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65 Leonard Street, Gloucester MA 01930

Gloucester, MA 01930 • Annisquam
$1,350,000
$1,150,000
Est. $7,305/month
2
Beds
2
Baths
1,902
Sq Ft
$605
Price/Sq Ft
0.10
Acres
1717
Year Built
2
Parking
51
Days on Market
Active Price Drop -$200,000 Listed May 19, 2026 • MLS# 73521436 Copied! • Updated Jun 17, 2026

About this home

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.

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Recently Sold Nearby

Property History

Market Insights

2
Price Changes
14.8%
Price Range

Property Timeline

Price Reduced
Jun 13, 2026
$1,150,000 $100,000 (-8%)
From $1,250,000 to $1,150,000 (-8.0%)
Price Reduced
Jun 2, 2026
$1,250,000 $100,000 (-7.41%)
From $1,350,000 to $1,250,000 (-7.4%)
👁️
Showing Instructions Updated
May 22, 2026
New showing requirements
🏠
Listed for Sale
May 19, 2026
$1,350,000
Original listing
Agent: John Farrell Office: Coldwell Banker Realty - Beverly

Tax History

Year Taxes Assessment
2026 $15,476 $1,662,300

Financial Details

Annual Property Tax
$15,476
Tax Year 2026
Assessed Value
$1,662,300

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1717
Living Area 1,902 sq ft
Lot Size 0.10 acres
Bedrooms 2
Full Baths 2
Total Rooms 7

Interior

Heating Baseboard, Natural Gas
Cooling None
Flooring Wood, Tile, Carpet, Pine, Flooring - Wall To Wall Carpet, Flooring - Wood
Appliances Gas Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace Living Room, Master Bedroom
Fireplaces 2
Basement Interior Entry, Sump Pump, Concrete, Unfinished
Laundry Second Floor
Features Dining Area, Bathroom - 3/4, Closet, Sun Room, Office, Foyer, Bonus Room, Walk-up Attic, Internet Available - Broadband

Exterior

Construction Frame, Post & Beam
Architecture Colonial
Roof Shingle
Features Porch, Patio, Rain Gutters, Storage, Garden
Pool None
Spa None
Fencing None
Patio/Porch Porch, Patio
Features Paved Drive, Off Street, Paved
Total Spaces 2
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range
Annual Tax $15,476
Assessed Value $1,662,300
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Dimensions Are Approximate. Leased Solar Panels.
Possession None
Accepted Financing None
Structure Type []
House Color Natural
Sq Ft Source Public Record
Sq Ft Disclosures Buyer to verify dimensions.
Documents None
County Essex
Total market time (incl. prior listings) 29 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1717
Bedrooms
2
Full Bathrooms
2
Living Area
1,902 sq ft
Total Rooms
7

Room Details

First Floor

Bathroom1
2.666666666 x 8
Bathroom - With Shower Stall
Kitchen
16 x 8
Closet, Flooring - Wood
Living Room
21 x 14
Closet, Closet/Cabinets - Custom Built, Flooring - Wood
Office
7 x 8
Bathroom - 3/4, Closet, Flooring - Wood

Second Floor

Bathroom2
8 x 6
Bathroom - Tiled With Tub & Shower, Flooring - Wood
Bedroom2
11 x 12
Closet, Flooring - Wood
Master Bedroom
19 x 10
Closet, Flooring - Wood

Other Floor

Bedroom5
Bedroom4
Bedroom3
Dining Room
Bathroom3
Family Room
Master Bathroom
No

Interior Features

Flooring: Wood, Tile, Carpet, Pine, Flooring - Wall to Wall Carpet, Flooring - Wood
Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features: Dining Area, Bathroom - 3/4, Closet, Sun Room, Office, Foyer, Bonus Room, Walk-up Attic, Internet Available - Broadband
Windows: Skylight, Insulated Windows
Basement: Interior Entry, Sump Pump, Concrete, Unfinished
Laundry: Second Floor
Security:

Construction & Materials

Style: Colonial
Year Built: 1717
Structure Type:
Exterior Materials: Frame, Post & Beam
Roof: Shingle
Foundation: Block, Stone, Irregular

Heating, Cooling & Utilities

Heating: Baseboard, Natural Gas
Cooling: None
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Patio, Rain Gutters, Storage, Garden
Patio & Porch: Porch, Patio
Fencing:
Other Structures:
Lot Features: Easements, Flood Plain
Road Frontage: 16.00 ft
Road Surface: Paved

Parking & Garage

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

Special Features

Fireplaces: 2
Fireplace Type: Living Room, Master Bedroom
Waterfront: Yes
Waterfront Type: Waterfront, Navigable Water, Harbor, Dock/Mooring, Frontage, Walk to, Direct Access, Ocean, Beach Ownership(Private,Public)
View: Yes
View Type: Scenic View(s)
Community Amenities: 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
School District
Gloucester School District local
C-
🎓 Where Graduates Go Class of 2021
42% attend college
31% 4-Year 11% 2-Year 17% Out of State 14% Working
School Safety 2024-25
1.9% Average
1.9% Suspensions 0.5% In-School
3.6% below state avg
E

Elementary Schools

3 schools
C-
Beeman Memorial School
1.4 mi | #701 of 824 | Score: 35.6
Dropped 172 spots from last year
-22.6 below state avg
292 students Diverse
Grades K-05
B+
Plum Cove School
1.5 mi | #322 of 824 | Score: 50.1
Improved 68 spots from last year
-8.1 below state avg
217 students Less Diverse
Rising School
Grades K-05
Faith Christian School
1.7 mi
Grades PK-08
M

Middle Schools

2 schools
C+
Ralph B O'Maley Middle School
1.9 mi | #238 of 352 | Score: 37.3
Improved 24 spots from last year
-20.9 below state avg
619 students Moderate
Rising School
Grades 06-08
B+
Rockport Middle High School
3.4 mi | #134 of 346 | Score: 56.9
Improved 7 spots from last year
-1.3 below state avg
367 students Less Diverse
High Graduation Rate College Ready Curriculum Strong Athletics
Grades 06-12
H

High Schools

1 school
C+
Gloucester High School
3.0 mi | #212 of 346 | Score: 50.4
Improved 27 spots from last year
-7.8 below state avg
776 students Moderate
17 sports • 1,070 athletes
Rising School Career Tech Programs Strong Athletics
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,290
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Annisquam

65 Leonard Street, Gloucester MA 01930

Gloucester, MA 01930

Listing Information

Listing Agent John Farrell
Listing Office Coldwell Banker Realty - Beverly
Office Phone 978-927-1111
Agent MLS ID C8002942
Office MLS ID AN6191
Listing Data Updated Jun 17, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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