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Properties

  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,73521436
  • 65 Leonard Street, Gloucester, Massachusetts, 2 Bedrooms Bedrooms, 7 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Leonard Street,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.

Features
Heating System:
Baseboard, Natural Gas
Cooling System:
No
Basement:
Sump Pump, Interior Entry, Unfinished, Concrete
Fireplace:
Master Bedroom, Living Room
Parking:
Off Street, Paved, Paved Drive
Appliances:
Range, Dishwasher, Refrigerator, Washer, Dryer, Gas Water Heater, Water Heater
Construction:
Frame, Post & Beam
Exterior Unit Features:
Patio, Porch, Rain Gutters, Storage, Garden
Flooring:
Tile, Wood, Pine, Carpet, Flooring - Wall To Wall Carpet, Flooring - Wood
Sewer:
Public Sewer
Style:
Colonial
Water:
Public
Disclosure:
Qualified Buyers only. Cash or approved rehab type loan Buyers
Electric Feature:
Circuit Breakers
Garage Parking
Interior Features:
Walk-up Attic, Internet Available - Broadband, Sun Room, Closet, Bonus Room, Office, Foyer, Bathroom - 3/4, Dining Area
Lead Paint:
Unknown
Waterview Features:
Dock/mooring, Harbor
Laundry Features:
Second Floor
Road Type:
Paved
Additional Information
Area:
Annisquam
Grade School:
Plum Cove
High School:
Gloucester Hs
Middle School:
O'maley Ms
Market Time:
29
Parking Spaces:
2
Tax Year:
2026
Status:
Active
Price Per Sqft:
$605
Zoning:
R-20
Orig Price:
$1,350,000
Fireplaces:
2
Waterfront:
Yes
MlsStatus:
Active
Address Map
City:
Gloucester
State:
MA
County:
Essex
Postal Code:
01930
Longitude:
W71° 19' 29''
Latitude:
N42° 39' 24.9''
  • Google Map

Residential

65 Leonard Street, Gloucester, Massachusetts

2 Bedrooms
2 Total Bathrooms
1,902 Sqft
$1,150,000
Listing ID #73521436
Basic Details
Property Type :
Residential
Listing Type :
For Sale
Price :
$1,150,000
View :
Scenic View(s)
Bedrooms :
2
Rooms :
7
Total Bathrooms :
2
Full Bathrooms :
2
Square Footage :
1,902 Sqft
Year Built :
1717
Lot Area :
0.10 Acre
Listing ID :
73521436
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Agent info
Robb Enterprises
  • Stephen E. Robb
  • View website
  • 617-212-0251
  • srobb@robbenterprises.com

Contact Agent

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

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