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Annisquam Houses for Rent

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  • /24

    $5,900 per month

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft
    • House for Rent

    32 Cart Track Dr, Gloucester, MA 01930

    The rental period is September 6, 2025 through May 22, 2026 and the rate is $5,900 per month, which includes all utilities except for cable/telephone/tv. Perfect for sabbaticals, retirees and home renovation families.This location has an incredible and intimate yet panoramic view of Ipswich Bay. The setting of this contemporary home is very private although it is part of a large family

    32 Cart Track Dr, Gloucester, MA 01930
  • /37

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 2,083 Sq Ft
    • House for Rent

    83 Leonard St - Seasonal, Gloucester, MA 01930

    SPECIAL SEASONAL RENTAL! Available September 13, 2025 - June 13, 2026. Situated in the heart of ever-desirable Annisquam, this thoughtfully appointed 3 bedroom, 2.5 bathroom home provides modern comforts and exceptionally charming character. Highlights include a wood-burning fireplace in the cozy sunken living room, and an expansive eat-in kitchen with stainless steel appliances, a farmhouse

    Paula Polo-Filias J. Barrett & Company

    83 Leonard St - Seasonal, Gloucester, MA 01930
  • /19

    $2,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft
    • House for Rent

    103 Leonard St, Gloucester, MA 01930

    *SEASONAL RENTA OCT 1 - MAY 31, 2026L* Charming three-bedroom home in quaint Annisquam Village available October 1 through May 31, 2026. Recently renovated with hardwood floors, stainless steel appliances, and marble countertops. Features a large three-season porch in the front and a private patio in the rear. Amenities include washer/dryer on the first floor, ample closet space, full basement,

    Katelyn Ciaramitaro Engel & Volkers By the Sea

    103 Leonard St, Gloucester, MA 01930
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