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Sold for $1,425,000
    • $1,425,000

    144 Charles St, Annapolis, MD 21401

    4beds
    2,089sqft
    Single Family Residence
    Built in 1900
    1,980 Square Feet Lot
    $1,450,800 Zestimate®
    $682/sqft
    $4,636 Estimated rent

    Home value

    $1,450,800

    Estimated sales range

    Not available

    $4,636/mo

    Zestimate® history
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    What's special

    Original brickworkCharming streetsCustom built-insFrench doorsPrivate brick patioDual sinkDetailed millwork
    Timeless Elegance in the Heart of Historic Annapolis. Tucked away on one of Annapolis’ most charming streets, this circa-1900 home blends historic character with thoughtful, high-end renovations. Painted deep navy cedar shingles with crisp white trim, this unique home sits gracefully along a brick-paved sidewalk, just steps from the waterfront, the U.S. Naval Academy, and downtown’s best restaurants, coffee shops, and boutiques. Inside, a sense of history lingers with colonial heart pine hardwood floors, original brickwork, and detailed millwork, while modern updates bring effortless style. The family room, with its bay window and plantation shutters, offers a bright, inviting space. Beyond it, the dining room, anchored by custom built-ins that discreetly house a wet bar, wine and beverage refrigerators, and an ice maker is ideal for entertaining. The gourmet kitchen, a showpiece, balancing warmth and sophistication with marble counters, brass and leather hardware, and a custom hood set into an old brick chimney—now framing a Wolf gas range. A paneled Sub-Zero refrigerator and Bosch dishwasher blend seamlessly into the cabinetry. French doors open to a large private brick patio, where lush landscaping creates a peaceful retreat with plenty of room to entertain or relax with close friends and family. The primary suite on the second floor features an en-suite bath, with a dual sink, a make up vanity and a large walk in shower. The laundry room is also conveniently located on this level, along with a second full bath and bedroom. The third floor offers two additional bedrooms connected by a Jack-and-Jill bath. Registered in both the Annapolis and National Historic Districts, this home is a rare blend of period charm and modern ease—a place where history meets everyday comfort in the most effortless way.

    Zillow last checked:

    Listing updated:

    Listed by:

    Kate Hopkins 410-703-8502,

    Coldwell Banker Realty,

    Listing Team: Let's Move Crew, Co-Listing Team: Let's Move Crew,Co-Listing Agent: Elizabeth S Montaner 443-871-1143,

    Coldwell Banker Realty

    Bought with:

    Kristen Boyer, 680858

    Berkshire Hathaway HomeServices PenFed Realty

    Source: Bright MLS,MLS#: MDAA2106388MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    • Main level bathrooms: 1
    Rooms
    • Room types: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Basement, Laundry, Bathroom 1, Bathroom 2, Bathroom 3, Primary Bathroom
    Primary bedroom
    • Features: Flooring - HardWood, Attached Bathroom, Window Treatments, Ceiling Fan(s)
    • Level: Upper
    Bedroom 2
    • Features: Flooring - HardWood, Built-in Features, Window Treatments
    • Level: Upper
    Bedroom 3
    • Features: Flooring - HardWood, Window Treatments, Attached Bathroom
    • Level: Upper
    Bedroom 4
    • Features: Flooring - HardWood, Attached Bathroom, Window Treatments
    • Level: Upper
    Primary bathroom
    • Features: Double Sink, Bathroom - Walk-In Shower, Flooring - Ceramic Tile, Flooring - Tile/Brick, Built-in Features
    • Level: Upper
    Bathroom 1
    • Level: Main
    Bathroom 2
    • Features: Flooring - Ceramic Tile, Flooring - Tile/Brick, Bathroom - Tub Shower
    • Level: Upper
    Bathroom 3
    • Features: Jack and Jill Bathroom, Bathroom - Stall Shower, Built-in Features, Flooring - Ceramic Tile, Flooring - Tile/Brick
    • Level: Upper
    Basement
    • Features: Basement - Unfinished
    • Level: Lower
    Dining room
    • Features: Flooring - HardWood, Built-in Features, Wet Bar, Window Treatments
    • Level: Main
    Family room
    • Features: Flooring - HardWood, Window Treatments, Ceiling Fan(s), Recessed Lighting
    • Level: Main
    Kitchen
    • Features: Attached Bathroom, Breakfast Bar, Built-in Features, Countertop(s) - Quartz, Dining Area, Flooring - HardWood, Eat-in Kitchen, Kitchen - Gas Cooking, Lighting - Ceiling
    • Level: Main
    Laundry
    • Level: Upper
    Heating
    • Radiator, Natural Gas
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Disposal, Dryer, Oven/Range - Gas, Refrigerator, Washer, Dishwasher, Gas Water Heater
    • Laundry: Upper Level, Washer In Unit, Dryer In Unit, Has Laundry, Laundry Room
    Features
    • Breakfast Area, Built-in Features, Crown Molding, Dining Area, Kitchen - Gourmet, Primary Bath(s), Upgraded Countertops
    • Flooring: Hardwood, Ceramic Tile, Wood
    • Doors: French Doors
    • Windows: Wood Frames
    • Basement: Unfinished
    • Has fireplace: No
    Interior area
    • Total structure area: 2,689
    • Total interior livable area: 2,089 sqft
    • Finished area above ground: 2,089
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: On Street
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Three
    • Stories: 3
    • Patio & porch: Deck, Patio
    • Exterior features: Extensive Hardscape, Lighting
    • Pool features: None
    Lot
    • Size: 1,980 Square Feet
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 020600002422507
    • Zoning: RESIDENTIAL
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Traditional
    • Property subtype: Single Family Residence
    • Attached to another structure: Yes
    Materials
    • Other, Wood Siding
    Condition
    • Excellent
    • New construction: No
    • Year built: 1900
    • Major remodel year: 2023

