
160 Pleasant Street Apartments
12 Month Lease

School
Commute Time (Distance)
Drive: 20 min (12.5 mi)
Drive: 27 min (15 mi)
Property Information
The fees below are based on community-supplied data and may exclude additional fees and utilities.
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.
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.

Recreational activities near 31 Chester Square are plentiful. Discover 1 park within 3.8 miles, including Halibut Point State Park.
Living in North Shore provides easy access to General Edward Lawrence Logan International, located just 57 minutes from 31 Chester Square. Another nearby airport is Portsmouth International at Pease, located 49.1 miles away.
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.
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, MA in the 01930 zip code.
Within 50 Miles of 31 Chester Square

12 Month Lease



12 Month Lease

12 Month Lease

12 Month Lease