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65 Leonard StreetGloucester, MA 01930

For Sale

$1,150,000

Smart Buyer Rebate $5,750

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.

Listed by John Farrell

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Coldwell Banker Realty - Beverly

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978-578-5203

Listed by Cynthia R. Farrell

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Coldwell Banker Realty - Beverly

Listed by David Brown

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Coldwell Banker Realty - Beverly

Last updated June 13, 2026

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Source: MLSPin #73521436

Listing Facts

  • TypeSingle-family
  • NeighborhoodAnnisquam
  • Bedrooms2
  • Bathrooms2
  • Days on Prevu27
  • Taxes$15,476/year
  • Size1,902 sqft
  • Price per sqft$605

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

06/13/2026
Price Decreased
$1,150,000
06/02/2026
Price Decreased
$1,250,000
05/19/2026
Listed by Coldwell Banker Realty - Beverly
$1,350,000

Property Details for 65 Leonard Street

Association

Amenities

  • Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Marina, Private School, Public School, T-Station

Exterior

Construction

  • Property Attached: Yes
  • Roof: Shingle
  • Window Features: Skylight, Insulated Windows
  • Year Built: 1717
  • Year Built Details: Approximate,Renovated Since
  • Architectural Style: Colonial
  • Construction Materials: Frame, Post & Beam
  • Exterior Features: Porch, Patio, Rain Gutters, Storage, Garden

Features

  • Patio And Porch Features: Porch, Patio
  • Road Frontage Type: Public
  • View: Scenic View(s)
  • Waterfront Features: Waterfront, Navigable Water, Harbor, Dock/Mooring, Frontage, Walk To, Direct Access, Ocean, Beach Ownership(Private, Public)
  • Waterfront: Yes

Measurements

  • Building Area Total: 1,902
  • Building Area Units: Square Feet
  • Frontage Length: 16
  • Lot Features: Easements, Flood Plain
  • Lot Size Acres: 0.10
  • Lot Size Area: 0
  • Lot Size Square Feet: 4,500
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:0121 B:0049 L:0000,1899812
  • Tax Annual Amount: $15,476.00
  • Tax Assessed Value: $1,662,300.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
  • Fireplace Features: Living Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Wood, Tile, Carpet, Pine, Flooring - Wall To Wall Carpet, Flooring - Wood
  • Interior Features: Dining Area, Bathroom - 3/4, Closet, Sun Room, Office, Foyer, Bonus Room, Walk-up Attic, Internet Available - Broadband

Measurements

  • Living Area: 1,902
  • Living Area Source: Public Record

Rooms

  • Basement: Interior Entry, Sump Pump, Concrete, Unfinished
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 2
  • Rooms Total: 7

Other

Features

  • Accessibility Features: No

Parking

Parking

  • Open Parking Spaces: 2
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off Street, Paved
  • Parking Total: 2

Schools

Elementary School

  • Elementary School: Plum Cove

High School

  • High School: Gloucester Hs

Middle or Junior School

  • Middle Or Junior School: O'maley Ms

Utilities

Equipment

  • Electric: Circuit Breakers
  • Heating: Baseboard, Natural Gas
  • Has Heating: Yes
  • Laundry Features: Second Floor
  • Sewer: Public Sewer
  • Utilities: For Electric Range
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 2 bedrooms and 2 bathrooms in this single-family home at 65 Leonard Street.

What schools are nearby to 65 Leonard Street?

Nearby schools include the Plum Cove Elementary School, O'maley Ms Middle School, and Gloucester Hs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 65 Leonard Street.

What are the annual taxes for 65 Leonard Street?

Annual taxes for this single-family home are estimated at $15,476.

How does 65 Leonard Street compare to other single-family homes in Gloucester?

This single-family home is listed 18% below the average price for single-family homes in Gloucester and has been on the market for 19 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,902 sqft.

65 Leonard Street is a 2-bedroom, 2-bath single-family home for sale in Gloucester MA 01930. Available on Prevu for 27 days at $1,150,000. This includes a recent price decrease of $100,000. This property features 1,902 square feet of living space, located in Gloucester. The median listing price for single-family homes in this area is $950,000. Nearby schools include Plum Cove Elementary School, O'maley Ms Middle School, and Gloucester Hs High School. Property amenities include private outdoor space, dishwasher, parking, swimming pool, and washer/dryer. View other single-family home listings in Gloucester.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.