65 Leonard St
Gloucester, MA 01930
2 Beds
2 Baths
1,902 sqft
2 Beds
2 Baths
1,902 sqft
Local Information
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Description
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
Thursday, May 21
4:00 PM to 6:00 PM
Saturday, May 23
11:00 AM to 1:00 PM
Home Highlights
Parking
2 Open Spaces
Outdoor
Porch, Patio
A/C
Heating only
HOA
None
Price/Sqft
$710
Listed
2 days ago
Home Details for 65 Leonard St
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Interior Details Basement: Interior Entry,Sump Pump,Concrete,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Bathroom 1, Bathroom 2, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1902 Square FeetFoundation Area: 588 |
Appliances & Utilities Utilities: for Electric RangeAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, DryerDishwasherDryerLaundry: Second FloorRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 2Fireplace: Living Room, Master BedroomHas a FireplaceNo Spa |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Window: Skylight, Insulated WindowsFlooring: Wood, Tile, Carpet, Pine, Flooring - Wall to Wall Carpet, Flooring - Wood |
Levels, Entrance, & Accessibility Accessibility: NoFloors: Wood, Tile, Carpet, Pine, Flooring Wall To Wall Carpet, Flooring Wood |
View Has a ViewView: Scenic View(s), Water, Dock/Mooring, Harbor |
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Exterior Home Features Roof: ShinglePatio / Porch: Porch, PatioExterior: Porch, Patio, Rain Gutters, Storage, GardenFoundation: Block, Stone, IrregularGarden |
Parking & Garage Open Parking Spaces: 2No GarageHas Open ParkingParking Spaces: 2Parking: Paved Drive,Off Street,Paved |
Frontage WaterfrontWaterfront: Waterfront, Navigable Water, Harbor, Dock/Mooring, Frontage, Walk to, Direct Access, Ocean, Beach Ownership(Private, Public)Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: 16.00 |
Finished Area Finished Area (above surface): 1902 |
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Days on Market: 2 |
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Year Built Year Built: 1717 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Frame, Post & BeamAttached To Another StructureDoes Not Include Home Warranty |
Property Information Parcel Number: M:0121 B:0049 L:0000, 1899812 |
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Price List Price: $1,350,000Price Per Sqft: $710 |
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MLS Status: New |
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Direction & Address City: Gloucester |
School Information Elementary School: Plum CoveJr High / Middle School: O'maley MsHigh School: Gloucester Hs |
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Listing Agent Listing ID: 73521436 |
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Building Area Building Area: 1902 Square Feet |
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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-StationNot Senior Community |
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No HOA |
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Lot Area: 4500 sqft |
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BasementMls Number: 73521436Water ViewWater View: Dock/Mooring, Harbor, WaterAbove Grade Unfinished Area: 1902 |
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Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsStable(s)GolfMedical FacilityBike PathConservation AreaMarinaPrivate SchoolPublic SchoolT-Station |
Last check for updates: about 2 hours ago
Listing courtesy of John Farrell, (978) 578-5203
Coldwell Banker Realty - Beverly, (978) 927-1111
Source: MLS PIN, MLS#73521436
Also Listed on MLS PIN.
