100 Market St, Annapolis, MD 21401-2608, United States

Annapolis, MD 21401

$1,595,000

active
2
Beds
3
Baths
2,245
Sq Ft
1695
Built

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100 Market St, Annapolis, MD 21401-2608, United States - Photo 1

Listing details

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.

Location

Living in Annapolis

Schools

SOL Pass Rate80%

Public schools

  • Annapolis High School
  • Broadneck High School
  • Annapolis Middle School

Commute

Drive to DC45 min

Major Routes

Rt 50, Rt 2, I-97

Walkability

Walk Score45/100
Transit Score18/100
Bike Score52/100

Car-Dependent

Reported crime data

City-level public data from 2023. These historical rates do not characterize a specific address or predict individual experience.

Violent crime2.2 per 1K
Property crime20.5 per 1K

Property Tax

Rate$0.94 per $100
2024

~$14,913/yr on median home

Anne Arundel County rate; City of Annapolis adds $0.738

Listed by Moe Farley, Coldwell Banker RealtyMLS# 805266549262Listing via Bright MLS IDXUpdated Sep 27, 2026

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Listing information is provided through IDX courtesy Keller Williams Capital Properties.

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