31 Chester Square Gloucester, MA 01930
Annisquam NeighborhoodAbout This Home
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.
House Details
Property Information
- Built in 1920
- 1 unit
Property Services
- Wi-Fi
Kitchen Features & Appliances
- Dishwasher
- Microwave
Additional 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
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities. Use the Rent Estimate Calculator to determine your monthly and one-time costs based on your requirements.
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.
Map
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/15/2026 08/15/26 | For Rent | $3,150 | -- | -- |
- 65 Leonard St
- 136 Leonard St
- 11 Dennison St
- 38 Revere St
- 672 Washington St
- 62 Bennett St S
- 5 Ciaramitaro Ct
- 79 Dennison St
- 3 Colburn St Unit 1
- 2 Dune Cir
- 226 Atlantic St
- 13 Riverside Rd
- 6 Mount Locust Place Unit 2
- 178 Atlantic St
- 141 Cherry St
- 498 Washington St
- 43 High St Unit B
- 10 Hudson Rd
- 7 Sea Fox Ln
- 1105 Washington St
- 5 Revere St Unit One
- 11 Leonard St Unit 2
- 4 Diamond Ave
- 11 S Kilby St
- 660 Washington St
- 3 Point Rd
- 15 Wyoma Rd
- 18R Waterman Road Winter Unit 1
- 14 Riverside Rd
- 206 Atlantic St
- 1 Sandy Way
- 1 Sandy Way
- 540 Washington St
- 48 Rowley Shore
- 40A Thurston Point Rd
- 1101 Washington St Unit WINTER
- 14 Sunset Point Rd Unit SUMMER
- 64 Riverview Rd
- 62 Crafts Rd
- 7 Ellery St Unit 2
Ask me questions while you tour the home.