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$1,150,000

65 Leonard Street, Gloucester MA 01930
Gloucester, MA 01930
Listed by John Farrell
Bedrooms
2
Bathrooms
2
Living area
1,902 sqft
Year built
1717

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.

Highlights

WaterfrontViewFireplace

Property details

MLS #
73521436
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
N/A
Stories
N/A
Garage spaces
N/A
Lot size
0.1 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Beeman Memorial
1.37 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
324
Student:teacher ratio
10.8:1
District
Gloucester
Middle
Ralph B O'Maley Middle
1.88 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
630
Student:teacher ratio
11.3:1
District
Gloucester
High
Gloucester High
3 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
830
Student:teacher ratio
10.5:1
District
Gloucester

Mortgage calculator

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Est. monthly payment
$7,075/mo
$230,000 down
$920,000 loan
Principal & interest$5,967
Property tax (est.)$958
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 17, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.