Last Updated: 1 Day Ago

Total Monthly Price

$3,150

Beds

3

Baths

2

* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

Note: Prices and availability subject to change without notice.

Lease Terms

Contact office for Lease Terms

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

  • Cats Allowed
  • Fees not specified
  • Dogs Allowed
  • Fees not specified

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

About 31 Chester Square

Winter Rental: Available October 1, 2026-May 31, 2027 (Utilities Included) Located in the heart of the quaint and charming village of Annisquam, this newly renovated Gloucester cottage offers the perfect off-season home. The bright and airy ground floor has many windows, letting in lots of natural light. The full bathroom on the main level has a shower over tub. A three-season sunroom runs the length of the house with two additional beds. The dining room is classic and formal with a drop leaf table and ceiling fan. Upstairs, there are 3 bedrooms and a full bath with clawfoot tub and shower. All bedrooms have closet space and dressers for storage. The primary bedroom has a queen bed, bedroom two has a full, and the third has two twins. The private back yard has garden furniture and parking both at the top and bottom of the driveway. Take a walk back in history by strolling through the prototypical colonial village with its white clapboard and black shuttered homes and picturesque lanes that were created to accommodate horse-drawn carriages. This is what you come to New England for -- history on the water! Dogs OK. Cats OK. Internet and water/sewer included. Electric and gas heat included up to a combined total of $400/mo. First, last, & a half month's security deposit due at signing. No smoking. No events or parties.

31 Chester Square is located in Gloucester, Massachusetts in the 01930 zip code.

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Special Features

  • .5 miles or less to Beach
  • 2 Car Parking
  • Annisquam
  • Cat-friendly
  • Clawfoot Tub
  • Coffee Maker
  • Dog-Friendly
  • Driveway
  • Electricity
  • Gas
  • Gas Stove/Range
  • Heat
  • Hot Water
  • Internet
  • Neighborhood access to swimming
  • Off-street Parking
  • Outdoor Seating
  • Refrigerator/Freezer
  • Seasonal Rental
  • Single-Family
  • Three-season Porch
  • Toaster Oven
  • Utilities Included
  • Water/Sewer
  • Winter Rental
  • Yard/Garden

Community Features

  • Wi-Fi

Floorplan Amenities

  • Dishwasher
  • Microwave

Commuter Rail

  • Gloucester

    Drive: 9 min 4.3 mi
  • Rockport

    Drive: 12 min 6.0 mi
  • West Gloucester

    Drive: 13 min 6.6 mi
  • Manchester

    Drive: 18 min 10.7 mi
  • Ipswich

    Drive: 28 min 15.2 mi

Universities

Parks & Recreation

  • Halibut Point State Park

    Drive: 8 min 3.8 mi
  • Mass Audubon's Eastern Point Wildlife Sanctuary

    Drive: 16 min 7.8 mi
  • Coolidge Reservation

    Drive: 17 min 8.6 mi
  • Appleton Farms

    Drive: 28 min 15.3 mi

Shopping Centers & Malls

Military Bases

Schools

GreatSchools Rating

Private High School

383 Students
978-468-4415
Grades 9-12

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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Ratings

Walkability

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Not Rated

Transit

NR
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Bikeability

NR
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