65 LEONARD STREET

Taxes: $15,476 (2026)

About this home

One of the oldest surviving homes in Annisquam, this historic First Period Colonial (circa 1717) is part of the property known as "The Old Castle." On Lobster Cove, this waterfront residence showcases a seasonal dock providing direct access. Located on the North Shore in Gloucester, the historic village of Annisquam offers a distinct coastal experience, distinguished by its narrow winding lanes, historic architecture, and a community atmosphere. Exceptional views are enjoyed both inside and out. Original craftsmanship has been preserved, including wide pine floors, woodwork, and two fireplaces. A sunroom along the water side was added and designed with three walls of full-length windows to watch the cove, with ample space for dining and multiple seating areas. The layout offers a bathroom on each floor, second-floor laundry, a back stairway, and third-floor bonus space. Practical updates include an updated heating system, replaced sunroom windows, basement work, and a repaired seawall.

Property details

Sewer

Private

Style

Single Wide

Water

City/Town Water

Cooling

Individual

Heating

Electric Baseboard, Hot Air Gravity

Type

Attached

Flooring

Wood, Tile, Wall to Wall Carpet, Pine

Road type

Public, Paved, Publicly Maint.

Appliances

Range, Dishwasher, Refrigerator, Washer, Dryer

Waterfront

Harbor, Dock/Mooring, Frontage, Walk to, Direct Access, Navigable

Master Bath

No

Construction

Aluminum, Post & Beam

Roof

Aluminum

Lot

Paved Drive, Easements, Flood Plain, Scenic View(s)

Parking

1-10 Spaces, Paved Driveway

Basement

Interior Access, Sump Pump, Concrete Floor, Unfinished Basement, Exterior Access

Electric

Circuit Breakers

Exterior

Porch, Patio, Gutters, Storage Shed, Garden Area

Interior

Walk-up Attic, Internet Available - Broadband

Waterview Features

Dock/Mooring, Harbor