Listed 1 Day Ago
Highlights
Pet Friendly
- Closet space
- Clawfoot tub
- Newly renovated
- No smoking
- Private back yard
- Quaint village
Location
31 Chester Sq, Gloucester, MA 01930, USA
Tour 31 Chester Sq
Contact
AVH Realty, Inc
Nearby rentals
Property management
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Property Overview
Featuring a quaint village atmosphere, this property includes notable amenities such as ample closet space, a clawfoot tub, and a newly renovated interior. With a pet-friendly policy and outdoor spaces, it offers an inviting environment for pet owners. Additionally, the quiet setting, large windows for natural light, and included utilities make it an ideal choice for remote work.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Images Available
Great for
Pet owners
Work-from-home
Amenities for 31 Chester Sq
Features
| Central Heat | Claw Foot Tub |
| Coffee Maker | Driveway |
| Electricity | Hot Water |
| Single Family | Utilities Included |
Appliances
| Dishwasher | Gas Stove/Range |
| In-Unit Laundry | Microwave |
| Refrigerator/Freezer | Toaster Oven |
| Washer and Dryer |
Tech
| Internet | WiFi |
Community
| Cats OK | Dogs OK |
| Water/Sewer |
Grounds
| Off-Street Parking | Outdoor Seating |
| Outdoor Space |
Other
| Seasonal Rental | Three Season Porches |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Dog Policy
Allowed
Limit1
Cat Policy
Allowed
Limit1
Questions about this property’s policies and fees?
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About 31 Chester Sq
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.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 31 Chester Sq compares to other nearby properties.
Positives
- Images Available
- There are at least 10 photos of this address
Considerations
- Greater distance from grade schools
- The nearest elementary school is farther than 1 mile away
- Greater distance from middle schools
- The nearest middle school is farther than 2 miles away
Address details
| Zip code | 01930 |
|---|---|
| Type | House for rent |
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Rent trends in Gloucester
3-bedroom apartments at 31 Chester Sq cost about 2% more than the average rent price for 3-bedroom apartments in Gloucester.
Median rents as of Aug 29 2026.
Gloucester
| Month | Median Rent |
|---|---|
| September 2024 | $3,800 |
| October 2024 | $4,022 |
| November 2024 | $3,550 |
| December 2024 | $3,803 |
| January 2025 | $4,088 |
| February 2025 | $4,088 |
| March 2025 | $3,621 |
| April 2025 | $2,953 |
| May 2025 | $3,237 |
| June 2025 | $3,303 |
| July 2025 | $3,022 |
| August 2025 | $3,051 |
| September 2025 | $3,115 |
| October 2025 | $3,000 |
| November 2025 | $2,862 |
| December 2025 | $2,769 |
| January 2026 | $2,834 |
| February 2026 | $2,825 |
| May 2026 | $3,062 |
| June 2026 | $3,100 |
| July 2026 | $3,400 |
| August 2026 | $3,075 |
Affordability calculator
Can I afford to live at 31 Chester Sq?
Bedrooms
3 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$126,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $126,000 annually to afford this 3-bedrooms monthly rent price of $3,150.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 1 year ago | $3,150 |
| 1 year ago | $3,100 |
| 2 years ago | $3,100 |
Schools near 31 Chester Sq
Plum Cove School
15 hickory st
gloucester, MA, 1930
K-5Public
B+
Gloucester Preschool
2 blackburn dr
gloucester, MA, 1930
PKPublic
McKeown School
70 balch st
beverly, MA, 1915
PKPublic
Bentley Academy Charter School
25 memorial dr
salem, MA, 1970
K-5Public
C-
Lucretia and Joseph Brown School
40 baldwin rd
marblehead, MA, 1945
PK, K-3Public
A-
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Internet available near 31 Chester Sq
Neighborhood
Getting around Gloucester near 31 Chester Sq
Walking
2/10
You’ll need another mode of transportation for getting around. Scooter, anyone?
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
2/10
There are a few mass transit options within the area.
Points of interest for 31 Chester Sq, Gloucester
Groceries
0/10
No grocery stores within walking distance
Shopping
1/10
Few or no shops within walking distance
Cafes
1/10
Few or no cafés within walking distance
Restaurants
1/10
Few or no restaurants within walking distance
Primary schools
1/10
No elementary schools within a 30-minute walk
High schools
0/10
No high schools within a 30-minute walk
Parks
8/10
Large amount of park space nearby
Nightlife
0/10
Few or no bars within walking distance
Explore the area around 31 Chester Sq
Cape Ann Fresh Food
1 Blackburn Ctr
Market Basket
101 Gloucester Crossing Rd
Shaw's Supermarket
7 Railroad Ave
Shaw's Supermarket
127 Eastern Ave
Stop & Shop Supermarket
6 Thatcher Rd
Annisquam Exchange
32 Leonard St
Cape Ann Designs
44 Thurston Point Rd
Nardone & Co
2 Brooks Ln
Art By Any Means Jewelry
20 Drumlin Rd
J.Crew Factory Store
335 Gloucester Crossing Rd
Cove Cafe
1064 Washington St
Starbucks
391 Gloucester Crossing Rd
George's Restaurant & Bar
178 Washington St
Brothers Brew Cafe
27 Main St
Dunkin'
130 Washington St
Cape Ann Lanes
53 Gloucester Ave
Kanaka Poke
355 Gloucester Crossing Rd
Roy Moore's Fish Shack Restaurant
21 Dock Sq
Parlor Bar
1 Cathedral Ave
Machaca
14 Rogers St
Marshall Farm Stand
144 Concord St
Custom Seasonings
12 Heritage Way
Cape Ann Fresh Catch
48 Whittemore St
Cape Ann Fresh Catch
44 Whittemore St
Pigeon Cove Fishermans Cooperative
67 Curtis St
Memorial Woods
Squam Rock Pasture
The Hill at Lobster Cove
Norwood Heights Beach
Annisquam Woods
Cove Cafe
1064 Washington St
Hula Moon
15 Squam Rd
Lobsta Land Restaurant
84 Causeway St
Whales Jaw Cafe
17 Railroad Ave
Chipotle Mexican Grill
370 Gloucester Crossing Rd
Annisquam Wooden Bridge
Essex Ave to GHS
Annisquam Village Church
Lanesville, Essex Ave to GHS
Annisquam Village Church
Lanesville, Essex Ave to GHS
Washington St & Revere St
Essex Ave to GHS
Washington St & Dennison St
Essex Ave to GHS
Rockport
Newburyport/Rockport Line
Gloucester
Newburyport/Rockport Line
West Gloucester
Newburyport/Rockport Line, Newburyport/Rockport Line
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