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Sold for $275,000
    • $275,000

    26 Pleasant St, Annapolis, MD 21401

    2beds
    972sqft
    Townhouse
    Built in 1940
    864 Square Feet Lot
    $277,300 Zestimate®
    $283/sqft
    $2,964 Estimated rent

    Home value

    $277,300

    Estimated sales range

    Not available

    $2,964/mo

    Zestimate® history
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    What's special

    Fenced backyardDining areaSpacious family roomTwo bedrooms
    NEW PRICE! Welcome to 26 Pleasant Street: a charming 2-bedroom, 1-bath home in the heart of Annapolis, just steps from West Street’s restaurants, shops, and nightlife. Whether you’re looking for a primary residence, weekend getaway, or investment, this home offers incredible flexibility. This turnkey property is not only move-in ready but also a proven licensed Airbnb performer, with nearly $40,000 in earnings in 2024 and over $22,000 already booked through August 2025. Inside, the main level features a spacious family room, dining area, and kitchen that opens to a deck and fenced backyard, perfect for entertaining. Upstairs, you’ll find two bedrooms, a full bath, and a bonus loft area for an office or guest space. Don’t miss your chance to own an Annapolis gem with walkable lifestyle perks and a track record of short-term rental success.

    Zillow last checked:

    Listing updated:

    Listed by:

    Matt Wyble 410-562-2325,

    Next Step Realty

    Bought with:

    Bob Chew, 0225277244

    Samson Properties

    Kitty Papadopoulos, 5014235

    Samson Properties

    Source: Bright MLS,MLS#: MDAA2125926MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 1
    • Full bathrooms: 1
    Rooms
    • Room types: Living Room, Dining Room, Kitchen
    Dining room
    • Level: Main
    Kitchen
    • Level: Main
    Living room
    • Level: Main
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Refrigerator, Washer, Dryer, Microwave, Oven/Range - Gas, Gas Water Heater
    • Laundry: Dryer In Unit, Washer In Unit
    Features
    • Breakfast Area, Ceiling Fan(s), Combination Dining/Living, Open Floorplan
    • Flooring: Carpet, Hardwood, Wood
    • Has basement: No
    • Has fireplace: No
    Interior area
    • Total structure area: 972
    • Total interior livable area: 972 sqft
    • Finished area above ground: 972
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: On Street
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Deck
    • Pool features: None
    • Fencing: Chain Link
    • Has view: Yes
    • View description: Street
    Lot
    • Size: 864 Square Feet
    • Features: Rear Yard
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 020600003713100
    • Zoning: R
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: Townhouse
    • Architectural style: Traditional
    • Property subtype: Townhouse
    Materials
    • Frame
    • Foundation: Slab
    Condition
    • New construction: No
    • Year built: 1940

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

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

    Financial & listing details

    • Price per square foot: $283/sqft
    • Tax assessed value: $191,700
    • Annual tax amount: $2,499
    • Date on market: 9/10/2025
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Conventional,FHA,Cash,VA Loan
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    12/30/2025Sold$275,000$283/sqft
    Source: Bright MLS #MDAA2125926 Report a problem
    12/5/2025Contingent$275,000$283/sqft
    Source: Bright MLS #MDAA2125926 Report a problem
    11/17/2025Price change$275,000-8.3%$283/sqft
    Source: Bright MLS #MDAA2125926 Report a problem
    10/19/2025Price change$299,900-7.7%$309/sqft
    Source: Bright MLS #MDAA2125926 Report a problem
    9/30/2025Price change$324,900-7.1%$334/sqft
    Source: Bright MLS #MDAA2125926 Report a problem
    9/10/2025Listed for sale$349,900+84.2%$360/sqft
    Source: Bright MLS #MDAA2125926 Report a problem
    3/29/2022Sold$190,000+2.7%$195/sqft
    Source: Bright MLS #MDAA2020884 Report a problem
    2/9/2022Pending sale$185,000$190/sqft
    Source: Bright MLS #MDAA2020884 Report a problem
    2/6/2022Listed for sale$185,000+87.8%$190/sqft
    Source: Bright MLS #MDAA2020884 Report a problem
    5/12/2005Sold$98,500+64.2%$101/sqft
    Source: Public Record Report a problem
    9/20/2002Sold$60,000$62/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$2,747 +9.9%$191,700 +10.2%
    2024$2,499 +11.5%$173,900 +11.4%
    2023$2,242 +18.3%$156,100 +16.1%
    2022$1,895 +19.2%$134,467 +19.2%
    2021$1,590 +23.6%$112,833 +23.7%
    2020$1,286 +0.5%$91,200
    2019$1,280 +2%$91,200 +1.1%
    2018$1,255 +7.2%$90,200 +0.6%
    2017$1,171 $89,700
    2016-- $89,700
    2015-- $89,700 -3.5%
    2014-- $93,000
    2013-- $93,000
    2012-- $93,000 -21.8%
    2011-- $118,870
    2010-- $118,870
    2009-- $118,870 -11.3%
    2008-- $133,950 +20.1%
    2007-- $111,486 +25.2%
    2006-- $89,023 +33.7%
    2005-- $66,560 +0.7%
    2004-- $66,080 +0.7%
    2003-- $65,600 +0.7%
    2002-- $65,120
    2001-- $65,120
    Find assessor info on the county website

    Neighborhood: 21401

    Nearby homes

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • High: Annapolis
    • 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
    $277,300
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $277,300

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