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For sale
  • Price cut: $50K (10/8)
    $1,545,000

    100 Market St, Annapolis, MD 21401

    2beds
    2,245sqft
    : 
    $10,755/mo
    Get pre-qualified
    Single Family Residence
    Built in ----
    4,356 Square Feet Lot
    $-- Zestimate®
    $688/sqft
    $-- HOA

    What's special

    Thoughtfully designed living spacesPrivate walled courtyardSoaring ceilingsAbundant natural lightExposed original beamsTranquil large sunroom additionBeautifully appointed kitchen
    JUST REDUCED and OPEN SUNDAY 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.
    36 days
    1,074
    70

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Moe Farley 410-271-4839,

    Coldwell Banker Realty 4102638686,

    Listing Team: Let's Move Crew, Co-Listing Team: Let's Move Crew,Co-Listing Agent: Katharine J Hopkins 410-703-8502,

    Coldwell Banker Realty

    Source: Bright MLS,MLS#: MDAA2154154MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      • Main level bathrooms: 2
      • Main level bedrooms: 1
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Family Room, Office, Storage Room, Bathroom 3, Primary Bathroom
      Primary bedroom
      • Features: Built-in Features, Cathedral/Vaulted Ceiling, Flooring - Wood, Flooring - Solid Hardwood, Window Treatments
      • Level: Main
      Bedroom 2
      • Features: Attached Bathroom, Built-in Features, Cathedral/Vaulted Ceiling, Flooring - Carpet, Window Treatments
      • Level: Upper
      Primary bathroom
      • Level: Main
      Bathroom 3
      • Level: Main
      Dining room
      • Features: Flooring - HardWood, Wet Bar
      • Level: Main
      Family room
      • Features: Built-in Features, Flooring - Ceramic Tile, Window Treatments
      • Level: Main
      Kitchen
      • Features: Granite Counters, Fireplace - Gas, Flooring - HardWood, Flooring - Wood, Eat-in Kitchen, Kitchen - Gas Cooking
      • Level: Main
      Living room
      • Features: Fireplace - Wood Burning, Flooring - HardWood
      • Level: Main
      Office
      • Features: Flooring - HardWood, Window Treatments
      • Level: Upper
      Storage room
      • Level: Lower
      Heating
      • Zoned, Natural Gas
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Gas Water Heater
      • Laundry: Main Level
      Features
      • Basement: Exterior Entry
      • Number of fireplaces: 2
      • Fireplace features: Double Sided, Mantel(s), Gas/Propane, Glass Doors, Brick
      Interior area
      • Total structure area: 2,245
      • Total interior livable area: 2,245 sqft
      • Finished area above ground: 2,245
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached Carport, Driveway, Off Street
      • Carport spaces: 2
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Three
      • Stories: 3
      • Pool features: None
      • Waterfront features: Public Access
      Lot
      • Size: 4,356 Square Feet
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 020600001493500
      • Zoning: R2
      • Special conditions: Standard
      • Other equipment: See Remarks

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Brick/Mortar
      Condition
      • Excellent
      • New construction: No

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Historic District
      HOA
      • Has HOA: No
      Location
      • Region: Annapolis

      Financial & listing details

      • Price per square foot: $688/sqft
      • Tax assessed value: $1,167,200
      • Annual tax amount: $15,373
      • Date on market: 9/4/2026
      • Listing agreement: Exclusive Right To Sell
      • Inclusions: Hot Tub, Wet Bar In Dining Area
      • Exclusions: None
      • Ownership: Fee Simple

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/8/2026Price change$1,545,000-3.1%$688/sqft
        Source: Bright MLS #MDAA2154154 Report a problem
        9/24/2026Price change$1,595,000-1.8%$710/sqft
        Source: Bright MLS #MDAA2154154 Report a problem
        9/4/2026Listed for sale$1,625,000+62.5%$724/sqft
        Source: Bright MLS #MDAA2154154 Report a problem
        6/24/2019Sold$1,000,000-4.8%$445/sqft
        Source: Public Record Report a problem
        5/1/2019Pending sale$1,050,000$468/sqft
        Source: Coldwell Banker Residential Brokerage - Annapolis Church #MDAA393750 Report a problem
        3/30/2019Listed for sale$1,050,000+13.5%$468/sqft
        Source: Coldwell Banker Residential Brokerage - Annapolis Church #MDAA393750 Report a problem
        5/12/2015Sold$925,000-2.5%$412/sqft
        Source: Public Record Report a problem
        3/8/2015Pending sale$949,000$423/sqft
        Source: Curtis Real Estate Company #AA8562043 Report a problem
        2/26/2015Listed for sale$949,000+11.7%$423/sqft
        Source: Curtis Real Estate Company #AA8562043 Report a problem
        7/18/2011Sold$849,900-14.6%$379/sqft
        Source: Agent Provided Report a problem
        5/26/2010Listing removed$995,000$443/sqft
        Source: NRT MidAtlantic #AA7294758 Report a problem
        5/9/2010Price change$995,000-13.5%$443/sqft
        Source: NRT MidAtlantic #AA7294758 Report a problem
        3/31/2010Listed for sale$1,150,000+35.3%$512/sqft
        Source: NRT MidAtlantic #AA7294758 Report a problem
        7/18/2003Sold$849,900+95.9%$379/sqft
        Source: Public Record Report a problem
        9/14/1998Sold$433,875$193/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$14,936 +6.2%$1,072,767 +9.7%
        2024$14,059 +10.8%$978,333 +10.7%
        2023$12,693 +1.9%$883,900
        2022$12,454 $883,900
        2021$12,454 -3.2%$883,900 -3.1%
        2020$12,866 +3.7%$912,500
        2019$12,406 +5.4%$912,500 +7.9%
        2018$11,766 +11%$845,900 +4.1%
        2017$10,604 $812,600 +0.6%
        2016-- $807,733 +0.6%
        2015-- $802,867 +0.6%
        2014-- $798,000
        2013-- $798,000
        2012-- $798,000 -14.4%
        2011-- $931,920 +1.8%
        2010-- $915,346 +1.8%
        2009-- $898,773 +1.9%
        2008-- $882,200 +10.6%
        2007-- $797,730 +11.8%
        2006-- $713,260 +13.4%
        2005-- $628,790 +10.9%
        2004-- $567,026 +12.2%
        2003-- $505,263 +13.9%
        2002-- $443,500 +7.1%
        2001-- $414,192
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21401

        Getting around

        89 / 100
        Very Walkable
        42 / 100
        Some Transit
        63 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Anne Arundel County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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