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31 Chester Square

(978) 283-4777
Check Availability
Gloucester, MA 01930

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31 Chester Square

Gloucester, MA 01930
(978) 283-4777
31 Chester Square in Gloucester, MA - Building Photo
3 Bedroom - Home for Rent
  • 3BR, 2BA Home
  • $3,150 Total Monthly Price

    Total Monthly Price

    Base Rent
    $3,150

    Total Monthly Price
    $3,150
  • 1,596 Square Feet
  • Available Now Availability

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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 the North Shore Neighborhood and 01930 Zip code of Gloucester, MA.

Unique Features and Amenities

  • .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

See All Amenities

Property Contact Info

Fees and Policies

Ask About Our Fees

Pet Policy and Fees

Cats
Allowed
Dogs
Allowed

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.

Features and Amenities

On-Site Services

  • Garden Style

Interior Features

  • Wi Fi

Kitchen Amenities

  • Dishwasher
  • Microwave
Google Map

Map

31 Chester Square, Gloucester, MA 01930

Getting Around

  • 20 / 100 Somewhat walkable

    Few day-to-day needs are within walking distance

  • 20 / 100 Limited public transit

    Transit is available for some trips

  • 50 / 100 Fairly bikeable

    Somewhat suitable for bicycle commuting and/or recreation

  • 90 / 100 Exceptionally car friendly

    Excellent access to freeways and/or major arteries, with almost no chance of parking problems

Scores provided by Local Logic details

Getting to Know the Area

  • 30 / 100 Restaurants

    Some restaurants within walking distance

  • 20 / 100 Cafes

    Some cafés within walking distance

  • 20 / 100 Nightlife

    Some bars within walking distance

  • 20 / 100 Shopping

    Some shops within walking distance

  • 80 / 100 Parks

    Very large amount of park space within a few minutes

  • 100 / 100 Noise Level

    Virtually no sources of noise nearby

Scores provided by Local Logic

Frequently Asked Questions about 31 Chester Square

What type of rental is available at 31 Chester Square?

There is currently a 3 Bed 2 Bath Home for rent with 1,596 sq ft listed at 31 Chester Square. It is Available Now.

How much is the rent at 31 Chester Square?

The rental at 31 Chester Square is currently listed at $3,150.

What area of town is 31 Chester Square located in?

Located in the North Shore Neighborhood, 31 Chester Square is in the 01930 Zip Code of Gloucester, MA.

Nearby Schools

Ralph B O'Maley Innovation Middle School

Gloucester School District
32 Cherry Street
Public School - Grades 6-8 (594 Students)
4/10

Gloucester High School

Gloucester School District
32 L O Johnson Rd
Public School - Grades 9-12 (769 Students)
4/10
School data provided by GreatSchools.
details
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on scale of 1 (below average) and to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider needs as part of the school selection process.

About GreatSchools Data on ApartmentHomeLiving.com.

Points of Interest

Time and distance from 31 Chester Square.

Colleges and Universities

Gordon College

255 Grapevine Rd
18 minute drive / 8.78 miles away

Endicott College

376 Hale Street
23 minute drive / 11.06 miles away

Hospitals

Northeast Hospital Corporation

85 Herrick Street
25 minute drive / 11.84 miles away

Military Bases

Fort Pickering

28 minute drive / 13.22 miles away

Fort Miller

28 minute drive / 13.33 miles away

Shopping Centers

Whistlestop Mall

35 Whistlestop Mall
5 minute drive / 2.71 miles away

The Commons

214 Eastern Ave
6 minute drive / 2.92 miles away

Cape Ann Marketplace

127 Eastern Ave
7 minute drive / 3.29 miles away

31 Chester Square has 5 shopping centers within 3.4 miles.

Nearby Neighborhoods

Magnolia

1 to 5 Bedroom Apartments from $1,500
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Downtown Gloucester

1 to 3 Bedroom Apartments from $1,500
View Rentals

West Gloucester

1 to 6 Bedroom Apartments from $1,500
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Nearby Apartments

Rental Price Ranges in the Area

BedroomAverage PriceCheapest PriceHighest Price
Gloucester 1 Bedroom Apartments $2,142$1,500$2,800
Gloucester 2 Bedroom Apartments $2,451$1,935$2,900
Gloucester 3 Bedroom Apartments $3,366$2,700$4,000
2 Bedroom Homes$3,269$2,300$4,900
3 Bedroom Homes$5,274$2,800$10,000+
4 Bedroom Homes$7,624$5,250$9,999
5 Bedroom Homes$12,187$3,250$10,000+
6 Bedroom Homes$5,225$3,950$6,500

Browse Top Apartments in Gloucester

Viewing: 31 Chester Square | Desktop Version | Listing Updated: 08/17/2026