Price History for 65 Leonard St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/19/2026 | $1,350,000 | Listed For Sale | MLS PIN #73521436 |
| 01/04/1993 | $312,500 | Sold | N/A |
| 05/16/1990 | $1,573 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $12,129 |
| Assessment | $1,246,600 |
Home facts updated by county records
Comparable Sales for 65 Leonard St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.66 | Single-Family Home | $535,000 | 10/06/25 | 2 | 2 | 1,074 | |
0.10 | Single-Family Home | $1,250,000 | 07/18/25 | 4 | 3 | 2,368 | |
0.29 | Single-Family Home | $1,900,000 | 12/09/25 | 3 | 3.5 | 2,418 | |
0.35 | Single-Family Home | $1,000,000 | 07/11/25 | 3 | 2 | 2,818 | |
0.39 | Single-Family Home | $1,107,750 | 09/05/25 | 3 | 1.5 | 1,860 | |
0.65 | Single-Family Home | $1,050,000 | 07/17/25 | 3 | 3.5 | 2,198 | |
0.65 | Single-Family Home | $700,000 | 07/31/25 | 3 | 2 | 1,239 | |
0.84 | Single-Family Home | $895,900 | 09/30/25 | 3 | 2 | 1,920 | |
1.20 | Single-Family Home | $590,000 | 06/23/25 | 2 | 1.5 | 1,177 | |
0.36 | Single-Family Home | $1,700,000 | 10/15/25 | 3 | 3.5 | 3,882 |
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FOR SALE0.72 ACRESNest | Syndi Zaiger Group, Compass- FOR SALE0.58 ACRESBuilder's Edge Realty Group, Larkin & Larkin Real Estate
SOLDAPR 30, 2026Sara Seber, Engel & Volkers By the Sea
FOR SALEKathryn Tully, Century 21 North East
SOLDAPR 22, 2026Karen Bernier, Churchill Properties- FOR SALE0.27 ACRESKaren Bernier, Churchill Properties
FOR SALE0.46 ACRESKatelyn Ciaramitaro, Engel & Volkers By the Sea
Assigned Schools
These are the assigned schools for 65 Leonard St.
- Gloucester High School
- 9-12
- Public
- 769 Students
4/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Ralph B O'Maley Innovation Middle School
- 6-8
- Public
- 594 Students
4/10GreatSchools RatingParent Rating AverageThe students run the school. There is no discipline, no follow through or consequences. Teachers are not supported and are constantly dis-empowered. They are reprimanded for having high expectations and challenging students, especially in specialists classes and have been told to dumb down lessons. Just last year students were lighting fire in the hallways and carrying weapons to school. The school has dropped to a level 3, on its way to level 4 I'm sure. The "STEAM" element is a joke and just there to get funding. In practice, there is no collaboration between teachers, only "practices" put in place "just in case" evidence is asked for by the state for STEAM practices. If a student is at risk, they will do anything they can to ignore and or push that child's problems under the rug. One guidance counselor is completely useless, the other two try but their hands are tied because the administration would rather ignore student issues. The administration is a complete joke.Other Review10y ago - Plum Cove School
- K-5
- Public
- 226 Students
7/10GreatSchools RatingParent Rating AveragePlum Cove is a very nurturing school with teachers and parents who are very involved with the kids. My son will be entering 4th grade in September 2011. He has been on an IEP since K and is monitored closely. The suport system his teachers and counselors provide is amazing and above expectations. He has come a long way with his reading and I am grateful to the Plum Cove staff for this acomplishment.Parent Review14y ago 
Check out schools near 65 Leonard St.
What Locals Say about Gloucester
At least 178 Trulia users voted on each feature.
88 % Say it's dog friendly
82 % Say people would walk alone at night
72 % Say yards are well-kept
72 % Say there's holiday spirit
70 % Say car is needed
69 % Say parking is easy
68 % Say there are sidewalks
68 % Say there's wildlife
64 % Say neighbors are friendly
64 % Say streets are well-lit
62 % Say it's walkable to restaurants
60 % Say kids play outside
59 % Say it's walkable to grocery stores
59 % Say they plan to stay for at least 5 years
52 % Say it's quiet
46 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
John Farrell, Coldwell Banker Realty - Beverly, (978) 927-1111
Agent Phone: (978) 578-5203
The property listing data and information 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 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 set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
65 Leonard St, Gloucester, MA 01930 is a 2 bedroom, 2 bathroom, 1,902 sqft single-family home built in 1717. This property is currently available for sale and was listed by MLS PIN on May 19, 2026. The MLS # for this home is MLS# 73521436.