Home/Listings/No. 142 — 14 Front Street, Marblehead
— No. 142 · Just listed

Captain's House
on Front Street.

14 FRONT STREET · MARBLEHEAD HISTORIC DISTRICT · MA 01945
5Bedrooms
3.5Bathrooms
3,840Square feet
0.42 acLot
Asking
$3,250,000
$846 per square foot
Built1781
HeatingSteam · Oil
Tax · 2024$28,840
MLS73218492
Schedule a private showing →

The story

The first private mooring in the harbor.

Built in 1781 for a Revolutionary War privateer who came home rich and never went back to sea, the Captain's House is one of three remaining Federal-era homes on the eastern flank of Marblehead's historic district with a deeded mooring in the inner harbor. The house has belonged to four families across two and a half centuries — and only sat on the open market once, in 1894.

The current owners restored the second floor and the kitchen with Boston preservation architect Margot Tellier in 2017, keeping the wide-plank pumpkin pine, the original hand-blown windows on the south face, and the brick beehive oven in the keeping room. The third-floor garret was finished as a writing studio with new dormers and a working fireplace.

Outside, the garden has been the work of three generations. A boxwood-lined path leads from the slate front terrace down to the seawall, where the private deepwater mooring sits seventy feet from the back gate. Stone outbuildings include a two-bay carriage house and a small greenhouse currently in use as a potting room.

This is a house that almost never trades. We are honored to represent it. We are also realistic — the buyer will be someone who has been waiting for it. If that is you, we invite a private showing arranged through founding broker Eleanor Whitfield.

The specifics.

The house

Style
Federal · 2.5 stories
Built
1781 · restored 2017
Architect
Margot Tellier (restoration)
Floors
Pumpkin pine · slate
Windows
Original 12-over-12 · 38
Fireplaces
Six · five operational
Heating
Steam · oil · radiators
Cooling
Mini-split on third floor

The grounds

Lot
0.42 acres · walled
Frontage
72 ft on Front Street
Garden
Boxwood · espaliered apple
Mooring
Deeded · private dock
Outbuildings
Carriage house · greenhouse
Terrace
Slate · stone walls

Town & taxes

District
Old Town Historic
Schools
Marblehead Public
Tax 2024
$28,840
Assessed
$2,940,000
Easements
None recorded
Walk
State St · 4 min
Eleanor Whitfield
Listing broker

Eleanor Whitfield.

— Founding broker · MA · GRI · CRB

Eleanor has represented seven of the last twelve Front Street transactions and lives in a 1789 saltbox three blocks from the listing. Showings by appointment only — typically Friday afternoons or Sunday mornings. She'll send you the full eighty-page archival package once you've signed a buyer agreement.

Schedule a showing → More about Eleanor →