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available, Electricity Available, Natural Gas Available, Sewer Available, Water Available

    Community & HOA

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

    Financial & listing details

    • Price per square foot: $682/sqft
    • Tax assessed value: $790,933
    • Annual tax amount: $11,366
    • Date on market: 4/4/2025
    • Listing agreement: Exclusive Right To Sell
    • Inclusions: Sonos Sound System, Wall Mounted Tvs, Security System
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    4/29/2025Sold$1,425,000+5.6%$682/sqft
    Source: Bright MLS #MDAA2106388 Report a problem
    4/10/2025Pending sale$1,350,000$646/sqft
    Source: Bright MLS #MDAA2106388 Report a problem
    4/4/2025Listed for sale$1,350,000+64.8%$646/sqft
    Source: Bright MLS #MDAA2106388 Report a problem
    12/7/2020Sold$819,093$392/sqft
    Source: Public Record Report a problem
    6/24/2020Sold$819,093-2.4%$392/sqft
    Source: Agent Provided Report a problem
    5/27/2020Pending sale$839,000$402/sqft
    Source: Monument Sotheby's International Realty #MDAA426006 Report a problem
    2/26/2020Listed for sale$839,000+19.9%$402/sqft
    Source: Monument Sotheby's International Realty #MDAA426006 Report a problem
    3/25/2015Sold$700,000-2.8%$335/sqft
    Source: Public Record Report a problem
    1/30/2015Pending sale$719,900$345/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8475115 Report a problem
    10/8/2014Listed for sale$719,900+12.7%$345/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8475115 Report a problem
    6/28/2011Sold$639,000-7.4%$306/sqft
    Source: Public Record Report a problem
    6/8/2011Listed for sale$689,900$330/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA7551605 Report a problem
    4/29/2011Listing removed$689,900$330/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA7551605 Report a problem
    3/15/2011Listed for sale$689,900-1.4%$330/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA7551605 Report a problem
    12/4/2010Listing removed$699,900$335/sqft
    Source: NRT MidAtlantic #AA7300805 Report a problem
    10/30/2010Price change$699,900+0%$335/sqft
    Source: NRT MidAtlantic #AA7300805 Report a problem
    10/10/2010Price change$699,8900%$335/sqft
    Source: NRT MidAtlantic #AA7300805 Report a problem
    9/8/2010Price change$699,900-5.4%$335/sqft
    Source: NRT MidAtlantic #AA7300805 Report a problem
    8/27/2010Price change$739,900-5.1%$354/sqft
    Source: NRT MidAtlantic #AA7300805 Report a problem
    6/27/2010Price change$779,8000%$373/sqft
    Source: NRT MidAtlantic #AA7300805 Report a problem
    4/8/2010Listed for sale$779,900+140%$373/sqft
    Source: NRT MidAtlantic #AA7300805 Report a problem
    2/26/1999Sold$325,000$156/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$12,431 +9.4%$867,467 +9.7%
    2024$11,366 +10.8%$790,933 +10.7%
    2023$10,259 +2%$714,400 +0%
    2022$10,062 +0%$714,133 +0%
    2021$10,058 0%$713,867 +0%
    2020$10,062 +5.3%$713,600
    2019$9,556 +7.2%$713,600 +11.3%
    2018$8,914 +13%$640,867 +6%
    2017$7,889 $604,500 +2.8%
    2016-- $587,933 +2.9%
    2015-- $571,367 +3%
    2014-- $554,800
    2013-- $554,800
    2012-- $554,800 -8.5%
    2011-- $606,490 +0.2%
    2010-- $605,220 +0.2%
    2009-- $603,950 +0.2%
    2008-- $602,680 +16.4%
    2007-- $517,892 +19.6%
    2006-- $433,106 +24.3%
    2005-- $348,320 +13.6%
    2004-- $306,632 +15.7%
    2003-- $264,946 +18.7%
    2002-- $223,260 +6.5%
    2001-- $209,676
    Find assessor info on the county website

    Neighborhood: 21401

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    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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    Estimated market value
    $1,450,800
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,450,800

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