Cathedral Street, Annapolis image
38 Cathedral Street, 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
Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: .

11 1/2 College Ave, Annapolis image
11 1/2 College Ave, Annapolis $1,295,000 ▼

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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

238 King George St, Annapolis image
238 King George St, Annapolis $2,950,000

Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, 238 King George Street represents an increasingly rare opportunity to acquire a...

  • 4 Beds
  • 5 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

21 City Gate Lane, Annapolis image
21 City Gate Lane, 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
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

87 Shipwright St, Annapolis image
87 Shipwright St, Annapolis $1,600,000 ▼

**Price Improvement! ** Now offered at **$1,600,000**. Take another look at 87 Shipwright Street. In addition to the significant price reduction, several important improv...

  • 6 Beds
  • 5 Baths
Courtesy of RE/MAX Executive

Listing courtesy of RE/MAX Executive. Contact:

163 Prince George Street, Annapolis image
163 Prince George Street, 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
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

34 Pinkney St, Annapolis image
34 Pinkney St, Annapolis $685,000 ▼

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
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

158 Prince George St, Annapolis image
158 Prince George St, Annapolis $1,425,000 ▼

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 architecturally significa...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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
Courtesy of Samson Properties

Listing courtesy of Samson Properties. Contact: 3017555613

98 Duke Of Gloucester Street, Annapolis image
98 Duke Of Gloucester Street, 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
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

5 Market Quay, Annapolis image
5 Market Quay, Annapolis — Market Quay $3,250,000 ▼

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
Courtesy of Engel & Volkers Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

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
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

75 Shipwright St, Annapolis image
75 Shipwright St, Annapolis $1,449,000 ▼

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 ...

  • 5 Beds
  • 4 Baths
Courtesy of Anne Arundel Properties, Inc.

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

79 Charles Street, Annapolis image
79 Charles Street, 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
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

167 Prince George Street, Annapolis image
167 Prince George Street, 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
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

1 Shipwright Harbor, Annapolis image
1 Shipwright Harbor, 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
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

54 Cornhill Street, Annapolis image
54 Cornhill Street, Annapolis $875,000

Stunningly Updated Historic District Charmer, One Block From The Water/Ego Alley! Nestled near the top of iconic Cornhill Street—just steps from State Circle and the bout...

  • 3 Beds
  • 3 Baths
Courtesy of Anne Arundel Properties, Inc.

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

Selling Office: .

168 Green Street, Annapolis image
168 Green Street, Annapolis $1,098,000

There’s a timeless allure to this cheerful yellow home on Green Street. Built in the 1870s as part of Annapolis’s historic core, it retains the character of its era with ...

  • 3 Beds
  • 3 Baths
Courtesy of Compass

Listing courtesy of Compass. Contact:

Selling Office: .

32 East Street, Annapolis image
32 East Street, Annapolis $1,035,000

None

  • 3 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

76 East Street, Annapolis image
76 East Street, Annapolis $870,000

Fro Appraisers: Property went under contract before going live. Property was sold as-is w/o inspections with buyers agent contributing 1%. Stately three bedroom home in...

  • 3 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

222 West Street Unit #A, Annapolis image
222 West Street Unit #A, Annapolis $710,000

A thoughtfully designed residence offering a blend of historic character and modern comfort in the heart of Downtown Annapolis. Nestled amongst the city's best dining, sh...

  • 2 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

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...

Courtesy of CENTURY 21 New Millennium

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

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
Courtesy of CENTURY 21 New Millennium

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

141 West Street Unit #403, Annapolis image
141 West Street Unit #403, Annapolis $1,480,000

In the heart of Downtown Annapolis Art District, this Rare, LUXURY PENTHOUSE captures the essence of refined living with sweeping views, refined finishes, and a terrace u...

  • 3 Beds
  • 3 Baths
Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact:

Selling Office: .

39 Cornhill Street, Annapolis image
39 Cornhill Street, Annapolis $1,050,000

This historic and inviting Colonial home, built in 1786, is uniquely charming with large, elegant living spaces. Full of sophistication, it is also exceptionally comforta...

  • 3 Beds
  • 2 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

115 Charles Street, Annapolis image
115 Charles Street, Annapolis $830,000

OFFER DEADLINE - TUESDAY OCT 14 @ 5M. Live the Annapolis lifestyle in this beautifully updated historic district colonial. Tucked on a quiet street just blocks from down...

  • 3 Beds
  • 2 Baths
Courtesy of Engel & Volkers Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: .

107 Charles Street, Annapolis image
107 Charles Street, Annapolis $870,000

Charming, turn-key jewel box in the heart of downtown Annapolis. This 3 bedroom, 2.5 bath historic home features original heart of pine floors, high ceilings, a welcomin...

  • 3 Beds
  • 3 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

237 Hanover Street, Annapolis image
237 Hanover Street, Annapolis $1,212,500

This is a rare opportunity to own a well-documented (MHA) Greek Revival home on quiet Hanover St. facing USNA across from Officers' Club., very close to Gate 3 and the N...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

83 Market Street, Annapolis image
83 Market Street, Annapolis $2,150,000

Absolutely stunning home on the idyllic waterside of Market St. - just a stone's throw from the waterfront, enjoy seasonal water views from several places within the home...

  • 4 Beds
  • 4 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

48 Cornhill Street, Annapolis image
48 Cornhill Street, Annapolis $875,000

In the shade of the Statehouse, nestled on a quiet side street, there is a comfortable and elegant home that has welcomed family, friends, and guests for 175 years. This...

  • 3 Beds
  • 2 Baths
Courtesy of RE/MAX One

Listing courtesy of RE/MAX One. Contact:

Selling Office: .

96 Conduit Street, Annapolis image
96 Conduit Street, Annapolis $1,075,000

Experience timeless charm and modern living at 96 Conduit Street — a residence in the heart of Historic Downtown Annapolis. Nestled on a quiet street just steps from Sp...

  • 3 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

17 Revell Street, Annapolis image
17 Revell Street, Annapolis $11,250,000

Welcome to the ultimate Spa Creek waterfront oasis! Enjoy living in the heart of historic Downtown Annapolis with walkability to everything the area has to offer includin...

  • 4 Beds
  • 7 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

143 Market Street, Annapolis image
143 Market Street, Annapolis $999,999

Nestled in the heart of downtown Annapolis, right on storied Market Street, this beautifully updated detached historic home seamlessly blends timeless charm with modern c...

  • 2 Beds
  • 3 Baths
Courtesy of Engel & Volkers Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: .

60 Cornhill Street, Annapolis image
60 Cornhill Street, Annapolis $1,650,000

Exquisitely renovated, perfect in-town residence with parking in the shadow of the State House! From the moment you enter, you will be wowed with the pretty detail and l...

  • 3 Beds
  • 4 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

11 1/2 College Avenue, Annapolis image
11 1/2 College Avenue, Annapolis $587,000

Amazing renovation opportunity in the heart of Annapolis, literally a stone's throw from the Naval Academy! 2 separate legal units, separately metered for gas and electri...

Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

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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