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355 Boylston St / (617) 233-5800

11 Leonard - Seasonal ST #2

Annisquam - Gloucester, MA ID #73559731

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11 Leonard - Seasonal ST #2

Annisquam - Gloucester, MA ID #73559731

Property Description

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.

Additional Details

  • Status: NEW
  • Type: Rental, Condominium
  • Area: Annisquam
  • Zip Code: 01930
  • Unit Level: 1
  • Date Available: Sep 12, 2026

Parking

  • Garage Capacity: 2
  • Parking Spaces: 2

Rooms/Dimensions

  • Total Rooms: 7

Location

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Content © 2026 MLS Property Information Network, Inc.
The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Fabyan and Filias Team of J. Barrett & Company. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.