100 Market St, Annapolis, MD 21401
Local realty services provided by:Better Homes and Gardens Real Estate Valley Partners
Listed by: moe farley, katharine j hopkins
Office: coldwell banker realty
MLS#:MDAA2154154
Source:BRIGHTMLS
Price summary
- Price:$1,495,000
- Price per sq. ft.:$665.92
About this home
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. 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 and parking on both sides of street, 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 and completely fenced in. Features 2 ensuite Bedrooms and a 3rd enclosed Bedroom easily adapted into a private 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....
Contact an agent
Home facts
- Year built:1695
- Subdivision & Development:HISTORIC DISTRICT
- Listing ID #:MDAA2154154
- Added:59 day(s) ago
- Updated:November 03, 2026 at 09:12 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Dining Description:Dining Room
- Bathrooms Description:Bathroom 3, Primary Bathroom
- Bedroom Description:Primary Bedroom
- Basement:Yes
- Basement Description:Outside Entrance
- Living area:2,245 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Natural Gas, Zoned
Structure and exterior
- Year built:1695
- Building area:2,245 sq. ft.
- Lot area:0.1 Acres
- Architectural Style:Colonial
- Construction Materials:Frame
- Foundation Description:Brick/Mortar
- Levels:3 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,495,000
- Price per sq. ft.:$665.92
- Tax amount:$15,373 (2026)
Parking
- Parking description:Attached Carport, Off Street
New listings near 100 Market St
- Coming Soon
$305,000Coming Soon2 beds 2 baths1,202 sq. ft.10 Amberstone Ct #g, ANNAPOLIS, MD 21403
MLS# MDAA2160534Listed by: COMPASS - Coming Soon
$888,000Coming Soon2 beds 2 baths1,298 sq. ft.13 Spa Creek Lndg Lndg #b1, ANNAPOLIS, MD 21403
MLS# MDAA2160544Listed by: COMPASS - Coming Soon
$299,900Coming Soon0.92 Acres1351 Yorktown Rd, ANNAPOLIS, MD 21409
MLS# MDAA2160224Listed by: CUMMINGS & CO. REALTORS - Coming Soon
$590,999Coming Soon2 beds 2 baths972 sq. ft.1304 Dreams Landing Way, ANNAPOLIS, MD 21401
MLS# MDAA2160482Listed by: LONG & FOSTER REAL ESTATE, INC. - Coming Soon
$1,595,000Coming Soon4 beds 4 baths3,341 sq. ft.313 Tucker St, ANNAPOLIS, MD 21401
MLS# MDAA2160426Listed by: COLDWELL BANKER REALTY - Coming Soon
$1,225,000Coming Soon5 beds 4 baths4,329 sq. ft.929 Sherwood Forest Rd, ANNAPOLIS, MD 21401
MLS# MDAA2159716Listed by: KELLER WILLIAMS REALTY CENTRE - Coming SoonOpen Sat, 1 to 3pm
$299,900Coming Soon2 beds 2 baths882 sq. ft.502 Mathias Hammond Way #201, ANNAPOLIS, MD 21401
MLS# MDAA2160350Listed by: REDFIN CORP - Coming Soon
$995,000Coming Soon3 beds 2 baths2,667 sq. ft.1760 Birdbrook Trl, ANNAPOLIS, MD 21401
MLS# MDAA2160156Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - Coming Soon
$550,000Coming Soon4 beds 3 baths1,108 sq. ft.976 Mount Holly Dr, ANNAPOLIS, MD 21409
MLS# MDAA2160272Listed by: DOUGLAS REALTY LLC - Coming SoonOpen Sun, 1 to 3pm
$725,000Coming Soon3 beds 2 baths1,900 sq. ft.848 Deerwood Ct, ANNAPOLIS, MD 21401
MLS# MDAA2160140Listed by: NORTHROP REALTY