Change Real Estate Presents:

100 Market Street
Annapolis MD 21401

For Sale: $1,625,000.00 Active

List Date: 2026-09-04

Annapolis
2 bedrooms
3 bathrooms
2,245 build ft2
4,356 land ft2

About This Property

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 Agent: Moe Farley. Coldwell Banker Realty 410-271-4839 moe.farley@cbmove.com

Virtual Tours / Videos

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Property Features

Location Information
County:
Subdivision: HISTORIC DISTRICT
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Interior Features
Appliances:
Interior:
Laundry:
Furnished: None
Flooring:
Water: Public
Cooling: Central A/C
Heating: Zoned
Fireplaces: 2
Windows:
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Kitchen
Features: Countertop(s) - Granite, Fireplace - Gas, Flooring - HardWood, Flooring - Wood, Kitchen - Eat-in, Kitchen - Gas Cooking
Level: Main
Room Type: Family Room
Features: Built-Ins, Flooring - Ceramic Tile, Window Treatments
Level: Main
Room Type: Dining Room
Features: Flooring - HardWood, Wet Bar
Level: Main
Room Type: Living Room
Features: Fireplace - Wood Burning, Flooring - HardWood
Level: Main
Room Type: Primary Bedroom
Features: Built-Ins, Cathedral/Vaulted Ceiling, Flooring - Wood, Flooring - Solid Hardwood, Window Treatments
Level: Main
Room Type: Primary Bathroom
Level: Main
Room Type: Bathroom 3
Level: Main
Room Type: Bedroom 2
Features: Attached Bathroom, Built-Ins, Cathedral/Vaulted Ceiling, Flooring - Carpet, Window Treatments
Level: Upper 1
Room Type: Office
Features: Flooring - HardWood, Window Treatments
Level: Upper 1
Room Type: Storage Room
Level: Lower 1
Exterior Features
Year Built: 1695
Subdivision Name: Historic District
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Moe Farley. Coldwell Banker Realty 410-271-4839 moe.farley@cbmove.com

Property Photos [Click to enlarge]

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This content was last refreshed on 2026-09-09 03:30 PM EDT. Some properties which appear for sale on this website may subsequently have sold or may no longer be available.

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