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$1,350,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,902 Sq. Ft.
  • 0.1 Acres
  • Updated 2 days ago

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Open House: 11:00 AM - 1:00 PM

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

65 Leonard Street,Gloucester, MA 01930

65 Leonard StreetGloucesterMA01930

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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.

Full Property Details for 65 Leonard St

General

  • Price: $1,350,000
  • Taxes: $15,476 (2026)
  • Status: Active
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73521436
  • Updated: 5/19/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Dining Area, Bathroom - 3/4, Closet, Sun Room, Office, Foyer, Bonus Room, Walk-Up Attic, Internet Available - Broadband
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Living Room, Master Bedroom
  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
  • Flooring: Wood, Tile, Carpet, Pine, Flooring - Wall to Wall Carpet, Flooring - Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main - Full Baths: 2
  • Bathroom 1: Bathroom with Shower Stall, 2.67 x 8.00, First, 21 Sq. Ft.
  • Bathroom 2: Tiled Bathroom with Tub and Shower, Wood Flooring, 8.00 x 6.00, Second, 48 Sq. Ft.

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: 19.00 x 10.00, Second, 190 Sq. Ft.
  • Bedroom 2: Closet, Wood Flooring, 11.00 x 12.00, Second, 132 Sq. Ft.

Other Rooms

  • Living Room: Closet, Custom-Built Closet/Cabinets, Wood Flooring, 21.00 x 14.00, First, 294 Sq. Ft.
  • Kitchen: Closet, Wood Flooring, 16.00 x 8.00, First, 128 Sq. Ft.
  • Office: Bathroom - 3/4, Closet, Flooring - Wood, 7.00 x 8.00, First, 56 Sq. Ft.
  • Laundry: Second Floor

Additional Information

  • Year Round: Yes

Exterior

  • Exterior Features: Porch, Patio, Rain Gutters, Storage, Garden
  • Color: Natural

Parking

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

Location

  • Area: Annisquam
  • County: Essex
  • Driving Directions: Washington Street to Leonard Street

School Information

  • Elementary School: Plum Cove
  • Middle School: O'maley Ms
  • High School: Gloucester Hs

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Natural Gas
  • Heating Fuel: Baseboard, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Connection for Electric Range

Structural Information

  • Architectural Style: Colonial
  • Exterior Const.: Frame, Post & Beam
  • Basement: Yes
  • Basement Desc.: Interior Entry, Sump Pump, Concrete, Unfinished
  • Foundation Size: 588
  • Roof: Shingle
  • Square Feet: 1,902
  • Sq. Ft. Source: Public Records
  • Year Built: 1717

Lot Features

  • Lot Size (Acres): 0.1
  • Lot Dimensions: .1
  • Frontage: Public
  • Frontage Feet: 16
  • Street/Road Desc.: Paved
  • Lot Features: Easements, Flood Plain

Water Features

  • Water Front: Yes
  • Water Front Desc.: Waterfront, Navigable Water, Harbor, Dock/Mooring, Frontage, Walk to, Direct Access, Ocean, Beach Ownership(Private, Public)

Green Features

  • Energy Generation: Solar

Financial Considerations

  • Price Per Sq. Ft.: $709.78
  • Tax Amount: $15,476
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: Dimensions are approximate. Leased Solar panels.
  • Property ID: M:0121 B:0049 L:0000, 1899812
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 65 Leonard St —

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NMLS#: 1598647

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Be ready to buy your new home!

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NMLS#: 1598647

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Schools serving 65 Leonard St

School District:Gloucester School District
NameGradesDistance
Plum Cove School
15 Hickory Street, Gloucester, MA 01930
K-51.4 mi
Ralph B O'maley Middle School
32 Cherry Street, Gloucester, MA 01930
6-81.9 mi
Gloucester High School
32 L O Johnson Rd, Gloucester, MA 01930
9-123 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 65 Leonard St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/19/2026
Listed
$1,350,000
332%
MLS
1/04/1993
Sold
$312,500
—
Public Record
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Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 65 Leonard St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,948
23%
$1,537,900
23%
2024
$12,129
7%
$1,246,600
16%
2023
$11,346
4%
$1,071,400
15%
2022
$10,959
4%
$934,300
10%
2021
$10,575
1%
$850,100
—
2020
$10,452
4%
$847,700
7%
2019
$10,068
2%
$793,400
4%
2018
$9,833
3%
$760,500
5%
2017
$9,544
3%
$723,600
7%
2016
$9,238
3%
$678,800
4%
2015
$8,937
7%
$654,700
2%
2014
$8,346
—
$643,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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65 Leonard Street, Gloucester, MA 01930 (MLS# 73521436) is a Single Family property with 2 bedrooms and 2 full bathrooms. 65 Leonard Street is currently listed for $1,350,000 and was received on May 19, 2026. This property is listed by John & Cindy Farrell from our Beverly Office.Want to learn more about 65 Leonard Street? Do you have questions about finding other Single Family real estate for sale in Annisquam? You can browse all Annisquam real estate or contact a Coldwell Banker agent to request more information.

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