100 MARKET ST, Annapolis, MD 21401

• 2 beds |
• 3 baths |
• 2,245 sqft

Property Description

OPEN SUNDAY 1-3! 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 residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.

Listing Status:

Active

Data Last Updated:

September 20, 2026 at 7:19PM

Listing Office:

Coldwell Banker Realty : 4102638686

Listing Agent:

Moe Farley : 4102714839

MLS ID:

MDAA2154154

Interior

• Rooms: Living RoomDining RoomPrimary BedroomBedroom 2KitchenFamily RoomOfficeStorage RoomBathroom 3Primary Bathroom
• Laundry: Main Floor
• Basement: Outside entrance
• A/C: Central A/C
• Heating: ZonedNatural Gas
• Fireplace: Double SidedMantel(s)Gas/PropaneFireplace - Glass DoorsBrickFireplaceFireplaces: 2
• Disability Feature: None

Exterior

• General: Above GradeBelow Grade
• Style: Colonial

Construction

• General: Frame3Brick/Mortar

Location

• Originating MLS: BRIGHT_MAIN
• School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
• County: ANNE ARUNDEL-MD

Lot

• Zoning: R2020600001493500

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN
• Exclusions: None