Skip To Content

100 Market Street

ANNAPOLIS, MD 21401
  • $1,545,000
  • STATUS: Active
  • ON SITE: 42 Days
  • ID#: MDAA2154154
Open House
UPDATED: 12 min ago
$1,545,000
  • 2
    BEDS
  • 0.1
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,245
    SQFT
  • $688
    $/SQFT
Neighborhood:
Type:
Single-Family Home
County:

School Ratings & Info

Description

JUST REDUCED and OPEN SATURDAY 11-1pm! 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. Features 2 ensuite Bedrooms and a spacious open loft easilty adapted into a private 3rd BR, home office or gym while still preserving the home's architectural flow. 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.

Monthly Payment Calculator



©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or City Smart Living | Keller Williams Metro Center. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-10-17T10:56:22.7.
www.citysmartliving.com/homes/180902618
Print Image

100 Market Street ANNAPOLIS, MD 21401

  • Price: $1,545,000
  • Status: Active
  • On Site: 42 Days
  • Updated: 12 min ago
  • ID#: MDAA2154154
2
Beds
2
Baths
1
½ Baths
0.1
Acres
2,245
SQFT
$688
$/SQFT
Neighborhood:
Historic District
County:
Anne Arundel
School District:
Anne Arundel County Public Schools
Property Description
JUST REDUCED and OPEN SATURDAY 11-1pm! 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. Features 2 ensuite Bedrooms and a spacious open loft easilty adapted into a private 3rd BR, home office or gym while still preserving the home's architectural flow. 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.
Exterior Features

Architectural Style Colonial Construction Materials Frame Garage YN No Other Equipment See Remarks Parking Types Attached CarportDrivewayOff Street Pool No Pool Property Condition Excellent Water Access Features Public Access Water Access YN Yes Water Body Type Creek Water View YN No Waterfront YN No

Interior Features

Above Grade Fin SQFT 2245 Basement Outside Entrance Basement YN Yes Below Grade Finished Area 0 Cooling Central A/C Exclusions None Fireplace Features Double SidedMantel(s)Gas/PropaneFireplace - Glass DoorsBrick Fireplace YN Yes Fireplaces Total 2 Heating Zoned Heating YN Yes Inclusions Hot TubWet Bar in Dining area Laundry Type Main Floor Levels 3 Main Level Bedrooms 1 Pets Allowed No Pet Restrictions Room List Living RoomDining RoomPrimary BedroomBedroom 2KitchenFamily RoomOfficeStorage RoomBathroom 3Primary Bathroom Upper Level1 Bedrooms 1

Property Features

Accessibility Features None Association YN No Central Air YN Yes Condo YN No Cooling Fuel Electric Cross Street Shipwright Federal Flood Zone YN No Foundation Details Brick/Mortar Heating Fuel Natural Gas Historic YN Yes Hot Water Natural Gas Lease Considered YN No Navigable Water YN Y New Construction YN No Original MLSNumber 805266549262 Ownership Interest Fee Simple Pets Allowed YN Yes Sale Type Standard Senior Community YN No Sewer Public Sewer Structure Design Type Detached Tax Annual Amount 15373.00 Tax Lot A Vacation Rental YN No Water Source Public Zoning R2

Listing courtesy of Coldwell Banker Realty: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or City Smart Living | Keller Williams Metro Center. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-10-17T10:56:22.7.
 
https://bt-photos.global.ssl.fastly.net/brightmls/1280_boomver_2_805266549262-2.jpg https://bt-photos.global.ssl.fastly.net/brightmls/1280_boomver_2_805266549262-2.jpg https://bt-photos.global.ssl.fastly.net/brightmls/1280_boomver_2_805266549262-2.jpg
Logo
City Smart Living | Keller Williams Metro Center
2111 Wilson Blvd, STE 1050
Arlington VA, 22201