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- 3BR, 2BAHome
- $3,150Price
- 1,596Square Feet
- 10-01-2025Availability
Unit Rent and Fees
Price
- $3,150
Deposit
- $1,550 deposit
About 31 Chester Square
Winter Rental: Available October 1, 2025-April 30, 2026 (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 $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.
Property Contact Info
Features and Amenities
On-Site Services
- Garden Style
Kitchen Amenities
- Dishwasher

Map
- Colleges
- Medical
- Shopping

Map
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 October 1, 2025.
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
About GreatSchools Data on ApartmentHomeLiving.com.
Points of Interest
Time and distance from 31 Chester Square.
Colleges and Universities
Hospitals
Military Bases
Shopping Centers
31 Chester Square has 5 shopping centers within 3.4 miles.
Nearby Neighborhoods
Nearby Apartments
Rental Price Ranges in the Area
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Gloucester Studio Apartments | $1,750 | $1,750 | $1,750 |
Gloucester 1 Bedroom Apartments | $2,233 | $1,800 | $2,400 |
Gloucester 2 Bedroom Apartments | $2,565 | $2,435 | $2,800 |
Gloucester 3 Bedroom Apartments | $3,817 | $2,845 | $4,750 |
Gloucester 4 Bedroom Apartments | $8,000 | $7,000 | $9,000 |
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