About This Home

This 2-bedroom, 3-bathroom single family at 100 MARKET Street in Annapolis, MD is listed for $1,545,000 ($688 per sqft). the home offers 2,245 sqft of living space on a 0.10 acres lot.

Key Features

  • Built in 1695
  • 0.10 acre lot
  • 3 stories
  • 2 parking spaces
  • Fireplace

Property Details

3 stories
2 full, 1 half
2 spaces

Amenities

FireplaceA/C
Listing 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 Cost Estimate

$8,263/mo

20% down · 6.5% · 30 years

Principal$1,117
Interest$6,695
Insurance$451

Estimates only. Actual payments may vary.

Location

100 MARKET Street

Annapolis, MD 21401

HISTORIC DISTRICT

Property Details

Construction

Frame

Parking

Off StreetDrivewayCarport

Heating

Zoned

Cooling

Central Air

Questions & Answers

This 2-bedroom, 3-bathroom single family at 100 MARKET Street is listed at $1,545,000 ($688/sqft). The estimated monthly payment is $8,263 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1695, 0.10 acre lot, 3 stories, 2 parking spaces, Fireplace.

This property is listed by Moe Farley and can be reached at 4102714839.

MF

Moe Farley

License 575414

Agent at Coldwell Banker Residential Brokerage

(410) 271-4839

Listed by Coldwell Banker Residential Brokerage · Broker phone: (410) 224-2200 · View on Broker Site

MLS# MDAA2154154· Source: Bright MLS· 44 days on PropertySimple

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

100 MARKET Street, Annapolis, MD 21401

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