26 Leonard St
Gloucester, MA 01930
- 4 Beds
- 3.5 Baths
- 3,965 sqft (on 0.54 acres)
4 Beds
3.5 Baths
3,965 sqft
(on 0.54 acres)
Local Information
-- mins to
Description
A landmark Victorian located in the heart of Annisquam Village! The best of the old and the new tastefully display the original 3 story late 1800's home; formal living room and dining room, 3 bedrooms and 2 full baths are unique to the original home. A 2005 addition offers an open concept chef's kitchen and family room with fireplace, a spacious master bedroom with 2 walk-in closets and bath; additional large 2nd floor area allows imagination for office, playroom, yoga or art studio. Two oversize heated garages complete this home made for easy living. Conveniently located close to the Annisquam Yacht Club, private beaches, Lobster Cove marina and restaurant.
26 Leonard St, Gloucester, MA 01930 is a 4 bedroom, 4 bathroom, 3,965 sqft single-family home built in 1900. It last sold for $1,837,500 on Feb 19, 2021. It is currently off market. The Trulia Estimate is $2,592,100, with a rent estimate of $5,180/month.
Home Highlights
Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 26 Leonard St
|
|---|
Interior Details BasementAtticCeiling Fan |
Heating & Cooling Heating: Baseboard, Forced Air, Radiant, Stove, Gas, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood |
Appliances & Utilities Cable ReadyDishwasherDisposalRefrigerator |
Fireplace & Spa Fireplace |
Security Security System |
|
|---|
Exterior Home Features Roof: AsphaltDeckExterior: Shingle Not Wood, Stone, WoodPorchSprinkler System |
Parking & Garage GarageParking Spaces: 8Parking: Garage Attached |
|
|---|
Year Built Year Built: 1900 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 0.54 acres |
|
|---|
Fitness & Sports Tennis Court |
Price History for 26 Leonard St
| Date | Price | Event | Source |
|---|---|---|---|
| 02/19/2021 | $1,837,500 | Sold | N/A |
| 11/24/2020 | $2,000,000 | Pending | Agent Provided |
| 09/03/2020 | $2,000,000 | Listed For Sale | Agent Provided |
| 01/23/2012 | $1,595,000 | ListingRemoved | Agent Provided |
| 08/19/2011 | $1,595,000 | PriceChange | Agent Provided |
| 06/22/2011 | $1,700,000 | PriceChange | Agent Provided |
| 06/04/2011 | $1,850,000 | Listed For Sale | Agent Provided |
| 10/10/2002 | $10,000 | Sold | N/A |
| 09/10/2001 | $895,000 | Sold | N/A |
| 05/08/1998 | $445,000 | Sold | N/A |
| 02/02/1994 | $10,561 | Sold | N/A |
| 07/29/1988 | $423,000 | Sold | N/A |
Market trends in Gloucester
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
91
6MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $19,434 |
| Assessment | $1,997,300 |
Home facts updated by county records
Comparable Sales for 26 Leonard St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.24 | Single-Family Home | $1,250,000 | 07/18/25 | 4 | 3 | 2,368 | |
0.10 | Single-Family Home | $1,900,000 | 12/09/25 | 3 | 3.5 | 2,418 | |
0.55 | Single-Family Home | $3,000,000 | 04/17/26 | 4 | 4 | 2,786 | |
0.56 | Single-Family Home | $1,700,000 | 10/15/25 | 3 | 3.5 | 3,882 | |
0.79 | Single-Family Home | $1,575,000 | 04/22/26 | 5 | 3.5 | 3,564 | |
1.16 | Single-Family Home | $1,650,000 | 08/14/25 | 4 | 4.5 | 4,292 | |
0.83 | Single-Family Home | $1,025,000 | 08/15/25 | 4 | 2.5 | 2,968 | |
0.57 | Single-Family Home | $1,107,750 | 09/05/25 | 3 | 1.5 | 1,860 | |
0.54 | Single-Family Home | $1,050,000 | 07/17/25 | 3 | 3.5 | 2,198 | |
1.13 | Single-Family Home | $1,625,000 | 06/29/26 | 5 | 3.5 | 2,791 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 26 Leonard St.
What Locals Say about Gloucester
At least 179 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
71 % Say car is needed
68 % Say there are sidewalks
68 % Say there's wildlife
68 % Say parking is easy
65 % Say neighbors are friendly
64 % Say streets are well-lit
62 % Say it's walkable to restaurants
60 % Say they plan to stay for at least 5 years
60 % Say kids play outside
59 % Say it's walkable to grocery stores
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

