Historic Homes for Sale in Annapolis, MD

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  $1,250,000

  • 4 Beds
  • 4 Baths
  • 2,391 Sq Ft

  700 Miller Rd, Annapolis, MD 21401

  Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5-minute walk from the Naval Academy Marine Corps Stadium, this beautifully renovated 2026 home offers the rare combination of privacy, convenience and Annapolis charm.Set on a generous .598-acre tract, the property backs-up

  Alex Hodges Cottage Street Realty LLC

  700 Miller Rd, Annapolis, MD 21401
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  $995,000

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  640 Sean Dr, Annapolis, MD 21401

  Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private wooded setting come together to create a home designed for both everyday comfort and entertaining.The main level opens with a welcoming foyer and hardwood flooring that carries into the formal living and dining rooms, where

  Blair Kennedy Berkshire Hathaway HomeServices PenFed Realty

  640 Sean Dr, Annapolis, MD 21401
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  $2,950,000

  • 4 Beds
  • 5 Baths
  • 3,750 Sq Ft

  238 King George St, Annapolis, MD 21401

  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 beautifully reimagined residence in a location that simply cannot be replicated. The United States Naval Academy, State Circle, City Dock, waterfront dining, boutiques, galleries and yacht clubs are all just moments from the

  Wendy Oliver Coldwell Banker Realty

  238 King George St, Annapolis, MD 21401
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  $525,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,985 Sq Ft

  2 Silopanna Ct, Annapolis, MD 21403

  Pristine and move-in ready, 2 Silopanna Court offers just over 2000 square feet of flexible living space inside Annapolis city limits, minutes from Eastport and historic downtown. A well-planned addition expanded the home to include a spacious upstairs primary suite and a separate family room with an adjoining office area on the main level. The primary suite features a walk-in closet and a

  Jen Holden Compass

  2 Silopanna Ct, Annapolis, MD 21403
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  $1,950,000

  • 6 Beds
  • 4 Baths
  • 3,415 Sq Ft

  192 Duke of Gloucester St, Annapolis, MD 21401

  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 property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street

  Hanh Pham Samson Properties

  192 Duke of Gloucester St, Annapolis, MD 21401

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