44 Pleasant Street #1

Taxes: $13,152 (2026)

About this home

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.

Property details

Sewer

Private

Style

Garrison

Water

City/Town Water

Cooling

Central Air

Heating

Forced Air, Gas

Flooring

Wood, Tile, Wall to Wall Carpet

Appliances

Range, Wall Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Refrigerator - Wine Storage, Vent Hood

Master Bath

Yes

Parking

1-10 Spaces, Stone/Gravel, Off Site

Electric

Circuit Breakers, 200 Amps