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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.

More Info

Basic Information

  • Mls StatusNew
  • Rent Includes Trash Collection, Gardener, Beach Rights, Garden Area, Furnishings (See Remarks), Laundry Facilities, Parking
  • Unit Number2

Basic Information

  • Date Available09/12/2026
  • List Price$4,000
  • MLS Number73559731
  • Modification Date08/05/2026
  • Property SubTypeCondominium

Building

  • Building Area Units Square Feet
  • Entry Level 1
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • Patio And Porch Features Deck, Patio - Enclosed
  • Rooms7

Amenities

  • Amenities
    • Conservation Area
    • Highway Access
    • House of Worship
    • Medical Facility
    • Private School
    • Public School
    • Public Transportation
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Other AmenitiesFireplace, Garden, Waterfront, Water View

School Information

  • Elementary SchoolPlum Cove
  • High SchoolGloucester
  • High School Gloucester
  • Junior HighO'malley

Location

  • Address11 Leonard - Seasonal
  • Building Number11
  • CountyEssex
  • NeighborhoodAnnisquam
  • StateMA
  • StreetLeonard - Seasonal
  • SubdivisionAnnisquam
  • TownGloucester
  • Zip01930

Interior

  • Interior Features Single Living Level, Internet Available - Broadband

Exterior

  • Exterior Features Deck, Patio - Enclosed, Professional Landscaping, Garden, Stone Wall

Property Information

  • Building Area Source Field Card
  • Living Area 2,081
  • Lot Size Units Acres
  • Square Feet2,081

Other

  • Date Listed08/05/2026
  • Farm Land Area Units Square Feet

Parking

  • Parking Spaces2

Rooms

  • Bathroom2
  • Bathroom 1 Main, First
  • Bathroom 2 Second
  • Bathrooms Total Decimal 2
  • Bedroom 2 Main, First
  • Bedroom 3 Main, First
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Bedrooms5
  • Dining Room Main, First
  • Family Room Second
  • Full Bath2
  • Kitchen Main, First
  • Living Room Main, First
  • Main Level Bathrooms 1
  • Main Level Bedrooms 3
  • Master Bedroom Main, First

Utilities

  • Cooling YN Yes
  • Heat SystemYes
  • Heating Natural Gas

Water Body

  • Miles to Beach0.3
  • WaterfrontYes
  • Waterfront Features Waterfront,1/10 to 3/10 To Beach

Map Location

Listed by Fabyan and Filias Team of J. Barrett & Company

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, 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. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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