FeaturesBeamed Ceilings, Flooring - Hardwood, Half Vaulted Ceiling(s)
LevelSecond
11 Leonard - Seasonal # 2, Gloucester MA 01930
Gloucester, MA 01930 • Annisquam
$4,000/mo
About this home
SEASONAL WINTER RENTAL WITH WATER VIEWS! Spend the off-season in one of Annisquam's most picturesque settings, perched in the heart of the village with sweeping views of the Annisquam River and the pristine shores of Wingearsheek Beach beyond. This beautifully preserved period home blends timeless New England charm with modern comforts, featuring exposed beams, hardwood floors, multiple skylights, a beautiful brick gas fireplace, and seamless indoor-outdoor living. Outside, enjoy a private fenced patio with a grill, as well as a gracious two-story deck overlooking the water—the perfect place for morning coffee, evening sunsets, or simply taking in the peaceful surroundings. Inside, the open-concept main level offers comfortable living and entertaining spaces, including the living room, dining area, and kitchen. Also on this level are a full bath, the primary bedroom (king), a queen bedroom, and a cozy bonus room with a twin bed that also functions beautifully as a home office or reading nook. Upstairs, a spacious family room with TV and seating serves as a welcoming gathering space, complemented by a second full bath, laundry room, a queen bedroom, and an additional bedroom with two twin beds. Stroll Annisquam's charming streets, explore nearby beaches, and experience the tranquility of village life surrounded by water, coastal beauty, and some of Cape Ann's most breathtaking scenery.
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Property History
Property Timeline
Listed for Sale
Aug 5, 2026
$4,000
Original listing
Agent: Fabyan and Filias Team
Office: J. Barrett & Company
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/05/2026 | 🏠 Listed for Sale | $4,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| Tax history not available | ||
Facts & Features
Home Facts
Type
Residential Lease
Style
Condominium
Living Area
2,081 sq ft
Lot Size
0.00
Bedrooms
5
Full Baths
2
Total Rooms
7
Rental Details
Available
Sep 12, 2026
Lease Term
Term of Rental(9)
Rent Includes
Trash Collection, Gardener, Beach Rights, Garden Area, Furnishings (see Remarks), Laundry Facilities, Parking
Security Deposit
$4,000
Required
First MonthLast MonthDepositReferencesInsurance
Pets
No
Pet Policy
No Pets
Interior
Heating
Natural Gas
Cooling
None
Flooring
None
Appliances
Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace
Living Room
Fireplaces
1
Basement
None
Laundry
Second Floor, In Unit
Features
Single Living Level, Internet Available - Broadband
Exterior
Construction
None
Architecture
None
Roof
None
Features
Deck, Patio - Enclosed, Professional Landscaping, Garden, Stone Wall
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck, Patio - Enclosed
Parking
Features
None
Total Spaces
2
Utilities
Electric
None
Water
None
Sewer
None
Gas
None
Other
None
Building & Pet Policy
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Unit/Building
2
Sq Ft Source
Field Card
Sq Ft Disclosures
Set of 6 steps leading up from parking level into main living area.
Documents
None
County
Essex
Property Overview
Property Type
Condominium
Listing Type
For Rent
Bedrooms
5
Full Bathrooms
2
Living Area
2,081 sq ft
Total Rooms
7
Entry Level
1
Main Level Bedrooms
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,081 sq ft above grade
FeaturesBeamed Ceilings, Flooring - Hardwood, Window(s) - Picture, Half Vaulted Ceiling(s)
LevelSecond
FeaturesBathroom - Full, Bathroom - With Shower Stall, Flooring - Hardwood
LevelSecond
FeaturesBathroom - Full, Beamed Ceilings, Flooring - Wood, Lighting - Overhead
LevelSecond
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
LevelMain,First
FeaturesCloset, Flooring - Hardwood
LevelMain,First
FeaturesBeamed Ceilings, Flooring - Hardwood, Exterior Access, Open Floorplan, Slider, Lighting - Overhead
LevelMain,First
FeaturesFlooring - Stone/Ceramic Tile, Balcony / Deck, Deck - Exterior, Exterior Access, Recessed Lighting, Stainless Steel Appliances, Lighting - Overhead
LevelMain,First
FeaturesFlooring - Hardwood, Closet - Double
LevelMain,First
FeaturesBeamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Exterior Access, Open Floorplan, Slider, Lighting - Overhead
LevelMain,First
FeaturesFlooring - Hardwood, Balcony / Deck, Deck - Exterior, Dressing Room, Exterior Access, Recessed Lighting, Slider, Lighting - Pendant, Closet - Double
LevelMain,First
Display Options
Outdoor Areas
Patio & porchDeck, Patio - Enclosed
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:
Appliances:
Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Single Living Level, Internet Available - Broadband
Windows:
Basement:
Laundry:
Second Floor, In Unit
Security:
Construction & Materials
Structure Type:
Exterior Materials:
Roof:
Foundation:
Heating, Cooling & Utilities
Heating:
Natural Gas
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Patio - Enclosed, Professional Landscaping, Garden, Stone Wall
Patio & Porch:
Deck, Patio - Enclosed
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Total Parking Spaces:
2
Parking Features:
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
Waterfront:
Yes
Waterfront Type:
Waterfront, 1/10 to 3/10 To Beach
Community Amenities:
Public Transportation, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School
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
1.5 mi
Grades PK-08
C-
Beeman Memorial School
1.2 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
1.7 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
2.2 mi
101 students
Moderate
Grades PK
C
East Veterans Elementary School
2.7 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
2.9 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
1.7 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
2.8 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
Learn about these ratings
Location
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Neighborhood
Annisquam
11 Leonard - Seasonal # 2, Gloucester MA 01930
Gloucester, MA 01930
Listing Information
Listing Agent
Fabyan and Filias Team
Listing Office
J. Barrett & Company
Office Phone
978-526-8555
Agent MLS ID
TM352682
Office MLS ID
C95245
Listing Data Updated
Aug 5, 2026 4:18 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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