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Jake Karliner
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44 Pleasant St., Unit 1, Marblehead, MA 01945

$1,945,000
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Active Under Contract
BEDS3 BATHS3 full 1 partial SQUARE FEET3,463 MLS#73523816
STATUSActive Under Contract PROPERTY TYPEResidential - Single Family

Property Description

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 chefs kitchen with a large island, and a private office. Black iron fixtures and a custom gas fireplace honor the homes 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.

44 Pleasant St., Unit 1 | MLS# 73523816

This single family home located at 44 Pleasant St., Unit 1, Marblehead, MA 01945 is currently listed for sale with an asking price of $1,945,000. This property was built in 1792 and has 3 bedrooms and 3 full and 1 partial baths with 3463 sq. ft. Search Marblehead real estate on jakekarliner.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Interior Entry, Concrete, Unfinished
Basement: Yes
Cooling: Central Air
Fenced: Yes
Fireplaces: 1
Heating: Forced Air, Natural Gas
Roof Type: Slate
Taxes: $13,152
Year Built: 1792

Amenities

Bathroom - Full
Bathroom - Tiled With Tub & Shower
Recessed Lighting
Vaulted Ceiling(s)
Open Floorplan
Bathroom
Home Office
Great Room
Patio
Rain Gutters
Storage
Professional Landscaping
Sprinkler System
Fenced Yard
Garden
Stone Wall

Feature Descriptions

Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Building Area Total: 3463
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, House of Worship, Marina, Private School, Public School
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 8
Dining Room: Flooring - Wood, Open Floorplan, Recessed Lighting, Lighting - Overhead
Electric: Circuit Breakers,200+ Amp Service
Exterior: Brick
Fencing: Fenced/Enclosed, Fenced
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Wood, Tile, Carpet, Flooring - Stone/Ceramic Tile, Flooring - Wood, Flooring - Wall to Wall Carpet
HeatingY/N: 1
Kitchen: Closet/Cabinets - Custom Built, Flooring - Wood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Gas Stove, Lighting - Overhead
Laundry: Closet/Cabinets - Custom Built, Second Floor
Living Room: Flooring - Wood, Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting
Lot Features: Level
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Walk-In Closet(s), Flooring - Wood, Lighting - Overhead
Office: Flooring - Wood, Recessed Lighting
Open Parking Y/N: Yes
Parcel Number: 4469822
Parking Features: Off Street, Driveway, Stone/Gravel
Parking Total: 2
Patio And Porch: Patio
Property Attached Y/N: 1
Rooms Total: 7
Sewer: Public Sewer
Skylight: Y
Utilities: for Gas Range
Water: Public
Waterfront Features: Harbor, Walk to,1/2 to 1 Mile To Beach, Beach Ownership(Public)
Window Features: Skylight

Listed By / Shown By

Listed By

Agency Name: Coldwell Banker Realty - Marblehead
Agent Name: Cressy Team
Agency Phone: 781-631-9511

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Shown By

Agent Name: Jake Karliner
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 5,992.02 per month $4,328.73 Principal & Interest $1,096.00 Property Tax $567.29 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:22:18 AM EST) or MLSPIN MLS (last updated Wed 06/03/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/03/2026 11:33:45 PM EST) or MREIS (last updated Thu 06/04/2026 12:15:17 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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