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Annisquam Homes 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

Why Live in Annisquam

Annisquam, a neighborhood in Gloucester, Massachusetts, is characterized by its rolling hills and winding roads, with homes ranging from early 1900s builds to modern constructions. The area features diverse architectural styles, including Cape Cod, Colonial Revival, traditional farmhouse, and cottage-inspired designs. Properties often include secondary units and detached garages, with lot sizes from 7,000 square feet to over 2 acres. Residents have access to private beaches like Cambridge Beach and Lighthouse Beach, which offers views of the historic Annisquam Lighthouse. The Annisquam Yacht Club, established in 1896, provides summer activities such as sailing and tennis. Nearby Halibut Point State Park is popular for hiking, fishing, and birding, while Wingaersheek Beach and local forests like Annisquam Woods offer additional outdoor attractions. The neighborhood's cultural scene includes the Annisquam Village Players, a community theater with over a century of history, and the Annisquam Exchange, a consignment shop and gallery supporting local charities. Dining options feature Talise, a seasonal restaurant known for its New American cuisine with locally sourced ingredients. Year-round amenities include Market Basket and Shaw’s, about 5 miles south, with larger retailers like Target and Walmart 20 miles away in Danvers. Annisquam is served by Gloucester Public Schools, with Plum Cove Elementary being a highly rated option. The community is car-dependent, but Massachusetts State Route 127 and the Cape Ann Transportation Authority offer connectivity to downtown Gloucester and Boston, 38 miles away. The area has a low crime risk compared to the national average.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Annisquam?
The most popular neighborhoods for renters near Annisquam are West Gloucester, Central Gloucester, East Gloucester, Beverly Farms and North Beverly.
What are the most popular zip codes for renters near Annisquam?
The most popular zip codes for renters near Annisquam are 01930, 01966, 01938, 01915 and 01982.
How to Rent a Home