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Pending
  • $1,945,000

    44 Pleasant St #1, Marblehead, MA 01945

    3beds
    3,463sqft
    : 
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    Condominium, Townhouse
    Built in 1792
    -- sqft lot
    $1,941,000 Zestimate®
    $562/sqft
    $650/mo HOA

    What's special

    Steeped in history yet designed for modern living, this rare offering at the iconic Marblehead Academy in Old Town blends timeless architecture with refined luxury. Thoughtfully converted into two exclusive residences, this spectacular 3,463 sq ft townhouse lives like a single-family home and is filled with natural light from oversized windows highlighting soaring ceilings, rich hardwood floors, and original woodwork throughout. The expansive main level offers exceptional entertaining space, a chef’s kitchen with a large island, and a private office. Black iron fixtures and a custom gas fireplace honor the home’s historic character. Three oversized bedrooms feature en-suite baths and generous closets, while the flexible third floor is ideal for a primary suite, family room, guest space, gym, or fourth bedroom. Enjoy a Beacon Hill-style stone patio, fenced yard, garden shed, and two off-street parking spaces.
    37 days
    |
    70
    |
    4
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Cressy Team 617-922-3354,

    Coldwell Banker Realty - Marblehead 781-631-9511

    Source: MLS PIN,MLS#: 73523769

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      • Main level bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wood, Lighting - Overhead
      • Level: Second
      Bedroom 2
      • Features: Walk-In Closet(s), Flooring - Wood, Lighting - Overhead
      • Level: Second
      Bedroom 3
      • Features: Bathroom - Full, Skylight, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Recessed Lighting
      • Level: Third
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
      • Level: Main,First
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Countertops - Stone/Granite/Solid, Lighting - Sconce
      • Level: Second
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Double Vanity, Lighting - Sconce
      • Level: Second
      Dining room
      • Features: Flooring - Wood, Open Floorplan, Recessed Lighting
      • Level: Main,First
      Kitchen
      • Features: Closet/Cabinets - Custom Built, Flooring - Wood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances, Lighting - Overhead, Crown Molding
      • Level: Main,First
      Living room
      • Features: Flooring - Wood, Exterior Access, Open Floorplan, Recessed Lighting, Lighting - Overhead
      • Level: Main,First
      Office
      • Features: Flooring - Wood, Recessed Lighting
      • Level: Main
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
      • Laundry: Closet/Cabinets - Custom Built, Second Floor, In Unit
      Features
      • Bathroom - Full, Bathroom - Tiled With Tub & Shower, Recessed Lighting, Bathroom, Home Office
      • Flooring: Wood, Tile, Carpet, Flooring - Stone/Ceramic Tile
      • Has basement: Yes
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      • Common walls with other units/homes: End Unit
      Interior area
      • Total structure area: 3,463
      • Total interior livable area: 3,463 sqft
      • Finished area above ground: 3,463
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Off Street, Stone/Gravel, Exclusive Parking
      • Uncovered spaces: 2
      Features
      • Entry location: Unit Placement(Street,Walkout)
      • Patio & porch: Patio
      • Exterior features: Patio, Storage, Fenced Yard, Garden, Rain Gutters, Stone Wall
      • Fencing: Fenced
      • Waterfront features: Harbor, Walk to, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
      Details
      • Parcel number: 4469822
      • Zoning: CR

      Construction

      Type & style
      • Home type: Townhouse
      • Property subtype: Condominium, Townhouse
      Materials
      • Roof: Slate
      Condition
      • Year built: 1792
      • Major remodel year: 2003

      Utilities & green energy

      • Electric: Circuit Breakers, 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, House of Worship, Marina, Private School, Public School
      HOA
      • Services included: Insurance, Maintenance Structure, Snow Removal, Reserve Funds
      • HOA fee: $650 monthly
      Location
      • Region: Marblehead

      Financial & listing details

      • Price per square foot: $562/sqft
      • Tax assessed value: $1,536,500
      • Annual tax amount: $13,152
      • Date on market: 5/26/2026

        Estimated market value

        $1,941,000

        $1.84M - $2.04M

        $6,410/mo

        Price history

        DateEventPrice
        6/12/2026Pending sale$1,945,000$562/sqft
        Source: MLS PIN #73523769 Report a problem
        6/1/2026Contingent$1,945,000$562/sqft
        Source: MLS PIN #73523816 Report a problem
        5/26/2026Listed for sale$1,945,000$562/sqft
        Source: MLS PIN #73523769 Report a problem

        Public tax history

        Tax history is unavailable.

        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 01945

        Getting around

        91 / 100
        Walker's Paradise
        28 / 100
        Some Transit
        39 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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