Boston Luxury Condos and Apartments
355 Boylston St / (617) 233-5800

65 Leonard Street

Annisquam - Gloucester, MA ID #73521436

1/39
2/39
3/39
4/39
5/39
6/39
7/39
8/39
9/39
10/39
11/39
12/39
13/39
14/39
15/39
16/39
17/39
18/39
19/39
20/39
21/39
22/39
23/39
24/39
25/39
26/39
27/39
28/39
29/39
30/39
31/39
32/39
33/39
34/39
35/39
36/39
37/39
38/39
39/39

65 Leonard Street

Annisquam - Gloucester, MA ID #73521436

Property Description

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.

Additional Details

  • Status: ACT
  • Type: Single Family, Single Family Residence
  • Area: Annisquam
  • Zip Code: 01930
  • Taxes: 15,476
  • Acres: 0.10

Parking

  • Garage Capacity: 2
  • Parking: Paved, Off Street
  • Parking Spaces: 2

Rooms/Dimensions

  • Total Rooms: 7
  • Has Basement: Yes

Location

Get Directions
Luxury Condo Buildings
Luxury Apartment Buildings
More buildings

Request more Information or schedule a tour of:
65 Leonard Street, Gloucester, MA

When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are purchasing a luxury home, condo or renting an apartment, we pledge to make your experience as stress free and enjoyable as possible.

For prompt, expert service and answers to all your questions, please send us a message or call anytime at
617-233-5800

* Required Fields.

By submitting your information you agree to our Terms and Conditions and Privacy Policy.

Request Info
Content © 2026 MLS Property Information Network, Inc.
The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of John Farrell of Coldwell Banker Realty - Beverly. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.