Dimensions8 x 6
FeaturesBathroom - Tiled With Tub & Shower, Flooring - Wood
LevelSecond
65 Leonard Street, Gloucester MA 01930
Gloucester, MA 01930 • Annisquam
$1,350,000
$995,000
Est. $6,521/month
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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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Property History
Market Insights
4
Price Changes
26.3%
Price Range
Property Timeline
Status: Active under contract
Aug 2, 2026
Active → Active Under Contract
Price Reduced
Aug 1, 2026
$995,000
$105,000
(-9.55%)
From $1,100,000 to $995,000 (-9.6%)
Pending Sale
Jul 29, 2026
Offer accepted, sale pending
Price Reduced
Jul 24, 2026
$1,100,000
$50,000
(-4.35%)
From $1,150,000 to $1,100,000 (-4.3%)
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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/02/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 08/01/2026 | ↓ Price Reduced | $995,000 | $105,000 | - | From $1,100,000 to $995,000 (-9.6%) |
| 07/29/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 07/24/2026 | ↓ Price Reduced | $1,100,000 | $50,000 | - | From $1,150,000 to $1,100,000 (-4.3%) |
| 06/13/2026 | ↓ Price Reduced | $1,150,000 | $100,000 | - | From $1,250,000 to $1,150,000 (-8.0%) |
| 06/02/2026 | ↓ Price Reduced | $1,250,000 | $100,000 | - | From $1,350,000 to $1,250,000 (-7.4%) |
| 05/22/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/19/2026 | 🏠 Listed for Sale | $1,350,000 | - | - | Original listing |
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
Parking
Features
Paved Drive, Off Street, Paved
Total Spaces
2
Utilities
Electric
Circuit Breakers
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range
Financial
Annual Tax
$15,476
Assessed Value
$1,662,300
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Dimensions Are Approximate. Leased Solar Panels.
Additional Details
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)
87 days
Property Overview
Property Type
Single Family Residence
Listing Type
Sale Pending
Year Built
1717
Bedrooms
2
Full Bathrooms
2
Living Area
1,902 sq ft
Total Rooms
7
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,902 sq ft above grade
Dimensions11 x 12
FeaturesCloset, Flooring - Wood
LevelSecond
Dimensions19 x 10
FeaturesCloset, Flooring - Wood
LevelSecond
Dimensions2.666666666 x 8
FeaturesBathroom - With Shower Stall
LevelFirst
Dimensions16 x 8
FeaturesCloset, Flooring - Wood
LevelFirst
Dimensions21 x 14
FeaturesCloset, Closet/Cabinets - Custom Built, Flooring - Wood
LevelFirst
Dimensions7 x 8
FeaturesBathroom - 3/4, Closet, Flooring - Wood
LevelFirst
FeaturesNo
Display Options
Outdoor Areas
Patio & porchPorch, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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
Nearby Schools
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
Elementary Schools
6 schools
Faith Christian School
1.7 mi
Grades PK-08
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
Gloucester PreSchool
2.3 mi
101 students
Moderate
Grades PK
C
East Veterans Elementary School
2.8 mi
|
#651 of 824
|
Score: 38.2
Dropped 58 spots from last year
-20 below state avg
451 students
Diverse
Grades K-05
C-
West Parish School
3.2 mi
|
#683 of 824
|
Score: 36.5
Dropped 245 spots from last year
-21.7 below state avg
382 students
Less Diverse
Grades K-05
Middle Schools
1 school
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
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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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
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Property Tax
$1,290
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
Total of 360 payments
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Rate Impact
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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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
Aug 14, 2026 8:31 PM 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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