65 Leonard Street Gloucester, MA ^$ 1,350,000

65 Leonard Street

^$ 1,350,000

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Open House 5/21 4pm - 6pm

65 Leonard Street

Gloucester, MA, 01930

^$ 1,350,000

Bedrooms2 Baths2.0 Sq 1,902

Monthly Estimate*

^$ 8,312

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Single Family Home for sale in Gloucester, MA

for $1,350,000 with 2 bedrooms and 2 full baths. This 1,902 square foot home was built in 1717 on a lot size of 0.1.

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.

Open House

5/21/2026 4:00 PM - 6:00 PM

5/23/2026 11:00 AM - 1:00 PM

65 Leonard Street Gloucester, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,350,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 15,476

Style

Colonial

Lot Size

0.1

Year Built

1717

Town/City

Gloucester

County/Region

Essex

MLS | Web ID

73521436

List By

John Farrell

Listing Agent

Coldwell Banker Realty - Beverly

Broker

Affordability Calculator

$9,602

Per Month

Monthly Principal & Interest: $8,312
Monthly Property Taxes: $1,290
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Gloucester, MA

Average List Price ^$1,630,383

Percent of Sale Price 21%

About Gloucester, MA

29,325 Population

-3% Since 2002

^$65,220 Median Income

48.77 Median Age

20% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
5/19/2026	$1,350,000		Listed Price

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65 Leonard Street, Gloucester, MA, 01930 is a Single Family Home for sale at $1,350,000 with 1,902 sqft and a lot size of 0.1. 65 Leonard Street has 2 bedrooms, 2.0 baths, and was built in 1717. The property's zip code is 01930 which is in Gloucester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 5/20/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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, or as to the accuracy of any of the Images, set forth herein.

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65 Leonard Street

Single Family Home for sale in Gloucester, MA

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