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.
Pending
Price cut: $105K (8/1)
$995,000
65 Leonard St, Gloucester, MA 01930
2beds
1,902sqft
Single Family Residence
Built in 1717
4,500 Square Feet Lot
$941,600 Zestimate®
$523/sqft
$-- HOA
What's special
Two fireplacesWaterfront residenceThird-floor bonus spaceSecond-floor laundryBack stairwayWide pine floorsBathroom on each floor
- 95 days
- 92
- 1
Zillow last checked:
Listing updated:
Listed by:
John Farrell 978-578-5203,
Coldwell Banker Realty - Beverly 978-927-1111
Source: MLS PIN,MLS#: 73521436
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Closet, Flooring - Wood
- Level: Second
- Area: 190
- Dimensions: 19 x 10
Bedroom 2
- Features: Closet, Flooring - Wood
- Level: Second
- Area: 132
- Dimensions: 11 x 12
Primary bathroom
- Features: No
Bathroom 1
- Features: Bathroom - With Shower Stall
- Level: First
- Area: 21.33
- Dimensions: 2.67 x 8
Bathroom 2
- Features: Bathroom - Tiled With Tub & Shower, Flooring - Wood
- Level: Second
- Area: 48
- Dimensions: 8 x 6
Kitchen
- Features: Closet, Flooring - Wood
- Level: First
- Area: 128
- Dimensions: 16 x 8
Living room
- Features: Closet, Closet/Cabinets - Custom Built, Flooring - Wood
- Level: First
- Area: 294
- Dimensions: 21 x 14
Office
- Features: Bathroom - 3/4, Closet, Flooring - Wood
- Level: First
- Area: 56
- Dimensions: 7 x 8
Heating
- Baseboard, Natural Gas
Cooling
- None
Appliances
- Included: Gas Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
- Laundry: Second Floor
Features
- Dining Area, Bathroom - 3/4, Closet, Sun Room, Office, Foyer, Bonus Room, Walk-up Attic, Internet Available - Broadband
- Flooring: Wood, Tile, Carpet, Pine, Flooring - Wall to Wall Carpet, Flooring - Wood
- Windows: Skylight, Insulated Windows
- Basement: Interior Entry,Sump Pump,Concrete,Unfinished
- Number of fireplaces: 2
- Fireplace features: Living Room, Master Bedroom
Interior area
- Total structure area: 1,902
- Total interior livable area: 1,902 sqft
- Finished area above ground: 1,902
Property
Parking
- Total spaces: 2
- Parking features: Paved Drive, Off Street, Paved
- Uncovered spaces: 2
Accessibility
- Accessibility features: No
Features
- Patio & porch: Porch, Patio
- Exterior features: Porch, Patio, Rain Gutters, Storage, Garden
- Has view: Yes
- View description: Scenic View(s), Water, Dock/Mooring, Harbor
- Has water view: Yes
- Water view: Dock/Mooring,Harbor,Water
- Waterfront features: Waterfront, Navigable Water, Harbor, Dock/Mooring, Frontage, Walk to, Direct Access, Ocean, Beach Ownership(Private, Public)
- Frontage length: 16.00
Lot
- Size: 4,500 Square Feet
- Features: Easements, Flood Plain
Details
- Foundation area: 588
- Parcel number: M:0121 B:0049 L:0000,1899812
- Zoning: R-20
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
- Attached to another structure: Yes
Materials
- Frame, Post & Beam
- Foundation: Block, Stone, Irregular
- Roof: Shingle
Condition
- Year built: 1717
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range
Green energy
- Energy generation: Solar
Community & HOA
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
HOA
- Has HOA: No
Location
- Region: Gloucester
Financial & listing details
- Price per square foot: $523/sqft
- Tax assessed value: $1,662,300
- Annual tax amount: $15,476
- Date on market: 7/4/2026
- Road surface type: Paved
Estimated market value
$941,600
$895,000 - $989,000
$3,039/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2026 | Pending sale | $995,000$523/sqft |
Source: MLS PIN #73521436 Report a problem | ||
| 8/2/2026 | Contingent | $995,000$523/sqft |
Source: MLS PIN #73521436 Report a problem | ||
| 8/1/2026 | Price change | $995,000-9.5%$523/sqft |
Source: MLS PIN #73521436 Report a problem | ||
| 7/24/2026 | Price change | $1,100,000-4.3%$578/sqft |
Source: MLS PIN #73521436 Report a problem | ||
| 6/13/2026 | Price change | $1,150,000-8%$605/sqft |
Source: MLS PIN #73521436 Report a problem | ||
| 6/2/2026 | Price change | $1,250,000-7.4%$657/sqft |
Source: MLS PIN #73521436 Report a problem | ||
| 5/19/2026 | Listed for sale | $1,350,000+332%$710/sqft |
Source: MLS PIN #73521436 Report a problem | ||
| 1/4/1993 | Sold | $312,500+19766.5%$164/sqft |
Source: Public Record Report a problem | ||
| 5/16/1990 | Sold | $1,573$1/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,129 | $1,246,600 |
| 2024 | $12,129 +6.9% | $1,246,600 +16.4% |
| 2023 | $11,346 | $1,071,400 |
| 2022 | $11,346 +7.3% | $1,071,400 +26% |
| 2021 | $10,575 +1.2% | $850,100 +0.3% |
| 2020 | $10,452 +3.8% | $847,700 +6.8% |
| 2019 | $10,068 +2.4% | $793,400 +4.3% |
| 2018 | $9,833 +3% | $760,500 +5.1% |
| 2017 | $9,544 +3.3% | $723,600 +6.6% |
| 2016 | $9,238 +3.4% | $678,800 +3.7% |
| 2015 | $8,937 +7.1% | $654,700 +1.8% |
| 2014 | $8,346 -3% | $643,000 -5.6% |
| 2013 | $8,601 +7.5% | $681,500 +3.7% |
| 2012 | $8,003 +3.5% | $657,100 -3.9% |
| 2011 | $7,734 +5.2% | $683,800 -2.5% |
| 2010 | $7,353 +2.4% | $701,000 -6.3% |
| 2009 | $7,180 +4.2% | $747,900 -1.2% |
| 2008 | $6,890 +4% | $757,100 -1.6% |
| 2007 | $6,625 -0.8% | $769,400 |
| 2006 | $6,678 +13.8% | $769,400 +17.9% |
| 2005 | $5,866 +1.6% | $652,500 +8.6% |
| 2004 | $5,776 +1.1% | $601,000 +15.2% |
| 2003 | $5,712 +7.8% | $521,600 +30.6% |
| 2001 | $5,300 +10.3% | $399,400 +25.5% |
| 1999 | $4,803 | $318,300 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 01930
Nearby schools
Schools provided by the listing agent
- Elementary: Plum Cove
- Middle: O'maley Ms
- High: Gloucester Hs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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